luckystartup

It's fun to think about. I think it would be hard to make the most of the money and have a great lifestyle while keeping a low profile and not getting caught.

It costs a lot less than $10M if you want to move to Thailand and live off-grid in some remote area. You can probably do that for a lot less than $100,000, including a Thailand Elite Visa. If that's part of your plan, then just hold onto the money and earn interest, or maybe give it back and hope for a reward. Or just save up the money normally, it's not that much.

I wonder if it's still possible to change your identity in a developed country. Maybe you could move to a new country and start using a fake passport to establish your new identity over time. But I think that stopped being possible sometime in the 90s or early 2000s.

I found it stressful enough just to move to a new country and get a visa legally. I can't imagine also worrying about getting extradited and sent to prison at any moment. Sounds like a terrible life. I wouldn't keep the money.

EDIT: Just reading some of the other replies, and wow, there are some genius criminals in here. Maybe I would take the money!

Interesting, thanks very much! I will have a look at these blog posts.

Thanks, that was a great video!

I actually think the 0.5% was very fair, or even generous. I didn't have much startup experience before that, and it was my first "real" job. They were also taking a big gamble with the relocation and immigration lawyer fees.

The other thing is that more equity probably wouldn't have motivated me to stay longer, unless I was a cofounder. I really didn't enjoy working for the company. I felt like I didn't really have any impact on anything, the company didn't really need me, and I just didn't like the company culture very much. So I tried to estimate how many shares I would need to hit my early retirement target ($3M), and I left after I had vested enough shares.

I knew that the company would be very successful, and I left a huge amount of money on the table, but I have zero regrets. I've been much happier since I left, and it's been much more fun to work on my own startups.

I was one of the first 5 employees at a YC unicorn. They haven't had an IPO yet, but it's getting closer. My original offer was for 0.5% of the company, but I didn't vest all of my shares before leaving. The shares are currently worth about $1.5M, and I'm hoping that they will be worth about $3-5M after the IPO and lockup period.

My salary was $120K and I relocated to SF from a different country, so I don't really feel like I took a pay cut. But the cost of living was extremely high, so the money didn't go as far as I thought it would. Especially because my spouse wasn't able to work on a dependent visa.

I'm a non-US citizen who moved to San Francisco to work for a startup. I left that job (and the US) many years ago, but that startup is now a unicorn, and they're very close to an IPO.

I believe that if I become a tax resident in Hong Kong, Singapore, Belgium, etc. then I won't need to pay any capital gains tax when I sell my shares. I've heard that California will go after people who try to move to other states to avoid CGT, but I don't know if that applies to non-US citizens who have left the country. (Please let me know if you can recommend a good international tax expert.)

I've been living in many different countries since I left the US, so I don't have any strong ties to any specific countries (not even my home country). My shares could be worth about $5M after the IPO. If I wanted to sell most of them and buy VTSAX, then I might end up with a tax bill of $1.5M if I happened to live in a country with a 30% CGT (or if capital gains are treated the same as income.)

I don't think it's unethical for me to become a tax resident in some country with no capital gains tax. The alternative is paying a huge amount of money to some random country just because I happened to live there over 183 days.

I wouldn't mind moving back to California and paying the tax like everyone else, but it's impossible. There's no visa for people who do freelance work while building a bootstrapped startup. Even if I wanted to go back to a full-time job, it's extremely difficult to get an H-1B or O-1 visa. My startup would need to have at least $100k in ARR before I meet the salary requirements for an H-1B visa. I'd also need to take some investment so that my investors could be on the board and sponsor my H-1B application. My company is already making $50K ARR. I enjoy being independent and going at my own pace, so I don't really need any investors. (EDIT: I just learned about the E-2 and L-1A visas. I might look into those.)

If I was still living in California after the IPO, I might end up paying $1M+ in LTCG tax when I sell my shares. I would be very happy to pay this if I could move back now, get a green card, and work on my own company. I guess California and the federal government would be making a bet based on the likelihood of an IPO, which is still nowhere near guaranteed. This is also an extremely rare situation which only applies to a handful of people. But it would be nice if I could get a green card if I promised to live in the US and pay these taxes.

The other option is to just live in Hong Kong for > 6 months, sell my shares, and pay $0 in capital gains tax. Then I can move to the US on an EB-5 visa, which only costs $500k.

> Kaggle, which has about half a million data scientists on its platform, ...

Are there really that many data scientists? I thought it was a niche specialty. Is there enough work for that many people?

What do you mean by this?

Yes, definitely a good suggestion.

I already use Lastpass, which makes regenerating all my passwords a little easier.

Oh crap. I've entered my banking password into Transferwise quite a few times.

Welp, time to change all my passwords.