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by wgyn 1855 days ago
This is compellingly well-written but wrong, in my opinion. There's been a steady trickle of articles on the top of Hacker News that make essentially the same argument: your odds of choosing a successful startup are miniscule (2% in this one). I think this does people considering startups a disservice.

The conditional chance of picking a successful company to join is way higher than 2%, or whatever the median success rate of all startups is. In particular, I think really intellectually curious, ambitious, hard-working people can, for the most part, identify each other. This is really different from reading about valuations or what other people think in the news, which leads to a lot more noise. If you meet a bunch of people at the company, you can assess the their caliber for yourself.

While it's not a perfect predictor of success, it's at least the case that such people are usually working on cool, worthy projects. Based on this, it's possible to get conviction on a group before their likely success becomes common knowledge—granted it's getting harder to do this because of how much money is floating around.

To put it another way, there are a handful of companies out there right now at Series A/Series B with a dense accumulation of talent. It's probably a reasonable bet to try and join them before they hit unicorn valuations, when room for growth is smaller. And in these cases, you could be #10-#40 at a relatively de-risked company and have a really great outcome.

On the flip side, if you even remotely enjoy learning and autonomy, working at Google/Apple/Amazon/etc is probably a great way to set yourself up for existential frustration. It's not even a great financial proposition. Even at $500k/yr, it's 20 years—a whole working life—to make it to $10m, the hypothetical number from the article. Even if your first startup doesn't make it after 2-3 years, you can try again a few times and still come out ahead. This is a classic pg argument—I can't remember which essay—but the point of a startup is to compress decades of working life.

Caveat: I happened to join a startup whose success changed my life both financially and in terms of career trajectory. I'm very biased. But this is also why I feel passionately that this article's advice is bad.

2 comments

> Even at $500k/yr, it's 20 years—a whole working life—to make it to $10m

Just one nitpick here, FAANG companies have 2-5x’d in the last five years so with $250k of equity in this example would have had an actual comp of $750k-1.5m/year which would leave you set-for-life rich in just 5-10 years no matter which one you chose.

If you have access to a FAANG job and are optimizing for expected return you have to ask yourself - is it more likely this billion dollar company doubles in value or a seed stage startup that you have 0.5% of becomes a billion dollar company?

Perhaps, but it's possible to invest in Google via the stock market. I'm not sure it makes sense to bake in the stock market performance of a public company when considering value of their "equity." It seems like you should be using whatever your standard discount rate (S&P 500 or NASDAQ)?
FANG equity packages are an implicit buy option that lasts 4 years. $1 million dollars of options that lasts 4 years is very expensive and very lucrative.

Plus in startup land, your missing that equity half, so you can't take that money and go invest it in google like you could working at FANG.

> This is a classic pg argument—I can't remember which essay

I think the essay is "How To Make Wealth" in Hackers and Painters by Paul Graham.