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DO NOT go plow all your money into your next startup. A life mistake.



I cannot upmod this enough.

$2m is enough to retire if your costs are low enough -- even earning a measly 1% a year you'll make 20k per year, which is enough to live on if you live in the right town with the right diet. So put the money in a diversified collection of very safe assets that return a few percent, write yourself a check for the interest you've earned every quarter or so, and then forget all about it.

Meantime, depending on your lifestyle, your time may now be entirely your own. Or you may need little more than a small part-time job to be happy. That time is the resource you should plow into your next venture in life. The only part of your own money you should spend on a startup is the money to hire the lawyer who will construct the corporation that will ensure that your startup cannot touch your personal money even if it is sued into dust.


That time is the resource you should plow into your next venture in life. The only part of your own money you should spend on a startup is the money to hire the lawyer who will construct the corporation that will ensure that your startup cannot touch your personal money even if it is sued into dust.

Amen. The lawyer part is maybe a bit over the top (right direction, though) but I fully agree that if you're thinking about a second startup then you're in the best position to be in. You have all time in the world now and probably enough credibility that investors will listen to your ideas even before you have the usual prototype or "running business" to show.


$2m is enough to retire if your costs are low enough -- even earning a measly 1% a year you'll make 20k per year

Sure, but this makes no sense as a strategy. You could make 20K on the side pretty easily doing whatever it is you'd probably want to be doing anyway (painting, hiking, sailing, playing golf).

Having $2m in cash sitting in the bank might feel awesome but jeez, you need to use it somehow rather than for paying yourself a tiny stipend to live a life you could have lived anyway if you weren't so scared to face some risk.


you need to use it somehow

But you are using it! You're using it to solve your cash flow problems for good. You've given yourself the freedom to do whatever you'd want to be doing anyway, no matter how risky it is, no matter how long it takes for the money to roll in, secure in the knowledge that no matter how unprofitable your next venture is, your worst-case fallback position is "Damn, I'm retired again. How I hate the prospect of sitting on this beach, reading whatever I want, writing whatever I want, until I die of old age!"

The thing about making money on the side is that it's work. It's distracting and requires continuous effort if you have to keep the money rolling in smoothly. How did tptacek put it the other day, in response to the question "How many billable hours are lost on HN every day?"

As someone who often bills hourly, I'll go with $0. Your time isn't fungible; it only commands a bill rate if you can commit to a start time, milestones, and a delivery date. Very few businesses want to pay for your spare cycles.

(http://news.ycombinator.com/item?id=467900)

Now, I realize that there is a class of personalities that cannot possibly follow my advice. They will find themselves unable to motivate themselves when they have the option to sit around playing WoW all day, and yet all that WoW makes them miserable and unfulfilled. So they will be compelled to blow some or all of their $2m at the craps table so that they can feel alive again. Las Vegas was built around such people. I can't possibly dissuade them with my feeble arguments (and blowing the money is surely preferable to being miserable) but I would encourage them to try my plan first.


Keeping a housing/college/retirement reserve allows you to take more risks. Plowing money into a new startup simply magnifies one risk.


Come here in the Philippines. Cost of living is not that expensive -- at least here in Cebu. You can get a house beside a beach and you'll probably live like a king.


100% agree with this, it's the easiest trap to fall in to.

If you have to start another company, use your reputation (one company sold successfully) to leverage a little bit of your capital (less than 50K) to do it again, never commit more than you can afford to lose without batting an eye.


Obviously not, personally I think you should do the second startup with the same starting capital as your first one.

Once is luck, twice is skill.


And less scary


Sarah Lacy?


why're you downmodded?


If I knew, I wouldn't have posted it. Maybe bad reaction to her because of the facebook interview... (did you see that)

Oh well, I've learned not to question why i'm downmodded, haha.




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