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Why I will not exercise my GitLab stock options

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131–140 of 211 posts

Re: Why I will not exercise my GitLab stock options

#131

Earlier quoted context omitted.

I guess at some point we should ask ourselves why "public complaints and these articles are mostly frowned on". I get that we should encourage professionalism, but this code of "don't say anything bad about your former employer" leads to a lot of startups getting away with pretty bad things. I feel like if a company has behaviors exposed and they are ashamed of those behaviors, their reaction should be to fix or elim…

...unless it is Uber, then you can say whatever you want, apparently. The general perception of what is right or wrong is always so situational, and that is weird to me. I agree with your comments, and I can see the other side as well (keep ones mouth shut because opening it likely hurts the individual the most), it just seems like the arguments are used so situationally, and I don't understand why. Maybe it is in ou…

The arguments are somewhat dependent on the gravity of the acts.

Re: Why I will not exercise my GitLab stock options

#132
post #38

Earlier quoted context omitted.

> These 15,000, or 0.0833% of the company, were available to him at $0.27/share, or $4,050 total. So he had the opportunity to buy 0.0833% of the company at a $4.8MM valuation. Given that they recently raised $20MM at an undefined valuation it really says something that he chose not to exercise the options. I normally don't comment on HN without having read TFA, but this one is way too long and I just skimmed over it…

Agree. It is dirt cheap. I would have exercised the options anyway given the bad feelings. Bad feelings are the sunk cost. Don't let that affect your future investments.

Yep. Let some other sucker do the hard work and be spiteful by blowing any money gained on something frivolous.

Re: Why I will not exercise my GitLab stock options

#133

Earlier quoted context omitted.

That'll apply to the strike price as well as the current "valutation", so the multiple factor between the two valuations should be around the same regardless (a strike price of a non trivial number like $0.27 suggests that a 409a valuation was already in place to price the options)

The original 4.8M valuation (which is his strike price - extrapolating from his share price and ownership %) has now increased to ~40M (extrapolated from 20M raise, estimating ~100M preferred shares valuation and 40% of that for 409A valuation[1]). This means 4k outlay for initial stock, but they are now valued at ~33.2k, incurring some short term capital gains of ~5.6k. This still seems like a steal, as is the value…

Thx for the analysis.

Fwiw capital loss can only be applied to offset capital gains, other than 3k/year.

Re: Why I will not exercise my GitLab stock options

#134

Earlier quoted context omitted.

People commenting about bad repercussions are just being pragmatic.

And yet silicon valley and none of the million startups would be possible by being pragmatic.

You can't be idealistic at all levels of your life.

Re: Why I will not exercise my GitLab stock options

#135
post #18

Earlier quoted context omitted.

I think the run-in referred to something different than the tweet. > After the run-in happened, I decided to lay low and focus on the job. I even stopped posting on Twitter, because the CEO already had questioned me about what I was writing.

From my reading of it, it was referring to OP's disagreement about the Service Engineer team taking on correcting the internet whenever someone is wrong about GitLab with a staff of five people. I still think they should have just taken the options... the idea that with a current $100M valuation they won't end up being worth at least $5M doesn't seem justified based only on just these anecdotes. I assume the contract…

Investors would have liquidation preferences, so the stock would be worthless once value drops low enough (e.g. less than funding received).

Re: Why I will not exercise my GitLab stock options

#136
post #68

Earlier quoted context omitted.

CEO rightly advised I don't think it's right at all. What gives him that right? Why is it morally wrong to do otherwise? What kind of right are you talking about?

If I was the CEO of Pepsi and saw my employee tweet how he likes Coke I would be pissed. Morality is subjective so nobody can say what's truly "right" or "wrong", but it is true that what this guy did was not a cool thing to do. And I can imagine just reading through his post what other things he probably may have done to result in him getting fired.

Ahh so if you work for Dodge you can only buy a dodge?

Re: Why I will not exercise my GitLab stock options

#137
post #18

Earlier quoted context omitted.

I think the run-in referred to something different than the tweet. > After the run-in happened, I decided to lay low and focus on the job. I even stopped posting on Twitter, because the CEO already had questioned me about what I was writing.

From my reading of it, it was referring to OP's disagreement about the Service Engineer team taking on correcting the internet whenever someone is wrong about GitLab with a staff of five people. I still think they should have just taken the options... the idea that with a current $100M valuation they won't end up being worth at least $5M doesn't seem justified based only on just these anecdotes. I assume the contract…

It's not the final valuation though, there are other factors. Time value of money, dilution through failed attempts to raise more money, etc.

From OP's perspective, he could go to Japan with his wife now, or maybe get his money back years from now.

I know many people who have bought stock at companies valued higher than $100M, only to either lose their money or make 0% return during the recent S&P500 boom. Complete waste of time.

Re: Why I will not exercise my GitLab stock options

#138

Earlier quoted context omitted.

A $20MM raise suggests a $100M valuation or so. That's a 20x increase in the stock price. OP's outlay would be something like $4000 + $35000 (state tax + short term capital gains. Less depending on how he hits AMT.). I don't think that's trivial, even if I'm off by a factor of 2.

Don't some banks let you take out a loan for the amount of the capital gains taxes using the shares as collateral? I'm not sure but I could've sworn I heard about this.

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Re: Why I will not exercise my GitLab stock options

#139

Earlier quoted context omitted.

Don't some banks let you take out a loan for the amount of the capital gains taxes using the shares as collateral? I'm not sure but I could've sworn I heard about this.

It's called margin, and you can only margin (use as collateral) shares that are liquid - i.e. publicly traded.

I know what margin is, and it's definitely possible to collateralize a loan with private shares. If you had options for 0.1% of Facebook before the IPO I guarantee somebody would write you a loan.

The question I was asking was: does any lender do this as a matter of policy as opposed to one-offs? The answer appears to be yes - Silicon Valley Bank appears to have let customers collateralize loans with private shares.

Re: Why I will not exercise my GitLab stock options

#140

Earlier quoted context omitted.

I agree with you. This is not about how many followers see this or if it undermines the company's position. It's about culture. If the CEO of the company lets things like this go, it will keep happening. And it will only get worse. From my experience, I would rather not have this kind of employee around than trying to play nice with him personally because this kind of attitude spills over and eventually affects the e…

Wow, you guys are totally off base. Do you realize it's his private twitter account and not company's? How does it matter if it's about his job? If I work for Google and I made a comment on how Bing was funny or DDG respects privacy, I don't expect Sundar to send me a mail. What if your CEO followed all your social media and day to day life and commented on things? But yeah, from my experience, I would rather not hav…

You're comparing one of the largest companies in the world with a startup with just over hundred employees. Of course the CEO of Google has more important things to do.

Also I'm not saying the CEO was absolutely right. I wouldn't follow my employee on Twitter at all personally for the same reason. And I would definitely not enjoy if my CEO told me to change my tweet either.

But that's not what I'm talking about, I'm talking about this guy. Aside from what the CEO did, this guy is a toxic guy, even after reading his own post that's obviously biased towards himself. He was not mistreated. I would understand if he's writing about how the company fucked him over by not letting him take his stock options. But no, this guy came to medium and wrote about how he's NOT going to take the stock options that were offered to him. If you really think this guy is the purely innocent guy and the company fucked him over, then I really have nothing more to talk about.

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