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Ask HN: What to do after $8M (all cash, post tax) exit?

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Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#141
i invested close to the ETH ICO. just $10k or so, but that gave me a windfall of $3.5m (I sold in early to mid-December).

im not super conservative with my money (i.e., i don't do t-bills, and other "super safe" investments).

i am just dollar cost averaging into index funds, like ive always done. I anticipate that I'll get anywhere from 5% to 15% per year, compounding.

i also have pre-tax income of roughly $500k. i still abide by my financial plan as if my windfall didn't exist. we save about $100k a year.

im around 31, so im hoping that the combination of these two will lead to enough accumulation in wealth by the time im 40 that i can retire early and live off investment income.

by my current calculations, assuming increases in compensation (and retirement contributions) that match inflation, and based on my current war-chest, I should have between $8.1m to $19m by the time I reach my 40s. If I average out investment gains to 8% compounding, we're looking at $10.5m.

By that point, 5% gains should give me around half a million to live off of every year. And anything higher is icing on the cake.

And I can definitely live very well on that budget. That's basically life now. And life is good.

i'm not going to tell u what to do, but just sharing my experience.

other people made a lot of money doing similar bets in crypto. they decided to launch crypto funds, buy altcoins, do more investing.

i just recognize that i got very, very lucky, and decided to take cash off the table. ill still do some risky betting with my money, but that's with a very, very small % of my investment capital.

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#142
post #89

Figure out what your liabilities are. Wealth is one side of your balance sheet: liabilities are the other. Want to retire in the Bahamas? Want to make sure the kids are mortgage-free? Want to make sure the kids don't have to take a soul-crushing corporate job and are free to pursue their art? Those are liabilities. Once you know your liabilities, figure out the best investments to match them. If you want to retire in…

Assets matching liabilities is an accounting idea that has nothing to do here. Wanting to do something is not a liability.

Liability may be the wrong term for it, but if you want to do several expensive things, you probably want to make sure you've got enough money for all of them and prioritise if you don't.

Maybe you never want to work again, and you want to buy a yacht. It'd be poor planning to end up back in work at age 60 because you got a bigger yacht than you could afford at age 45.

That doesn't mean you can't buy a yacht, it just means you might want a 60ft yacht instead of a 100ft yacht.

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#143
post #118

I almost never post but here I am for you mate! I had a smaller version of your life but at 30 and have spent the last 12 years living happily with my family; wife and two children. We travel, still work from time to time when we feel like it on projects that interest us, but our family and selves come first. I exercise, took up squash, we went on a 7 month trip around the world last year etc etc. Our kids or not spo…

Amazing

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#144
First of all, the taxes are probably not all paid on it. Some shares have been withheld (perhaps at 28%) when the actual figure is going to be higher (if ordinary income) or lower (if capital gains). You will need to find out next year when you actually file what the figure will be and be prepared to cut your state and Uncle Sam a fair-sized check.

Second, there may be a lockup period where you can't actually access all of the funds for perhaps 6 months. Then, if lots of people stampede for the exits on the same day, you could see some volatility then.

In your situation, I'd plan to keep working (or doing whatever you currently do) for at least 6-12 more months. You have enough money to retire (figure that you can treat as income 3.5-4% of your investment portfolio each year, provided it's invested appropriately [mostly in equities], so you're looking at $200K-$300K in pre-tax income just from the portfolio).

Why keep working? Well, you need something to create stability, normalcy, provide the same social interactions (with other people going through some similar things, presumably) and it keeps your health insurance and everything else "normal" for a while.

Other advice around is mostly good. It's a retirement amount of wealth, but it's not a crazy-large amount, so your lifestyle doesn't have to change much (and probably shouldn't) If you were happy 3 months ago, you should be about as happy now (not a ton more and not any less).

Don't buy annuities with it. Or at least not without talking it over with at least 3 financially savvy people that you deeply trust and letting the idea kick around in your head for 45 days.

Give it time to settle. Don't be in a rush to go through any "one-way" doors (quitting job or locking the money up in complicated investments). Put the money in something like VTSAX while you wait (that will give you broad-based stock market exposure).

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#145
post #128

It may feel like infinite money, but can be burned through at terrifying speed. This happens to a lot of people who suddenly get money. My advice is do nothing with it, and start reading books about finance, investing, and money management. Then start gradually investing it as you learn the ropes. Hire a good CPA to help you with taxes. Buy liability insurance, because you're now a target for jackpot lawsuits. Don't…

> My advice is do nothing with it, and start reading books about finance, investing, and money management. I see where you are coming from, but if you step back for a second, this just sounds bizarre. OP now has more money than they need or ever have had, and instead of relaxing and finally caring about something other than money, you suggest they actually start caring more about money.

Thinking you have more money than you'll ever need is the first step to losing it all.

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#147
There's two components you need to manage here: the financial/legal/security component, and the personal component. The latter is the really hard one.

For the first, you may want to go as boring and sane as possible, make sure there's never a way to lose all of it at once. Banking crashes? Have money elsewhere. Other country crashes? Have money at home. You crash (literally, in a car, and become disabled), have someone you trust have access to part of the money. Your family crashes (emotionally), have some money somewhere safe.

And, for the personal component — the tough one — you have two troublemakers: the urge to treat yourself and live a little, and the urge to make something entirely different of your life than you thought was previously possible.

While you say you have no vices, understand that they come and go as they please, and you might find yourself in an unexpected situation with a perfect vice to match.

It's like going up escalators. Floor 1 and 2, regular people, regular shops, you've got all you need there. Now you're on floor 6 or 7, everything looks ridiculous. Why would anyone need another house, why would anyone drive a fun car and a regular car, why vacation on a tiny island at the remotest place on earth? Why.... well... I will be dead in a few years anyway, so... I can do what I want. I should do what I want. Why do I live, if I don't live a little! Those things catch you out on the days when your emotional vinyl record skips a little, just for a split-second. Maybe you used to treat yourself to a chocolate pastry you'd usually skip at Starbucks on a bad day, which, now is capable of turning into a cancerous flaw around your self-reward-system. Something with the kids, something with the wife, something with a friend asking the wrong thing. Not everybody is like this, maybe a lot of people aren't, but most won't know before they come across a bit of money mixed in with a cocktail of new opportunities.

The calmest and most-stable rich friends I have, are those who live a life that really is almost entirely like anyone's life. They spend on things that matter, which is health, security and reasonable comfort, and are just like everyone else otherwise. They know when the grocery store raises their prices is what I am trying to say.

I think the best thing you could do, and bear in mind this is advice from a random stranger on the internet, is to pay yourself some kind of yearly allowance. Much like a salary. In a perfect world, that'd be mostly from interest and similar gains, but don't be too tempted to maximise that (and its risk). Do work, do something that excites you. Working with other people you like very often trumps trying to manically work something out for yourself, but everyone's different. Possibly work part time, two or three days a week, spend the rest of the time seeing your kids actively grow up. They'll appreciate it later, even if they won't show it now.

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#148
post #17

You can change the world :) And you can do it anonymously at your own pace. I'd invest in the climate, most importantly alternatives for plastic waste and meat.

You realise you are suggesting to somebody to put their money into high risk investments that might completely crash before they can earn him any reward right?

This guy just won the startup lottery. He needs to invest in low-risk and assets, not in phylantropic issues. 8 million is not enough to start thinking in that direction.

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#149

i invested close to the ETH ICO. just $10k or so, but that gave me a windfall of $3.5m (I sold in early to mid-December). im not super conservative with my money (i.e., i don't do t-bills, and other "super safe" investments). i am just dollar cost averaging into index funds, like ive always done. I anticipate that I'll get anywhere from 5% to 15% per year, compounding. i also have pre-tax income of roughly $500k. i s…

[deleted]

Re: Ask HN: What to do after $8M (all cash, post tax) exit?

#150

i invested close to the ETH ICO. just $10k or so, but that gave me a windfall of $3.5m (I sold in early to mid-December). im not super conservative with my money (i.e., i don't do t-bills, and other "super safe" investments). i am just dollar cost averaging into index funds, like ive always done. I anticipate that I'll get anywhere from 5% to 15% per year, compounding. i also have pre-tax income of roughly $500k. i s…

note this isnt incompatible with "upgrading" your life. it's all about setting a sensible financial framework and living within that framework. if that framework permits private jets and lambos, go for it. but if it doesnt, dont. bankruptcy and financial ruin happen when you spend money blindly. but if you work within the framework you set, it shouldnt be hard. because i strive to live within my existing framework, i havent upgraded anything. my close friends and family say im being cheap, but i think im just being smart with my money.

you obviously got a bit more, so framework can be a bit larger. Good luck :-)

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