helterskelter 1 day ago

I don't know much about this guy, but I remember reading an interview with him maybe 15 years ago where he was asked if his lifestyle had changed since he came into money and if he bought a new house or anything, and his answer was basically something like: "Not really, and I've already got good water pressure where I'm at, what else do I need?" I can't help but like his attitude.

  • bluedino 1 day ago

    He apparently bought this place in 2016:

    https://streeteasy.com/blog/craigslist-property/

    • jmalicki 1 day ago

      It is both absolutely gorgeous and luxurious, yet still at less than $6 million, pretty modest for someone capable of giving away half a billion.

      • browningstreet 20 hours ago

        I respect someone with a good, proper library. So many luxury properties seem to miss that one.

    • winstonp 22 hours ago

      do we think he found it on craigslist

    • sudo_cowsay 22 hours ago

      Looks cozy and nice. Pretty humble/modest for a guy like that.

      • xandrius 20 hours ago

        6 million house is not "modest", cmon.

        • SXX 20 hours ago

          Have you checked real estate prices in Manhattan? Today for these prices you can likely buy an appartment.

          Its just area itself is expensive. Not like owns mansion with a zoo and 100 servants.

          • giancarlostoro 19 hours ago

            I mean he owns craigslist I am sure he can summon many people to do his bidding.

            • mattkrause 19 hours ago

              True—-but half of them forget to actually show up and many of the ones that do try to renegotiate the deal.

              • giancarlostoro 19 hours ago

                If you meme it well enough, you could get people to show up for free and still do it.

          • wahnfrieden 18 hours ago

            The 6 million was a decade ago so can’t be compared with today’s prices

        • permalac 20 hours ago

          What percentage of his earnings does represent?

          • parl_match 18 hours ago

            It's still not modest. There's no way in which a $6 million dollar house is "modest".

            Don't try to launder it through lying with percentages. It's not modest.

            • timr 18 hours ago

              A small 1 bedroom apartment in Manhattan, today, costs a bit under $1 million, on average.

              • parl_match 17 hours ago

                I would argue that a $1mil manhattan 1br isn't modest. You know, you can start to split hairs what modest means. Is that a modest living space? Sure. Is the privilege of living in manhattan immodest? I also think so.

                But at least that's within the realm of "modesty". At least there's at least one element of modesty to it. It's not a multi story 6 million dollar home with a floor to ceiling double floor library.

                • russelldjimmy 9 minutes ago

                  Ironically you’re the one splitting hairs here. It seems clear that your definition of “modest” differs from a few others’. That’s about it, there’s no deeper meaning here. It seems like you’re trying to find disagreement where there is none, and trying to convince others to use the word the way you are familiar with.

            • yubblegum 17 hours ago

              You need to prove to us that modesty is an absolute quality. Reasonable people would agree that that is a bit extreme ("immodest") and that modesty is relative. (Try cheap instead of modest to see how this works.)

              > There's no way in which a $6 million dollar house is "modest".

              Relative to his wealth bracket he is being modest but not cheap.

              • kelnos 14 hours ago

                > Relative to his wealth bracket he is being modest but not cheap.

                That's moving the goalposts. No one said anything about "relative to his wealth bracket".

                And I don't think I have ever heard anyone using a term like "modest house" in proportion to someone's wealth. House-modesty is something people generally use to mean "when compared with other houses in the region".

                • Redoubts 5 hours ago

                  > No one said anything about "relative to his wealth bracket".

                  Original post was "modest for a guy like that"

            • jryan49 17 hours ago

              I mean is your place modest compared to the average place in a third world country?

            • john_strinlai 17 hours ago

              modest is a relative term. its modest compared to most people of his wealth level.

            • slashdev 5 hours ago

              > Pretty humble/modest for a guy like that.

              Modest was qualified. The statement is accurate. Your objection doesn’t make sense.

    • senordevnyc 19 hours ago

      That style of library is my dream

    • nickjj 19 hours ago

      Makes me wonder what a property like that would go for today, 10 years later.

    • yubblegum 17 hours ago

      That or Tribeca have to be my favorite areas of the city to live in if I had silly money which I don't so I don't and likely ever won't unless my venture petfood.ai strikes it big in which case I'll buy the entire building but won't put my name on it with large gold san serif letters. I may be poor but I have class.

    • bmitc 13 hours ago

      That library is sick.

    • kennethallen 12 hours ago

      Looks like Blue Prince interiors. :D

  • urbandw311er 1 day ago

    I can't help but like his altitude.

    • dsatrainer 23 hours ago

      No that's height, you're thinking of audacity

      • urbandw311er 13 hours ago

        I’m sorry - it was an attempt at a joke based around water pressure.

    • esafak 22 hours ago

      Well, he is flying high.

  • dlcarrier 22 hours ago

    He has a point. Good water pressure us underrated.

  • gleenn 21 hours ago

    I had the privilege of working and sleeping in the original Craigslist office/house in San Francisco. It was just another typical, ageing house they had rearranged a little to have a ton of deskspace in the main area. A lot of start ups (including Zappos IIRC) had also been there over the years. They had a mattress in the loft/attic you could crash on if you were up late too.

  • _the_inflator 21 hours ago

    Like a Warren Buffet. Same house, same car, or Ray Kroc: Look after the customer, and the business will take care of itself.

  • giancarlostoro 19 hours ago

    Probably lives like craigslist looks in terms of simplicity. Love it.

  • AbstractH24 3 hours ago

    At heart he seems like one of the good guys in the history of tech.

    Although he may have inadvertently destroyed local news by squeezing it of revenue from classified ads (but has since done a lot to fund journalism)

  • guyomes 32 minutes ago

    This reminds me an interview of the author Patrick Modiano, just after he won the literature Nobel price. The presenter asked him if the money would help. His answer was something like: "well, I don't see how the money will help the next time I will be in front of a white page".

roksprok 1 day ago

Craigslist is often held up as an example of a company "doing it right", but what is never mentioned in these posts is that a large portion of their revenue comes from facilitating scams. Around 25% of rooms/apartments I contact are scams, and Craigslist has so far done nothing to prevent these. A common scam is to take pictures from a real estate site of a house that recently sold and advertise it as for rent, but they don't even let you say "I live at this house and do not want to rent it, don't let anyone post it".

  • socalgal2 1 day ago

    It's also one of the major things the destroyed newspapers. I'm not saying that's bad, just pointing out it happened.

  • a2tech 1 day ago

    Airbnb has the same exact problem. Also doesn’t seem to give a crap when they’re reported.

    • nunez 22 hours ago

      Except AirBnB _does_ make money off of those scam listings.

  • jeffbee 1 day ago

    Craigslist doesn't even charge for rental listings, do they? I thought they only charge for help wanted ads.

    • criddell 1 day ago

      They charge for rental listings in some markets.

      • jeffbee 23 hours ago

        Interesting. I wonder why they feel it is not necessary or not profitable to do it in the Bay Area.

    • floren 1 day ago

      They now charge to list your car, even as a private party. I'm not sure it was the right choice because it drove so much traffic to Facebook Marketplace, which is an absolute disaster.

  • jedberg 1 day ago

    Craigslist doesn't make any money from those scams because they don't charge for rental listings. It sucks that it's there, but for them to hire staff to deal with it, they'd have to charge for the rental listings.

    Right now they rely on volunteers to combat that problem, in the form of legit landlords reporting the scams.

    • wyre 23 hours ago

      So why not charge for rental listings? i'm sure the number of scams would go down, while posting would still be of good value for someone looking to rent out a $3000/mo apartment.

      • jubilanti 23 hours ago

        They do in some markets like NYC specifically because of scams.

      • everforward 4 hours ago

        It’s not what they do, and it’s a crowded market where they don’t really have an edge. If you want well-vetted products, don’t go to Craigslist. They’re just digital classifieds, the tradition is basically “anyone can list them, no one checks them, caveat emptor”.

        It’s weird to me they even carry real estate listings, because I’m surprised anyone would trust them with that kind of money on a good you can’t easily self-validate. I wouldn’t spend more than $100 on something from Craigslist if I wasn’t confident that I can judge the quality of it myself.

      • ryukoposting 3 hours ago

        I've bought most of the cars I've ever owned from CraigsList. A tool chest, that was $400 or so. An oscilloscope, various cameras, loads of furniture. I wouldn't be surprised if I've spent nearly $10,000 on Craigslist stuff excluding the cars.

        Have I gotten a bad deal a few times? Yeah. Would I have gotten a better deal elsewhere? Unlikely.

        Consider the thesis of the "craigslist is sketchy" argument the next time you look something up on Amazon and the first 3 results are from WODBEP, QXJEFN, and PLUDJ.

        IMO the thing that actually spooks people about CraigsList is interacting with strangers, but Facebook isn't better. If you're stalking someone's FB because you want to buy their old TV, well guess what, you're the creep, not them.

  • jackconsidine 1 day ago

    From Craig's Wikipedia article [0]. He sure cares about fighting scams. Craigslist != Craig I know, but may these are intractable problems, not that there's necessarily negligence

    > In 2022, Newmark committed $50 million to the Cyber Civil Defense initiative.[39] As of April 2022, approximately $30 million of this commitment had been awarded.[40]

    > In 2023, Craig Newmark Philanthropies announced it would double its donations from $50 million to $100 million for fighting cyber threats.[41]

    > In 2026, Newmark founded a public service campaign, "Take9", encouraging users to pause and think before responding to a text or email to help avoid being scammed.[42][43] A video for the campaign featured Newmark teaming up with Count von Count from Sesame Street.[42][43]

    [0] https://en.wikipedia.org/wiki/Craig_Newmark

  • dstroot 22 hours ago

    I once wanted to build an alternative to Craig’s list. There were SO MANY things I had ideas to improve. Then I realized I had literally no idea how Craig’s list makes money. None. They did not charge for ads and they didn’t have advertising. ¯\_(ツ)_/¯

    • BeetleB 22 hours ago

      IIRC, he said the bulk of revenue comes from job listings.

      • KennyBlanken 20 hours ago

        You misspelled "ads for prostitution." Which they eventually stopped doing, only after considerable public pressure and state AGs threatening criminal prosecution.

        https://www.pbs.org/newshour/show/craigslist-drops-adult-ser...

        Everyone need stop making out Craig and James out to be super moralistic dudes. They both profited, enormously, off sexual exploitation and human trafficking around the world by (knowingly) serving as a directory for pimps.

        • SXX 20 hours ago

          Its not a private business fault that US did not create a legal framework protecting sex workers and instead continue facilitate exploitation and traffiking by keeping it illegal.

          US have legal porn industry and its strictly regulated and mostly safe for those wofking in it. Imagine how it would look like if it was illegal too.

          • forgetfreeman 18 hours ago

            Are you proposing that forming an S-corp somehow eliminates an individuals moral or ethical obligations?

            • SXX 12 hours ago

              It does not since morals and ethics are relative.

              Having legal framework and regulation solves problems with exploitation and traffiking though.

              If sex work is illegal there will be pimps, illegal ads, criminal organizations facilitate it and abuse.

        • driverdan 17 hours ago

          > They both profited, enormously, off sexual exploitation and human trafficking around the world by (knowingly) serving as a directory for pimps.

          From what I read back when this happened you have it backwards. The classifieds on CL and other sites for sex were were largely individuals choosing to do it. They were not being trafficked or pimped. By closing those listings down it would end up pushing sex workers to find other sources of clients, like pimps.

          • simoncion 17 hours ago

            > The classifieds on CL and other sites for sex were were largely individuals choosing to do it. They were not being trafficked or pimped.

            Yep. Just like with marijuana and other such "vices", the thing that takes most of the violence and exploitation out of the industries that produce, market, and sell a "vice" [0] is to make it legal to produce, advertise, and sell.

            There's also a side angle here where some folks absolutely disbelieve that an attractive human who really enjoys fucking would rather make their own hours getting paid to fuck than get abused by a shitty boss at an entry-level job.

            Are there people coerced into sex work? _Absolutely_. But, there are people coerced into nearly every sort of job out there, so that's not saying much.

            [0] Well, actually this applies to any industry. No matter what it is, if you have to do illegal shit to create, distribute, and sell it, and if there's notable amount of money to be made in selling it, then there's inevitably gonna be violent folks involved in the process.

            • gregw2 5 hours ago

              Legalization reduces the risk of violence to sellers and buyers and external parties. This in turn reduces the risk premium and quick score potential of the "business".

              The problem with the legalization strategy to reduce violence is that it has its limits.

              It turns a high-risk game into a high-volume high-scale game.

              It validates the creation of a corporate ecosystem who then are incented to create demand for the "vice" while simultaneously concealing what they know (or come to learn) about the vice's side effects.

  • bredren 22 hours ago

    Yes.

    Even if you take out revenue from scams, it does not change the question of what Craigslist could or should have done regarding governance.

    Craigslist adhered to basic features and community volunteers partly to avoid responsibility.

    The org had no problem enforcing its moat around UGC (posts) with lawsuits but only at after extraordinary foot dragging did they implement basic advancements in the best interests of their own community.

    This has resulted in untold numbers of scam victims, yes but also it allowed bad landlords, (and tenants) to carry on with no repercussions. This continues, actually.

    Craigslist was a benevolent dictator. It squandered an opportunity to be a low profit leader of p2p, instead yielding it to Facebook and a variety of venture backed products.

    I have first hand knowledge of Craigslist response to market competition because my cofounder on Gliph and I are the creators of the product that Craigslist privacy relay email service is based on.

    This point of who actually created the concept and tech is actually being litigated right now between Apple and a patent troll over the Hide My Email feature of iCloud in Rally vs. Apple Inc.

    • rsync 21 hours ago

      Anon.penet.fi is clear prior art - from 1993[1].

      Anyone who thought they had invented something new here were kidding themselves.

      [1] https://en.wikipedia.org/wiki/Penet_remailer

      • bredren 20 hours ago

        Wow, I wasn’t aware of this and it definitely predates our work.

        I’d have presumed this would have come up in the evidence for that case but afaik it has not.

        IANAL, but perhaps Craigslist’s response to our product, which included blocking its usage on the site after they implanted their version, served as a stronger example of the commercialization of the product still well ahead of the Rally Patent.

        • ahazred8ta 16 hours ago

          [wasn’t aware of this] That's odd. Anyone familiar with the history of anonymous email services and remailers would know about the penet, cotse, and cypherpunk communities in the 1990s. It was a fertile field. Odd that you haven't bumped into anyone from that space.

          https://codamail.com/aboutus.html -- https://en.wikipedia.org/wiki/Mixminion -- https://www.spamgourmet.com/index.pl?printpage=faq.html

          • bredren 13 hours ago

            I suppose from some perspectives it is.

            When I designed our take on it, I was solving a problem I experienced on Craigslist. I had not seen this prior art.

            I built a simple refresh for a new email address interface that people really loved to mash, and it is nearly identical to the Use Different Address link behavior on Hide My Email.

            To get to my original point, if Craigslist was aware of all of these examples, they did not seem to serve as impetus to provide it, despite it being in the best interest of their users.

            I would highlight again that the system described by the Rally patent, if realizable in the example services means these groups also left potentially valuable IP on the table.

            As the lawsuit over Hide My Email, afaik, is serious stuff.

            I appreciate folks sharing links to prior art. I have more to say, that might explain my initial comment a bit more, but have to wait on that.

  • dfxm12 22 hours ago

    Of course I've found some too good to be true auto listings on cl (so I stayed away), but this is a weird thing to fixate on when there are scams on Amazon, fb marketplace, newspaper classifieds, etc.

    As an aside, I think getting involved in making people prove they live at an address to cl is not the right way to do anything, especially in the context of cl, where many listings may have many different people who live together at that same address.

  • hamdingers 21 hours ago

    > Craigslist has so far done nothing to prevent these

    You could make your point without this lie. Craigslist moderators are both very active and quick to respond. Their moderation system is explained on the website. Try flagging scams when you see them.

  • ForHackernews 21 hours ago

    If only 25% of one section of CL is scams, that puts it well ahead of the cryptocurrency industry, the social media industry, the adtech industry and the AI industry.

    • TheOtherHobbes 19 hours ago

      2026, where "We're scammy, but not as scammy as the rest of tech" is a genuine USP.

  • Quekid5 21 hours ago

    Ask for more regulation.

  • ilamont 20 hours ago

    Craigslist also undermined the entire newspaper classifieds business, which paid for local news reporting in communities of all sizes.

    Yes, someone else would have addressed this niche eventually, or newspapers would have gotten their acts together on the digital front. The fact that Newmark started so early and was almost completely non-commercial in Craigslist operations and attitude allowed it to proliferate quickly, quickly gutting the revenues of local newspapers.

  • bag_boy 20 hours ago

    Additionally, they are one of the few for-profit companies that uses “.org” with a straight face.

    Even if it was not the original intent, it’s somewhat deceptive to keep it.

  • insane_dreamer 19 hours ago

    > a large portion of their revenue comes from facilitating scams. Around 25% of rooms/apartments I contact are scams

    they don't charge for rental posts in most cities, so your conclusion is false

  • burpingtree 19 hours ago

    Even beyond scams they are one of the biggest factors leading to the collapse of the local news industry that was funded by local classified ads. So it’s hard at a macro level to view them as doing it right in a global sense, but they did make Craig rich.

  • AbstractH24 3 hours ago

    Its the ultimate libertarian paradox.

    How can you both preserve peoples rights and also intervene to stop when you subjecivley think something should be regulated?

vrinsd 22 hours ago

Sadly, I think Craig might have done MORE for society by simply improving Craig's List and removing/reducing the amount of spam and junk posts it allows.

I can't claim the changes would be easy to implement, but if they made a FEW small changes the result would be 1000x better.

For example if you want to sell something on Craig's List they do some "you can't make this post because it looks too similar to a previous posting" kind of thing AND you might need a mobile number but somehow someone can stuff 1000 random keywords into a for-sale posting that's not at all about the item? So if you're looking for a "Miata" you'll end up getting listing for a bunch of other cars since someone is gaming the system?

Or it's an option to "reject duplicates" -- why do duplicates or clone postings even show up if they have their "this is too similar to another posting" capability?

Or, Craig's List lets AutoTrader and other "commercial" sites post items but if you want to actually message someone now on AutoTrader you need to upload your DRIVERS LICENSE just to send them a message? So Craig's List is OK with a reciprocal arrangement with a vendor who does not honor the same "equality" rules Craig's List was built on?

Sadly, many years ago I would send feedback to Craig's List and Craig himself would reply. I don't know if he's completely checked out of his site now, but if you're out there Craig a few simple changes could restore the utility of the service which you created. People like me would even PAY to see these improvements.

  • scosman 22 hours ago

    Yeah totally agree! My pet peeve feature list is also better for society than donating $500M to charity!

    • tengbretson 15 hours ago

      I suspect this is sarcasm but seriously. Craigslist has floundered and now Meta/Facebook Marketplace is dominating the private buying/selling space. Is that not at least $500M of harm?

      • master-lincoln 7 hours ago

        The harm was done by the people voluntarily moving to the ad platform.

  • KennyBlanken 20 hours ago

    If you're going to talk about societal impact then you need to also look at how much they enabled sexual exploitation and human trafficking, worldwide, by serving as an ad site for pimps.

    Craig and James knew damn well where most of their revenue was coming from, and pimps were able to get increasingly bold with their slang, moving from "model" to "escort" to just outright saying "prostitute" because Craigslist didn't care.

    They only did something about it in 2010 when public outrage grew and prosecutors - around the world - started investigating.

    Craig and James belong in jail cells, not having their di...er, egos, stroked for giving away their money to organizations that help veterans - the most lazy, non-controversial target for a non-profit.

    • ChoGGi 19 hours ago

      That's more something to blame on prostitution being illegal with no safeguards or legal help for those being trafficked.

      Edit: how many times are you going to post that? You have something against sex workers? Or just Craigslist?

  • abunner 18 hours ago

    This is right. The good he was doing society was the product Craigslist.org. It touched hundreds of millions of lives for the better and, sometimes, worse. He had no great lever. I'm skeptical the non-profits/charities had any where near the societal benefit. The article seems light on what he actually accomplished by giving away $500M

jrmg 1 day ago

Is Craigslist still the go-to classifieds site in some places?

Around here it’s (very sadly IMO) been almost completely replaced by Facebook Marketplace, to the extent that people make Facebook accounts just to use Marketplace.

  • jeffbee 1 day ago

    I use both in the Bay Area and have never succeeded in selling anything on FB. Craigslist usually connects me with some buyer and if not I go to eBay.

  • apparent 23 hours ago

    I use ND first, then CL. I've used FB a few times, but mostly it's been scammers (though I have friends who swear by it).

  • lotsofpulp 23 hours ago

    I only sell on Facebook marketplace because being able to see someone’s profile means a lot less time spent selling the item.

    • cryptoegorophy 22 hours ago

      Yes and you can see feedbacks. Makes things so much easier.

  • vvpan 22 hours ago

    I've been told that it is a regional thing.

  • g8oz 21 hours ago

    I found Karrot to be a better experience than FB Marketplace.

    • PaulDavisThe1st 20 hours ago

      Karrot the food-sharing/organization-organizing app that just got an NLnet grant? Or something else?

  • memcg 18 hours ago

    I sell on CL and FB Marketplace. Some items that I listed for months on CL sold in days on FB, but I prefer CL. FB search results are inferior often because FB posters created misleading ads and don't delete ads for events that have already occurred. Never tried Nextdoor because they required I give them my cell phone number. My landline number was not enough.

    • ornornor 8 hours ago

      > FB search results are inferior

      That’s quite the understatement. FB marketplace search results are pretty close to useless. Search for something, it will show you maybe a couple of that something and then ads that look like listings, and things that are supposedly related (they aren’t), hours away from your search area. No way to filter or anything. I go out of my way to not use FB marketplace, that’s how bad it is to me.

  • ryukoposting 3 hours ago

    In Wisconsin and Illinois, I had far better luck both buying and selling on CL. I moved to CA fairly recently but the story seems to be the same here.

    As a seller, FB marketplace is just a neverending stream of "Is this still available?" "Yes" and then radio silence.

    I also found it far less common for CL sellers to share a different price in DMs than they list in the ad. CL users are also better about taking their ad down when the item is sold.

    Going to a separate website and (gasp!) sending an actual email or calling someone, those are strong filters for intent that FB Marketplace lacks.

xnx 1 day ago

Craigslist is one of the few sites with a UI even better than HN. Totally fits that Craig would have this type of character.

foobarian 23 hours ago

I think he has given away a whole lot more than half a billion dollars when you think of the opportunity squandered to grow CL the way other unicorney companies grew

  • Quarrelsome 23 hours ago

    it was an intentional choice to not go big. I can seriously respect that. I feel like all these "big tech leaders" like Zuck or Musk have some pretty blatant mental health issues, its a path with significant drawbacks because that level of absurd wealth causes issues.

    • socalgal2 22 hours ago

      If your goals require trillions then millions are not enough. Craig’s goal = have a modest comfortable life. Musk’s goal = Make humanity a multi-planet species

      Yes, now there will be arguments about if that’s really Musk’s goal. that’s beside the point. The point is some goals require money than others

      • ikrenji 20 hours ago

        musk's goal = grift himself into the four comma club

      • Quarrelsome 19 hours ago

        > Musk’s goal = Make humanity a multi-planet species

        I totally see how the acquisition of twitter and funding of probably the worst US government in recent decades is in keeping with that aim. OR perhaps he just wants people to think he's cool, so he invests in "cool" stuff. This is because he has some of those mental health issues lots of absurdly wealthy people do, that results in him feeling like he constantly has to prove himself.

    • nunez 22 hours ago

      Hoarding at scale, but with money instead of gnomes.

      • ndsipa_pomu 11 hours ago

        Also, hoarding that actively hurts other people and makes them poorer

    • b40d-48b2-979e 21 hours ago

      As if casually having the ability to give away half a billion dollars is not absurd wealth?

      • Quarrelsome 19 hours ago

        the cure for hoardcurse is to give it away, yes.

  • rchaud 20 hours ago

    > to grow CL the way other unicorney companies grew

    By hiring McKinsey to tell them they need to start selling and and acquire their competitors? That is the only way the unicorns established their position.

  • insane_dreamer 19 hours ago

    > opportunity squandered to grow CL the way other unicorney companies grew

    squandered?

    how about: decided not to become an asshole billionaire like many of the other unicorn asshole billionaires, and help other people instead

kazinator 3 hours ago

If he gave away $500 and worked with Craigslist to bring back the feature of searches being avaialble as RSS, he would be a saint.

AIcanbiteme 5 minutes ago

Thiel is right, this fake boomer club just piles money onto liberal causes (left doesn't exist any more, progressive stack folded it into liberalism).

apparent 1 day ago

I'd be curious to know how the economics of craigslist works, such that he's made so many hundreds of millions of dollars. It only charges a modest fee for a small fraction of transactions, but presumably the denominator is big enough that this adds up (and of course he would have subsequently invested the proceeds).

I had assumed that the fee portion of the site was substantial enough to cover all costs, and generate perhaps tens of millions of profit (he's well known for having given away money to media, so obviously there's some profit). But I didn't realize that it made hundreds of millions of dollars.

Are there any articles that break down how this pencils out?

  • Jblx2 1 day ago

    I suppose some of it is due to craigslist being around for 30+ years. At $25-$30 million a year, it adds up over time. And then if he invests most of it, 30 years of compounding interest does the rest.

    • apparent 1 day ago

      Yeah, and investing during the last 30 years would yield incredible results even if you are lousy at picking stocks. And of course, if you'd put even a tiny bit into BTC, you'd have even more.

  • KennyBlanken 20 hours ago

    He and James made hundreds of millions of dollars off ads for prostitution. Knowingly.

    Throwing money at military veterans doesn't erase the stain of having a hand in the explosion of human trafficking and sexual exploitation Craigslist (and Backpages) enabled.

    The FBI arrested Gambino family members for child prostitution, and one of their top ways of soliciting Johns was via paid ads in Craigslist. One state AG counted 200,000 ads a year and estimated the revenue to be almost $2M, in their state alone.

    • simoncion 16 hours ago

      I know that this can be a controversial opinion, but I and other folks who enjoy fucking should be permitted to sell use of our asses -and/or other body parts, as negotiated- to folks who are looking for people to fuck. It turns out that -even if it's not legal- fuck-enjoyers still do exactly that. Wild, right?

      Some folks might not be aware, but human trafficking and slavery are both illegal. Making prostitution and other sex work legal and subject to the same worker protection laws as any other job is the most effective single thing that can be done to remove the foundation from the sex-industry wing of that rotten house. We can't control the priorities of the police, but we can give folks in the industry somewhere to go and safely complain if their workplace is unsafe.

nunez 22 hours ago

> He doesn’t own a car and takes public transportation in New York City.

Mr. Newmark gets it! I hope he's as nice in person as he comes off in this article.

  • bluebarbet 21 hours ago

    Very on-the-spectrum (PS: and proudly so) IIRC. That has to mitigate the sociopathies that typically accompany great wealth.

LeoPanthera 22 hours ago

Craigslist is the pinnacle of web sites. True brutalist web design.

  • 1970-01-01 21 hours ago

    Pinnacle because it was a simple, functional website back when it started in '95. Back when UI design didn't cost millions of dollars with MBs of crap JS clogging things up.

    • b40d-48b2-979e 21 hours ago

      Come off it. Adding a few lines of CSS to give things reasonable contrast and spacing is not "millions of dollars". 2005 called, they want their jQuery back.

  • mizzao 6 hours ago

    McMaster-Carr has entered the chat...

vvpan 22 hours ago

It is all about the system of values. The system of values that the stereotypical high powered CEO billionaires have is unfathomable to me. Do they have time to breathe? Do they have friends? Their lives sound boring and unfulfilling.

  • KennyBlanken 20 hours ago

    Values that included making tens of millions of dollars a year off sexual exploitation of women and children?

fortran77 17 hours ago

I remember in the early days of Craigslist, I interviewed for a job with someone who advertised there. After the third interview, they offered me a job--with no money. They wanted to pay in shares of this tiny startup. I had explicitly asked them--I took good notes--in interview #1 if they had an actual opening for an actual job.

I filed a lawsuit in Santa Clara county for "Fraudulent Misrepresentation" and they settled with me for $5,000. (California law is very good on this. They broke two laws with no cash wages and a non-compliant job posting.) But I also told Craig Newmark, because they had their job listing on Craigslist. He pulled their job listings, and sent me an email assuring me that nobody associated with the company would ever be able to advertise on Craigslist again. I was very impressed.

ElijahLynn 23 hours ago

That is beautiful! I hope to be able to be well off enough some day to give to causes I believe in (to start I would fund a ton of open-source engineers on projects that I use).

Love news like this, happy tears!

Jblx2 1 day ago

I wonder what the infrastructure is like for craigslist.

  • jedberg 23 hours ago

    My experience is a few decades old but it was pretty simple. Some servers for the text and some for the images. The data is super cacheable, the hot set is really hot (current listings), and storing text and some image pointers is pretty simple for even a moderate database (which can be split by metro).

    I was on the security team for eBay/PayPal at the time they took a minority stake in Craigslist, and one of the jobs we got was securing their infrastructure (they didn't have a security team).

    I wonder if they still have that arrangement with eBay...

scelerat 21 hours ago

I have a lot of fun memories about when I moved to SF in 2006. Among them was meeting Craig and interacting with him casually a handful of times. He was a regular at Reverie in Cole Valley, where a good friend and mentor of mine was also a regular. The two of them were friends and times I'd meet with my friend, i'd sometimes talk to Craig. He always seemed kind and had a sharp wit. I remember the first time I met him, my friend introduced me and said I had just moved to town. I blurted out, "know a good way to find an apartment?" Craig gave me a good-natured eye roll.

I asked him one time what he was doing. Answering emails, he said. Customer support emails. I think he really enjoyed that part of the business.

ryandrake 1 day ago

> “They told me that I should treat people like I want to be treated,” he said. “I should know when enough is enough. And they told me I should be my brother's keeper or my sister's keeper. And that made sense to me.”

Refreshing to see a multimillionaire+ who actually knows the meaning of the word "enough." The world seems to be run by people who don't even know of the word.

  • Kiln6125 1 day ago

    Truthfully, it doesn't shock me that the founder of Craigslist in particular, a site that found a good, workable setup and then left it as is, would know this. Its more disappointing that no one else really seems to know when enough is enough.

  • RankingMember 1 day ago

    This is a great reminder even for those of us who aren't multi-millionaires. It's easy to get wrapped up pursuing ostentation and even notoriety as elements of our culture hold it up as as goal to strive for, and I think it's important to see it for the hollow goal it is regardless of your income.

  • Zigurd 23 hours ago

    It's almost as if you can make $1 billion without intrusive, exploitative, sneaky data gathering and products that are a witches brew of dark patterns.

  • mrguyorama 23 hours ago

    >The world seems to be run by people who don't even know of the word.

    That is the explicit design of Capitalism yes.

    It's literally a system built around "Those who can amass the most capital are explicitly in charge of distributing it."

    It cannot go any other way. Without some external forcing, it will always lift up sociopaths who can squeeze more blood from the stone.

    It's like getting upset that Apple's reviews aren't impartial and reliably screw over people trying to compete with Apple. Like, what did you expect? What are you going to do to prevent the obvious outcome?

  • rayiner 22 hours ago

    > Refreshing to see a multimillionaire+ who actually knows the meaning of the word "enough." The world seems to be run by people who don't even know of the word.

    What makes you think rich people keep working to make more money, instead of doing it because they want to build things and want to have the capital to do it? We don't exactly live in the era of inherited wealth anymore.

    • insane_dreamer 19 hours ago

      maybe because we don't see many of said rich people (unless by "build things" you mean "start another company that they can sell and make them even more money")

      • rayiner 18 hours ago

        People don’t build new companies after a successful exit to “make even more money.” You’re projecting.

        • insane_dreamer 17 hours ago

          > People don’t build new companies after a successful exit to “make even more money.”

          They absolutely do. I interact with people who do just that.

          > You're projecting.

          LOL. The last thing I want to do is start a company or try to make $100's of millions.

          • rayiner 16 hours ago

            Leave money aside—why wouldn’t you want to start a company and build something yourself?

            • insane_dreamer 4 hours ago

              While I do love the idea of building something new and useful, starting a new tech company these days isn't really about building, it's mostly about your ability to sell your story to investors, or your product if you can get that far. And I really really don't like doing sales. I've seen the fundraising process close up and it is most definitely not for me. Half (or more) of what people fundraising for their company say is BS, and I really hate BS.

              • rayiner 16 minutes ago

                So you “hate” the work that actually goes into building a successful company: pitching investors, doing sales, etc. Do you think that’s why you can’t imagine why other people would want to build companies except to make more money?

blks 18 hours ago

Did he give it away, or did he set up a fund managed by relatives, like Patagonia guy?

kaycebasques 1 day ago

I'm curious about the logistical details of Newmark's donations. Skimmed the article but didn't see an answer. This is just a pledge to donate at this point, right? Newmark has not yet actually transferred any money? Presumably his trust would handle the transfer after his death or something. But then what exactly are they donating? Shares in a private company?

kgwxd 1 day ago

How did he even make money? Was it from craigslist? If so, how!?

  • al_borland 21 hours ago

    They charge for job postings. When I looked at my area just now it's $35/category the ad is posted in.

conformist 21 hours ago

It is great that he’s doing this and it’s making the world a better place.

It’s a bit disappointing that in articles like this there’s relatively little discussion around what organisations receive the money and what impact it has. We should ultimately judge people by that, not abstractly by “charity == good”? If a billionaire donates millions to the Against Malaria Foundation I would judge that differently than a donation to an art museum in a developed country - and I think people should, and it matters morally.

The difference between for profit and non-profit isn’t really important either compared to “what concretely did they spend money on and what does that plausibly achieve”.

(Tbc some cause areas he donates to are explained, and they seem reasonable and close to his life, but unfortunately not in any depth).

  • rchaud 20 hours ago

    It says right there in the article that he donates to military veterans' charities and animal rescue charities. I don't see him as a big arts benefactor considering that the main motive the ultra-rich have for making lavish donations to fancy museums is to get invited to the right parties, Met Gala and the like.

    He seems like a private person doesn't flaunt his wealth and has mostly avoided inserting himself into public discourse, unlike many of his tech-rich peers.

    • conformist 9 hours ago

      Yes it does sound like his approach is quite smart and altruistic, but it’s a shame that that aspect just isn’t covered in more detail.

specialist 19 hours ago

I appreciate any and all support for (independent) journalism. Craig Newmark Philanthropies has been very generous in that regard.

Were I king, I'd (also):

  - Create endowments for journalistic orgs. Sufficient that they can maintain financial, and therefore editorial, independence.

  - Award lots of grants to independent journalists, to simply do their thing, no strings attached. This ensures plenty of content for those independent orgs.

A keen observer may notice my proposal mirrors the right-wing ecosystem built up over the last 50 years.

Currently, investments by non-right-wing donors to non-right-wing orgs are contingent. Metrics, strategy, ideology, blah blah blah. Whereas the right-wing ecosystem doesn't get bogged down by the money chase, endless self-justification, navel gazing, consensus building, etc.

forgetfreeman 18 hours ago

Having single-handedly done more to destroy American journalism than any other five people put together it is somehow even more deeply frustrating to find out that he didn't even really care about the money while he was doing it.

throwitaway222 18 hours ago

Ugh, the only thing giving money out has done has made a few millionaires. If he had $500M he would create much more for the public by creating companies. Seriously, wealth generated by companies far far far exceeds philanthropy, which enriches very few.

oulipo2 21 hours ago

Meanwhile, the fragile-ego loser Musk is hoarding wealth and trying to destroy the planet

BrenBarn 23 hours ago

The side takeaway from this is that most rich people won't voluntarily give away their wealth, so it will have to be taken.

gnerd00 1 day ago

Planetwork org (serious,respected,boutique) interviewed with these people and got a sort of snotty frat guy to answer to.. He wanted to know if I had been to any weddings in France recently, as part of the interview. no checks were written

xhkkffbf 3 hours ago

Here's another thought: why not charge less? If he's giving away all of this money, the firm is definitely profitable. Charging less for job ads means more job ads. Making it easier to advertise can mean more employed people. (Obviously someone will abuse this good will but the basic economic link is straight-forward.)

dayyan 22 hours ago

How effective is his giving?

  • maebert 22 hours ago

    More effective than not giving, which apparently is a bar other billionaires are not clearing.

  • vvpan 22 hours ago

    One of the effects of giving is de-concetrating power and diminushing your political leverage.

casey2 12 hours ago

Given back*

He SHALL serve a prison sentence, it MAY be reduced.

Zopieux 22 hours ago

The world can't run on random philanthropy. You don't become a billionaire through hard work alone but through exploitation at scale.

Tax the richs, or eat them.

  • anothereng 4 hours ago

    so if I make a piece of software and I sell it to 10 million people for 10$ and I'm the only employee who did I exploited?

scotty79 18 hours ago

Money is power and large power should be under democratic supervision. Billion dollars worth power is a large power.

ETH_start 12 hours ago

I strongly disagree with this framing that moving away from formal philanthropy has resulted in a move "toward hard-edged individualism and ostentatious displays of wealth".

It's easy to forget now with the massive market valuations what Tesla and SpaceX were like in the early days. Both were considered to have a very small chance of success and were in a large sense seen as philanthropic enterprises, intended more to move humanity forward then make a lot of money.

Much of the early investment in these companies and even some of the investment in these companies today is driven by altruistic motives, not personal profit seeking.

While the typical business venture like a new ad network or a social media platform might have some subtle economic benefits that economists can tease out through studying their second and third order effects, I think it's hard to to argue against the notion that the latest mega companies including the AI companies, but especially Tesla and SpaceX, are doing much more good for humanity and have the potential to do much more good for humanity than companies traditionally have. There are already literally hundreds of thousands of people who now have internet connectivity that did not before, thanks to Starlink, for example. Tesla, for its part, has contributed to significantly lower pollutant emissions, especially through its impact on other auto companies, in spurring them to commercialize battery electric vehicles.

And the wealthiest man today, Elon Musk, whatever you may think of him, is not into "ostentatious displays of wealth". The man lives in a tiny fabricated home most of the time, and seems far more concerned with his social causes than personal consumption.

deadeye 17 hours ago

I don't have much love for this guy. He donated millions to the EFF to the point where CL owned the EFF.

When CL bullied people who lightly scraped their site with CFAA threats, the EFF would not help. Ultimately, they ended up on the wrong side of history.

While Musk has created hundreds of thousands of jobs and God knows how many millionaires, Newmark complains about him while having only created around 50 jobs. 50.

Instead of building something else and employing more people he watches TV and feeds pigeons.

Bravo. He's basically a beatnik who won the lottery.

Zigurd 23 hours ago

Meh. Haven't the "effective altruism" people proved that conventional philanthropy is less effective?

  • rozap 23 hours ago

    Ea appears to primarily be a post hoc rationalization for someone's unhinged drive for money and power. A way for people who see themselves as good, but act according to a different set of principles, to launder their consciousness through a compelling sounding framework. Now, this isn't to say that all EA practicioners are like this, or that it's bad (I think doing some good is better than doing none, if we can quantify good...), or even that there's a better alternative in the system that we live in. But the whole thing just feels inauthentic and handwaves externalities in a way that always felt uncomfortable. So I'd hardly say EA has "proved" anything.

    • Zigurd 22 hours ago

      > Ea appears to primarily be a post hoc rationalization for someone's unhinged drive for money and power.

      I know. I just have to figure out how to pass off my snark as "effective ambiguity."

zuzululu 1 day ago

good for him!

but empty words to the american working class

it may be too late, now ppl hate the rich

  • Varelion 1 day ago

    As they should. Money boils down to a finite resource, and a class of people have been flaunting their theft of the working class since the famous balcony champagne image taken during Occupy Wallstreet.

    That singular image should be the poster of this Epstein era.

    • WalterBright 1 day ago

      > Money boils down to a finite resource

      Musk more amply demonstrated how wealth is created.

      • Varelion 23 hours ago

        Yeah, start by having enough to buy more influence with the right people, so they don't realize your assets are nowhere near a correct valuation.

        • laughing_man 17 hours ago

          The idea SpaceX is where it is because he bought influence with the right people is fanciful thinking on the part of Musk's detractors.

    • zuzululu 1 day ago

      The reason there is cynicism around philanthropy by America's elite class is perhaps the obliviousness to the methods and means it is created and supported.

      "Here is a few billion dollar to a non profit company I control but you better not write that in the article" or "I didn't care for social consequences, I was just another player, it was ultimately for you" vibes

      it just doesn't have the impact it used to, ironically because then inflation was low and integrity/morality was rewarded as society.

      I think Ray Dalio has done a fantastic job of mapping out the trajectory we are on. We've already started seen glimpse of it and I don't think its going to cool down. America and the West in general has growing fatigue with various elements and perhaps the biggest one is that of wealth gap disparity.

      Perhaps a snapshot of where we are: The richer you get the more you need access and proximity to those that monopolized violence and pay protection money too. It's not unlike Italy in the 1800s, you need money to purchase and distribute violence to acquire more resources and eventually the gap gets too big, people can't afford bread, and they get bold.

      • Varelion 23 hours ago

        You do not become a Billionaire without abusing and taking advantage of others. It would be foolish to think that anyone with that pattern of behavior would or could be philanthropic.

        The one exception I had for this was Bill Gates.

        Then I looked into the past behavior of Microsoft, and what he was going with Jeffery Epstein.

        I no longer hold him as an exception.

    • laughing_man 17 hours ago

      Theft? I don't see any indication of widespread theft. The fact that you don't make as much as you wish you were making doesn't make you a victim of theft.

  • WalterBright 1 day ago

    I know two people who immigrated to the US with essentially no money. They're multimillionaires now. America is the place to be if you want to get wealthy.

    • zuzululu 1 day ago

      America is the place for very few people to get wealthy relatively compared to the rest is more accurate.

      I don't know how long this asymmetric upside down pyramid structure will hold. Monopoly on violence requires participants to believe in its continuity, any fracture in perception no matter how small, will create an increasingly chaotic redistribution effect.

      • gottorf 1 day ago

        "The rest" is still quite wealthy, even by today's developed economy standards. Median household disposable income is higher in Mississippi, a state widely panned for its poverty, than Germany, the richest major EU nation.

        In American discourse, there's a ton of talk about inequality from the haves against the have-mores, pushing policy that often times will lead to worse outcomes for the have-nots.

        • micro2588 1 day ago

          median household income is not higher in missisippi vs germany, especially not true if you adjust for the value of healthcare, education, and social benefits including time off work.

          • gottorf 23 hours ago

            There are, of course, many ways to measure this, some of which are slightly higher for Germany and some for Mississippi. Many are in the same ballpark, which is pretty crazy to think about. Many of these statistics take into account the taxpayer-funded programs you mentioned.

            Broadly speaking, the median Mississippian is about as rich as the median German, with the tradeoff being that the Mississippian has greater access to private goods (e.g. a fishing boat or a big car), whereas the German has greater access to public goods (e.g. socialized insurance or college).

            My point is that even "the poor" in America are really quite well off, and not just in historical terms.

            • micro2588 23 hours ago

              Why is the median considered "poor"? The true poor in Mississippi are way worse off than those in Germany. If you neglect everything it takes to live a good life like public capital, education, healthcare, time off with family, a retirement, total years on this earth and ignore the insane inequality in Mississippi then sure the median numbers are not that far off.

              • gottorf 22 hours ago

                > Why is the median considered "poor"

                Because most big-city coastal Americans think of the median Mississippian as that way.

                > If you neglect everything it takes to live a good life [...]

                We're speaking past each other somewhat. You seem to have a belief system that says a good life is not possible without the stuff that Germany provides via taxation and redistribution. Whether that stuff is a necessary or sufficient condition for a good life for you, I'm not sure; but it is clear you place a lot of importance on it.

                I'm saying that in America, more of those things are left to choice to the people, and that a good life, even a great life, is available to the average Joe (hence my banging on about the median) in one of the poorest states in the union, to a degree that is not matched anywhere else.

                Put another way: you've defined a good life in large part as access to taxpayer-subsidized goods and services, or at any rate the lifestyle outcomes enabled by such access. By that metric, you're right, Mississippi comes behind Germany, and America as a whole likely behind Germany. But if you look at people voting with their feet over the past few decades, more Germans settled in America than the other way around in absolute numbers; which is even more striking if you consider the difference in population. Clearly there exist people who value the stuff that America has to offer that Germany doesn't.

                • micro2588 18 hours ago

                  Emigration of Germans to the USA is only 10,00-15,000 people per year since 2000 and is trending down especially since 2016 to lowest levels ever. Emigration of US citizens to Germany started from almost nothing around the same time and is now trending up to almost 1,500 people a year. We are talking about a small number of decidedly non median people in either case but even then the rate of change is clear, neglecting the fact that Germans learn English in public school while Americans typically don't have public schooling in German. My family is descended from German immigrants who came during the 1930s to escape right wing authoritarianism.

            • computerex 22 hours ago

              Your point is totally and completely wrong. Germany has public benefits that actually matter. Germany's average life expectancy is ahead of Mississippi by *10 years*. Germany ranks as one of the highest in the world in general satisfaction of the people, Mississippi does not.

              • gottorf 21 hours ago

                > Your point is totally and completely wrong. Germany has public benefits that actually matter.

                Objectively wrong, because Germany does better in the things that subjectively matter to you?

                > Germany's average life expectancy is ahead of Mississippi by 10 years.

                Comparing like for like, that gap drops down to 5-6 years and puts Mississippi on par with, say, Thailand or Latvia. Hardly grounds for condemnation.

                > Germany ranks as one of the highest in the world in general satisfaction of the people, Mississippi does not.

                Those rankings are all stupid, but in most of the ones I've seen, Germany ranks a scant few spots higher than the US. Sure, if Mississippi were a country, the distance would be greater, but how meaningful is it? I just saw one that ranks Saudi Arabia and El Salvador ahead of Spain and Italy[0].

                And in any case, why do people keep leaving those satisfactory countries for America?

                [0]: https://data.worldhappiness.report/table

                • computerex 21 hours ago

                  > And in any case, why do people keep leaving those satisfactory countries for America?

                  https://www.census.gov/newsroom/blogs/random-samplings/2026/...

                  America used to be a great place to be. To put it in perspective, I myself am an American in the top 5% of earning households. I am strongly considering leaving. The value is no longer here. I don't want to live in a country where my healthcare is conditional, on principal. I don't want to live in a country where the Epstein class is protected.

                  • WalterBright 20 hours ago

                    > used to be

                    People in America used to pay for healthcare out of pocket, instead of relying on insurance, Medicare, Medicaid, etc.

                    > where the Epstein class is protected

                    Epstein died in jail.

                    > The value is no longer here

                    Rosie O'Donnell didn't stay in Ireland very long.

                    > I am strongly considering leaving.

                    Fortunately, you live in a country where nobody is going to stop you from leaving.

                    • zzrrt 2 hours ago

                      > Epstein died in jail.

                      He was awaiting trial, so death by his choice wasn't necessarily the justice he deserved.

                      His co-conspirator is in a cushy prison as a favor from the administration. Trump promised to release files but has been avoiding it in every possible legal way. It appears there are still things missing. What do you call that other than protection? I might buy that there is not great evidence for any more prosecutions, but they are at least reputationally protected as much as possible.

                      > Rosie O'Donnell didn't stay in Ireland very long.

                      She has only visited the US, which is congruent with this thread saying it's a less desirable place to live.

                      • WalterBright 2 hours ago

                        Epstein died in jail.

                        Ghislane is in prison. Trump shows no inclination to pardon her.

                        Rosie shows no sign of ever going back to Ireland.

                        Biden could have released the Epstein files.

                        Trump called the police on Epstein.

                • WalterBright 20 hours ago

                  > general satisfaction of the people

                  Different groups of people have different ideas of what "general satisfaction" is. Hence, such cross-group studies are pretty suspect.

                  • micro2588 18 hours ago

                    One objective measure of satisfaction is if you are alive and healthy, hard to be satisfied otherwise.

                    • WalterBright 16 hours ago

                      "healthy" is not objective, either.

                      • micro2588 13 hours ago

                        Of course it is, to be healthy you need to be born Mississippi is double the OCED average for infant mortality. Then you can track obesity, diabetes, heart diseases, etc. throughout life. The only area where all this supposed American exceptional wealth confers an advantage in healthcare is post op outcomes where higher penetration of CT / MRI scans can make a measurable difference. Even then the difference is not large. You don't get a DECADE of life expectancy difference without an objective difference in health.

                        • WalterBright 11 hours ago

                          > OCED average for infant mortality

                          This is no good because different companies use different criteria for infant mortality. For example, the US leads the world in trying to save premies, and does well at it. But the failures are counted as infant mortality. Other countries categorize premie death as a miscarriage.

                          Some societies do not count a baby as an infant until it has survived its first year.

                          > life expectancy difference

                          Criminality, drugs, tobacco, alcohol and obesity strongly affect life expectancy. It's an error to blame it all on the health care system.

      • WalterBright 1 day ago

        The top 1% of America pays 40% of the federal income taxes.

        Getting rid of the rich is probably a pretty bad idea for the rest of us.

        • wewtyflakes 1 day ago

          This is a byproduct of wild wealth disparity, not because the rich are so generous with paying the government.

          • blanched 1 day ago

            Right - and iirc the bottom of the 1% is somewhere around 700k. Still a ton of money, but very very far off from a billion.

            • fsckboy 23 hours ago

              >700k. Still a ton of money, but very very far off from a billion

              that 700K is income, but the billion is assets.

              earning 700K is the income from $10 million in the stock market (although working to earn $700K is in exchange for you time while the income from $10 mil is passive. OTOH people with the work ethic to earn like that tend to like what they do.

              a billion in the stock market is $70 million a year, a large number but far from a billion.

              TLDR: 700K compares to a billion 1 in 1000, but the truth is closer to 1 in 100

          • WalterBright 23 hours ago

            And if you take away their money, then who is going to fund the government and all those wealth redistribution programs?

            • laughing_man 17 hours ago

              There are US state governments discovering this right now. I would have thought it was obvious.

              • WalterBright 16 hours ago

                It is obvious, it is also the result of willful blindness.

            • wewtyflakes 15 hours ago

              That is a strawman argument. Nobody is seriously arguing to take all the money. I called out extreme wealth disparity, and implied it was a problem. You can disagree at the latter, but you cannot disagree with the former.

              • WalterBright 2 hours ago

                > Nobody is seriously arguing to take all the money.

                They are arguing to take enough to destroy the businesses they create.

                Remember Bernie Sanders saying billionaires should not exist? That's taking away 99.9% of Musk's wealth.

          • fsckboy 23 hours ago

            >a byproduct of wild wealth disparity, not because the rich are so generous with paying the government

            you're overcorrecting WAY too far. Tax rate percentages are much higher on high income people, and THAT is why they pay most of the federal budget, it's forced generosity paying the government.

            and it's actually the top 20% who dominate income and taxes, but including that extra 19% is important because that is the class of people ("coastal elites") who have a (all too human) tendency to rig the system in favor of their children in terms of good schools, universities, learning high status pasttimes, "internships" at prestigious institutions, rent paid in high value/opportunity areas after university etc. These high income people basically earn their livings from the 1%.

            (that should not be interpreted as a pure sign of oligopoly, capitalist markets measure productivity, and that's how it works out, production in these industries is highly valued by the populace, but turnover of these people is high, where the top of the list is almost invariably new people each generation.)

            • wewtyflakes 15 hours ago

              I do not understand what you mean by "overcorrecting WAY too far". I have not posited anything aside from wealth disparity existing and that the wealthy do not have a tendency to just give money to the government for the fun of it. If they are paying most the taxes, it is because they have most of the money. Seems self-evident to me.

              • fsckboy 3 hours ago

                >I do not understand what you mean by "overcorrecting WAY too far".

                you wrote this, and I would call this "attempting to correct any misconception":

                >This is a byproduct of wild wealth disparity, not because the rich are so generous with paying the government.

                I'm saying that your formulation is not much better than what you are arguing against because you neglect graduated income tax. It's not because rich people have more money, it's because they are taxed at much higher rates, and lower income people are hardly taxed at all.

        • overfeed 23 hours ago

          The 1% hold more than 40% of the wealth, and therefore should be paying much more than 40% of income taxes, based on proportion alone - nevermind historic precedence before trickle-down Reaganomics.

          When the top 1% are not in the top tax bracket, something is horribly wrong.

          • WalterBright 20 hours ago

            They are in the top tax bracket.

            The federal income tax is based on income, not wealth.

            • overfeed 18 hours ago

              > They are in the top tax bracket

              They are not in the top bracket by choice - a luxury option unavailable to non-wealthy people in the working middle-class who actually are in the top tax bracket.

              As you helpfully noted in your second half of your comment, high wealth, deliberately low income[0] means they are not in the top tax bracket[1] on the basis of their carefully calculated, tax-optimized income.

              0. Taxable events need be overhauled to cover loopholes, including removing tax-advantages of borrowing against securities. The legal fiction that allows rich people to spend money not recognized as income is deleterious.

              1. Warren Buffet, IIRC, noted his assistant was in a higher tax bracket than him.

              • latency-guy2 18 hours ago

                > As you helpfully noted in your second half of your comment, high wealth, deliberately low income[0] means they are not in the top tax bracket[1] on the basis of their carefully calculated, tax-optimized income.

                There is no optimization for anything actually, its just income. There's lots of different forms of taxes that the US government takes part in as you know. Quitting your day job removes the income part until distribution/settlement for any owned assets.

                You can argue for a wealth tax, but conflating two separate concepts is not how you do it.

                • overfeed 17 hours ago

                  > You can argue for a wealth tax

                  My footnotes are the entirety of my argument, and it's not even as radical as a wealth tax. My argument has 2 easy steps:

                  1. Remove the arbitrage between actual liquidity events and the limited set of what the IRS currently considers taxable events. Borrowing against securities not being taxable is an example of what's broken. Arbitrage using trusts or LLCs needs to be deleted, based on controlling interests and/or ultimate beneficiary.

                  2. Align tax rates on capital gains vs. income

                  • WalterBright 16 hours ago

                    > Borrowing against securities not being taxable is an example of what's broken.

                    Is is also broken that you don't pay taxes on the mortgage you borrowed to buy a house?

                    Or the money you borrowed to buy a car?

                    What about the money you borrowed when using your credit card?

                    Or the money you borrowed to fund your college years?

                    • overfeed 10 hours ago

                      Yes, all those things would be broken if I don't need any leverage, and my loans were backed by liquid assets I already possess that I'm avoiding selling in an effort to avoid taxable events even though I really want to purchase a fancy Palo Alto compound that occupies an entire block.

                      For the vast majority of folk who take out the loans you listed, the loans are leveraged and are either unsecured, or secured by the car or property the loan was made out for, and therefore no underlying value to tax prior to the loan being issued. You knew this already, and I have doubts you're making this false equivalency argument in good faith.

                      • WalterBright 2 hours ago

                        Margin loans are secured by the stocks.

                        Mortgage loans are secured by the house.

                        Car loans are secured by the car.

                        They are equivalent. There's nothing special about margin debt.

        • hnav 22 hours ago

          The top %1 is a strawman invented by the top 0.01%.

      • nunez 21 hours ago

        Disagree. I have gripes with my country right now, but it's impossible to ignore how much easier to make and save a lot of money here in the US compared to other places.

        First, it's so easy to start a business in the US.

        $1000 (maybe less?) gets you an LLC or an S-Corp, properly done with an accountant. $200/mo gets you a virtual office or a coworking space. Tax code is also friendly to small businesses. Healthcare is the only disadvantage, though you can get on group plans to work around that.

        If you have an idea, it's easy (well, easier) to scale it in the US.

        Actually, going back to taxes. Tax in the US is CHEAP compared to other developed countries. I met someone from Denmark some time ago that told my wife and I that they left to escape 50% taxes. Here, the worst you'll do is ~38%, federal, state and city combined. This means that you can make great money as a worker bee depending on the industry.

        All of this is a major reason why so many people all over the world come to the US, make their money (with enough to send to family back home) and move back.

        • WalterBright 2 hours ago

          You can start your own business in WA state with $50 to get a license.

    • WalterBright 23 hours ago

      I've always been an advocate of the free market. And I'll tell you why.

      When I was 9, my dad arranged a tour of East Berlin for his family. As part of the deal with the USSR when the 4 zones were partitioned, this was allowed for an Air Force officer. This was at the height of the Cold War.

      The Wall is gone now, but it was something to behold in those days. There's the Wall, the kill zone, the tank traps, the dogs, the watchtowers, the barbed wire, and the machine guns. All on the east side.

      We went through Checkpoint Charlie on a bus, and were searched by the East German guards entering and exiting. The guards ran a mirror under the bus. They were all carrying machine guns. You could sum up East Berlin in one word - grey.

      There was a museum next to Checkpoint Charlie, which was about the Wall. It was loaded with pictures of east Germans being killed trying to escape to the west.

      West Berlin built platforms next to the Wall, so you can stand on the platform and look over it and see what a freakin' abomination it was. I never heard of anyone using those platforms to "escape" to East Berlin.

      In West Berlin, there was the Russian War Memorial. It was an island of East Berlin surrounded by the west. The memorial was surrounded by barbed wire. There were two guards on duty there, with machine guns, of course. We waved at them, and they grinned at us.

      Then an officer came out and looked them up and down. Their faces turned to stone, looking straight ahead.

      I asked my dad about it, he said the guards were a pair who didn't know each other, with strict orders to shoot the other if one attempted to get escape through the barbed wire.

      It was pretty obvious to my 9 year old mind that people simply do not like living under communism.

      I've read a lot of history books over the years. It's pretty clear that communes and communism and socialism do not work. They don't work when people do them freely, they don't work when people are forced into it.

      And the more free market a country is, the more prosperous it is. The evidence is strong and everywhere.

      • WalterBright 23 hours ago

        Some time ago, an American leftist told me that the Berlin Wall was necessary to keep the West out of East Berlin. he wasn't happy when I started laughing. I said that even to a 9 year old, it was clear the tank traps were set up to stop people fleeing to the West.

        It's too bad the Westerners did not leave a section of the Wall standing. It would stop people from rewriting the truth about it.

        • hnav 22 hours ago

          East-side gallery is still standing.

          • WalterBright 22 hours ago

            Just the Wall or including the defense-in-depth?

            • hnav 22 hours ago

              If you mean watchtowers with armed guards, then no those don't exist anymore.

              • WalterBright 20 hours ago

                I meant what I wrote about the defense in depth. But no, the guards wouldn't be necessary.

      • GaryBluto 18 hours ago

        Do you have a blog or website with similar anecdotes of life? I found this very interesting.

        • WalterBright 16 hours ago

          I never thought about it!

          After my dad passed, I realized I had taken for granted all the anecdotes he told me. These days, when I think about one of them I write it down in a log.

          I do have my grandfather's letters when he went around the world in 1895 on a steamboat.

          https://walterbright.com/trip/chas.html

    • computerex 22 hours ago

      Except capitalism is a zero sum game. The two people you talk about that are multimillionaires are lucky. For each person you know that has made it, there are thousands of people that are equally as hardworking/talented but are destined to slum away for the rest of their lives.

      All human beings deserve to live a happy life. We live in a world where few have accumulated more capital than they could ever spend in their lives while others starve to death.

      I don't think anyone with a good moral conscience can support America's brand of capitalism. We live in a world where few live, the rest survive.

      • esafak 21 hours ago

        Did you consider that people get rich by creating companies that afford people jobs? That is a positive sum game.

        • WalterBright 15 hours ago

          Musk minted 4,000 millionaire employees overnight last week! And maybe 10,000 other millionaires who had invested in SpaceX.

nephihaha 23 hours ago

They get tax breaks for philanthropy.

  • jfrbfbreudh 23 hours ago

    So do you.

    • aidenn0 22 hours ago

      Maybe.

      For a few years I certainly didn't, despite donating more than 10% of my income to charities, since the standard deduction was increased and the SALT cap was very low.

    • PaulDavisThe1st 20 hours ago

      For most folks these days, only on up to $300 of donations. Otherwise, they have to have total deductions in excess of the standard (somewhere in the $12-13k ballpark last time I looked carefully). If you have a large enough house/mortgage, you may be able to hit that from the interest payments, and then donations are the cherry on top. For everybody else ... nope.

    • nephihaha 20 hours ago

      Actually no I don't. I don't live under US jurisdiction.

rayiner 1 day ago

We are almost two decades into the age of billionaire philanthropy and what’s results has it produced? Can you point to any area where it’s really changed the world?

I think a fundamental problem is that the non-profit/NGO sector doesn’t have the same caliber of people as the private sector. There’s no Jeff Bezos equivalent working on inner city education. Bill Gates is really the only one who has tackled this, by investing his own time into public health, which I understand has produced real results.

  • raybb 1 day ago

    Sounds like you may have read it but the book Winner Takes All is about this topic and pretty enjoyable.

    I think there's a case to be made that philanthropy produced the Internet Archive but maybe that's a little different from usual philanthropy since Brewster is very hands on for so long.

    https://en.wikipedia.org/wiki/Winners_Take_All:_The_Elite_Ch...

  • skybrian 1 day ago

    The Gates Foundation also put a lot of money into education in the US, but my understanding is that it’s had mixed results. Public health seems to be easier.

  • hermitShell 1 day ago

    I understand Gates has also helped in reviving Nuclear power, from reading news on this site and others. Smaller, updated designs that don't face quite the same level of pressure from regulators.

    If we assume you are right about billionaire philanthropy being basically ineffectual (I personally agree) there is a line of reasoning that I find explains why adequately. When systems don't have their incentives structured properly, then quite often the unexpected outcomes are stronger than the predicted outcome. Because the input to the system did not properly account for, or change the incentives which drive the dynamics of the system.

    Examples about in healthcare, social programs, education... large SWE companies...

    There's so little real pressure for results when you're backed by some billionaire's fortune, the existence of the organization is not threatened by non-performance... there's no free market to survive in, the goal is to lose money... the things you are trying to measure are slow signals or mostly qualitative...

  • cossatot 1 day ago

    We're a century into it at least, even in nominal dollar terms, starting with Rockefeller as the first billionaire.

    I don't know whether John Arnold is spread too thin or not, but he's certainly top caliber and does a lot to measure progress before/during investment in various causes (including education). He also seems to be more agnostic on what the most appropriate solution may be at the beginning of the process.

  • keeda 22 hours ago

    This is a common refrain of many people, but I believe it is rooted in a fundamental misunderstanding of philanthropy and charities in general. They don't really exist to "fix" problems, they are mostly a band-aid over the structural issues that lead to social problems. The long-term solutions to most of these problems involve policy changes rather than "spot fixes"

    Like, funding a homeless shelter or the Trevor Project won't fix the problems causing homelessness or LGBTQ teen suicides. But there are enough people with immediate problems who we do want to support them somehow until policy changes happen, if ever.

    You're right that the Gates Foundation is one of the few that has achieved some lasting changes, but I would say that is because their MO is quite different from what many NGO's do. This is based on second-hand knowledge from somebody who works there, so I'm not sure if they do this exclusively, but they strongly prefer to partner with the local governments to introduce highly targeted interventions.

    This simultaneously makes it extremely slow and frustrating to operate (especially in countries with dysfunctional governments, which is where help is most needed) and ironically reduces the leverage of money (which is a problem when you have a mandate to spend X% of your money annually!) but also means that whenever any change happens it is generally structural and long-lasting.

    There are many other organizations that operate with similar long-lasting principles, but it seems to me most focus on immediate, short-term support, which may be a function of the limited funding and skills of the people available to them.

    • rayiner 22 hours ago

      > They don't really exist to "fix" problems, they are mostly a band-aid over the structural issues that lead to social problems. The long-term solutions to most of these problems involve policy changes rather than "spot fixes"

      Non-profits are 12% of GDP, over $3.5 trillion. Excluding hospitals, universities, and churches, leaves over $2 trillion in non-profit expenditures. Of that, about $300 billion comes from the government. That is more than enough money to solve structural issues.

      My dad spent his career in non-profits working on public health in third world countries. These NGOs were able to work with highly dysfunctional foreign governments to achieve real and measurable improvements in some of the poorest countries in the world. Which is why it blows my mind that non-profits spending vastly more money domestically can’t work with e.g. the government of Baltimore to deliver meaningful improvements to the abysmal literacy rates in that city, or work in infant morality in inner cities.

      The key difference it seems to me is the lack of accountability in domestic non-profits. The U.S., EU, Japan, etc., care how their foreign aid dollars are used. Every project is evaluated for effectiveness in quantitative terms. That culture of measured accountability seems entirely absent in domestic non-profits.

      • gnerd00 20 hours ago

        depends on your lawyers.. the reporting requirements in the USA are real. What the report says, who is named.. a much broader topic.

      • keeda 20 hours ago

        > That is more than enough money to solve structural issues.

        But that's the thing, the money is not helpful when it comes to policy issues. As the Gates Foundation MO and your dad's experience probably shows, lasting change comes down to political will. I can only surmise that the reason more US non-profits don't achieve lasting change is because they are not able to or they are not trying to.

        This is not to say they are deliberately being ineffective, e.g. consider that inner city infant mortality rates have socioeconomic and racial factors, so solving that would require "solving" poverty and racism. Offhand, I really can't see how non-profits would be able to address these with even billions of dollars.

        Of note, a sibling comment mentions the book "Winner Takes All" and links its wikipedia page which has this quote:

        > The Aspen Consensus, in a nutshell, is this: the winners of our age must be challenged to do more good. But never, ever tell them to do less harm. The Aspen Consensus holds that capitalism's rough edges must be sanded and its surplus fruit shared, but the underlying system must never be questioned. The Aspen Consensus says, "Give back," which is of course a compassionate and noble thing. But, amid the $20 million second homes and $4,000 parkas of Aspen, it is gauche to observe that giving back is also a Band-Aid that winners stick onto the system that has privileged them, in the conscious or subconscious hope that it will forestall major surgery to that system – surgery that might threaten their privileges. The Aspen Consensus, I believe, tries to market the idea of generosity as a substitute for the idea of justice."

        Not saying I agree entirely, but that is the kind of thing that could lead to billions in spending without achieving lasting structural changes.

        • rayiner 17 hours ago

          > As the Gates Foundation MO and your dad's experience probably shows, lasting change comes down to political will

          Lasting change comes down to data-driven programs that work and the money to implement them. As long as you’re not asking for money and meet the community you’re working with where they are,[1] politics is mostly a red herring. My dad worked on projects that achieved incredible results in Bangladesh, for example, even though the government of the country was a complete clusterfuck the entire time.

          > socioeconomic and racial factors, so solving that would require "solving" poverty and racism.

          The way to eat an elephant is one bite at a time. There may be overarching “factors” that contribute to a result, but there’s usually an immediate cause of a problem that you can tackle directly with an effective program.

          Mississippi, for example, is now #3 in the country for NAEP 4th grade reading and math scores for black students. It’s #1 for reading and #2 for math for Hispanic students: https://mdek12.org/wp-content/uploads/sites/59/2025/01/NAEPR.... Mississippi didn’t “solve poverty and racism.” It implemented a program that identified the immediate cause of certain problems and fixed them.

          [1] Effective programs avoid creating political problems. When my dad was designing maternal health programs for Bangladeshi villagers, he met them where they were instead of where he thought they should be. For example, it turns out rural women wouldn’t use newly built clinics for giving birth because they didn’t trust “big city doctors.” So the program developed relationships with local midwives and traditional healers, who the women already trusted, and had them get training from the doctors and refer high risk pregnancies to the clinics while handling routine deliveries in the traditional way.

      • laughing_man 17 hours ago

        It doesn't surprise men to find we spend trillions on nonprofits and get little in return. There is an enormous amount of corruption. More than forty years ago I knew a woman who was cold calling people to raise money for research into a canine disease.

        If you donated a dollar, she got fifty cents. Her boss got twenty five cents, the company got their cut, the university took a little, so did the department and the professor. By the time it came down to some poor grad student looking at slides there was only a penny or two going to pay him/her. This kind of thing combines the worst of both government and private business.

        • rayiner 4 hours ago

          Yes, and it’s not just what you’d call outright corruption. A lot of the people who work at non-profits are family members of wealthy people. If you’re a Fortune 500 CEO and your kid isn’t qualified to become a “captain of industry,” you can donate to some non-profit and get them a job there. It’s a socially acceptable way of dealing with “excess elites.” But the consequence of that is that these non-profits aren’t run in a results-driven way. These CEOs aren’t scrutinizing the numbers of the non-profit their nephew works at versus the non-profit some other CEO’s nephew works at, to see who is helping more people more cost effectively. The result is a kind of soft corruption of organizations that get lots of donor funding through social networks but which don’t use that money very effectively. Not because it is being diverted as such, but because nobody is trying very hard.

  • fsckboy 20 hours ago

    >We are almost two decades into the age of billionaire philanthropy

    10 decades, Rockefeller was the first billionaire 100 yrs ago, and also a philanthropist.

  • insane_dreamer 17 hours ago

    didn't it start with Carnegie and Rockefeller?

comrade1234 23 hours ago

It's too bad the pimps and prostitutes ruined casual encounters. Craigslist had to remove it because some people were using it for prostitution. It was a safe place to arrange experiences that you would never have had otherwise.

  • standardUser 23 hours ago

    It's also too bad our society shares in the collective delusion that sex work can be prevented. It not only makes sex work far more dangerous, but it tramples on these exact kinds of novel spaces for sex/intimacy.