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by a_gentle_autist 4242 days ago
Some personal numbers, from 4 years at a SV startup (now at a larger company, couldn't take it anymore)

Over four years:

Total compensation: 80K (10-99) Debt: 8K Credit Card, 25K IRS Equity: ~1% (worthless probably, at most 50K)

Not worth it.

2 comments

Ok... I have to ask: Why in the world would stay there for 4 years, knowing after just 1 year, that you were only going to make 20K a year?

Seriously... the only thing I can come up with in my head is greed. You told that you would eventually receive this huge payout and that clouded your judgement.

That's not so different from what anybody does when they join a startup, taking less pay for stock options. Why be hard on this guy?
I agree. We absolutely shouldn't be harsh on him. He made a mistake and has learned about it.

Yes, he did something phenomenally stupid, by taking on the credit card debt and (much worse) the fucking tax debt (the IRS are not nice people) on behalf of any startup, much less one where he wasn't a founder. Bad decision. He seems to have learned his lesson.

That said, he deserves a fuckton of credit for having the courage to talk about it. Most people sweep their career mistakes under the rug. This guy has the guts to come out and talk about something stupid that he did and I commend him for it.

These second-circle startups that underpay egregiously, are sloppy with paperwork, and continually promise that "funding is just around the corner" may be more common than the VC darlings (which are pretty ethically sloppy themselves, but more prestigious on account of selectivity). They don't get much press because few people ever admit to having worked for them.

I've done similarly stupid things. Why? Because I was young, didn't know what I was getting in to, was easy to take advantage of, and got played.

Social class and access play a major role in this. Someone from Stanford is going to know not to take $2000 per month working for a smooth-talking douchebag who "knows investors" and "just needs a programmer". Some sharp but naive 21-year-old kid from Indiana who moved to California not knowing anyone? That's exactly who the douchebags prey upon.

Are you saying you were only paid 80K over four years?
Typical. Sure, the VC darlings pay close-to-market salaries, but are even harder to get into (and much more unethical and faster to fire) than the big-name tech companies.

There's a huge underclass of shoestring startups, most of which you'll never hear of, paying $2-5k per month, with some zero-interest deferred-cash arrangement and equity that is impossible to valuate. They run on some small amount of angel funding (often month-to-month) but never get to the point where they have enough product to get an A round.

These second-circle startups occasionally hit the first circle (great product, fortunate connection) and can get funded, but the odds aren't great, and you should never work for one as an employee.

I worked for one, at one point. I took the CEO at face value on his level of connectedness, so I believed that funding (and full salary) was "just around the corner". What he didn't tell me (and what took some research on my part, that I should have done sooner) was that most of his bridges were burned and that a lot of his connections were irrelevant to tech startups.

Also -- the IRS debt comes from not paying taxes over those 4 years, because the only way you survive in the Bay Area making that kind of money is to not pay your taxes.
Not sure this makes sense. If you only made $20,000 each of those 4 years, you would have been below the poverty threshold, and you shouldn't have had income taxes owed (after credits and deductions).

If you're saying that you made $80,000 for each of those 4 years...then you deliberately lived beyond your means and you deserve to have the tax debt hanging over your shoulders.

Yeah, something seems dodgy there. $20K income is well below the EITC threshold. I just stuck it into BankRate's tax calculator [1], and it claimed total tax owed was $1616 without any further deductions, so it's quite possible the OP owes nothing. He should consult a qualified tax attorney or accountant; much of that IRS debt may not really exist.

Also, if I understand his post correctly, it seems like he was paid as a 1099 contractor the whole time but received equity and operated like an employee. There's likely something highly illegal about that (on the part of the startup), but it's not worth going after them because I doubt they have any money.

[1] http://www.bankrate.com/calculators/tax-planning/1040-form-t...

Sorry to hear that. Not being able to pay taxes is a bad situation, as the taxman often has the most powerful means at its disposal to get the tax paid.
Even without paying taxes I don't see how you could survive on 80k for 4 years.
Correct.