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Do the math on your stock options

jvns.ca

251–259 of 259 posts

Re: Do the math on your stock options

#251
I wonder what your company would do if you chose a short position with your options.

But I guess what you're given pretty much assume a long position.

The little I know of options (and how no human can never ever guess the strike price!).

Re: Do the math on your stock options

#252

Earlier quoted context omitted.

Err, no. Not always. If a "rank and file" developer goes back and forth grilling them over offer terms, and is exceptionally picky above his peer group, this DOES make it back upstream in negative ways. Some companies will not give you this as a matter of policy - , if you are ok with the salary, you could still enjoy working there - and may also make a great deal of money (or you might not).

> Some companies will not give you this as a matter of policy Then don't work for those companies. Ones goal in life should not be to get exploited at shitty startups as a "rank and file" developer (aka chump).

Some parts of companies can be corporate and still have some other very good parts.

All being said, if at that stage of a job offer, you don't want to be looking like the most important thing to you are your options. If you get a decent salary and like the work, you are not being exploited.

Re: Do the math on your stock options

#253
post #64
post #39

Earlier quoted context omitted.

While the interview was confidential, I don't think the offer was. I'm going to chicken out, but it was a top 5 YC startup, and they did that. Either options or RSUs, I can't remember which, but you have no way to value them beyond the value they tell you. I ended up turning them down which was probably stupid of me.

Why was it stupid to turn down something which you couldn't value, yet had to buy (in way of lower salary or more hours or whatever it was) ?

because (based on future performance that obv I couldn't have known at the time) it would have worked out for me

Re: Do the math on your stock options

#254
post #186
post #185

This is a bit ridiculous. Why do you need to pay taxes when exercising the options? At that point one did not made any profit and in fact you made an investment (you spent money and there's still high chance you might lose to that investment). It would make much sense to be taxed when you sell the stock (and use the original option price you paid for the shares).

Just because you don't have cash doesn't mean you don't have an asset that has value. If I give you a house, you don't have cash, but you still have to pay taxes on the gift. I do agree that there is some degree of ridiculosity and there should probably be some tax reform here, but that is the reasoning behind the current rules.

Sigh... it really needs to be reformed, you essentially can lose money twice on such investment.

Re: Do the math on your stock options

#255
post #206

Earlier quoted context omitted.

"Reasons exist" And absolutely none of them are valid. If you're going to have this person work on the core of your company, there is absolutely no reason to not be up front with them.

It's quite valid and exists as a reason, you just don't agree with it :)

No, it's not valid. The only reason it would be done is for deceitful reasons. Therefore, not valid.

Re: Do the math on your stock options

#256
post #255

Earlier quoted context omitted.

It's quite valid and exists as a reason, you just don't agree with it :)

No, it's not valid. The only reason it would be done is for deceitful reasons. Therefore, not valid.

Keeping it private here means private from external companies that should not have access to that data, not employees. This includes competitors, M&A targets, and investors who have not yet invested and should not have access to the books.

I do however strongly believe in tempering expectations, it's wrong to try to retain people by thinking they have more than they do.

Re: Do the math on your stock options

#257
post #235

Earlier quoted context omitted.

At least for one of my previous employers, the secondary market was not interested. I personally wouldn't count on it unless one is working for a highly visible startup ;)

Definitely true, and many times there are clauses preventing you from selling to a 3rd party before IPO anyway.

Usually those providers don't "buy" it from you.

They do fun things like giving you a loan with the options as a collateral. You would then default on the loan at the point of IPO.

So theoretically you don't sell them anything.

Re: Do the math on your stock options

#258
post #62

Earlier quoted context omitted.

> Never attribute to malice that which is adequately explained by stupidity. So what is the lesson here? I hear this saying over and over, always with the implication of "Give them a pass". Who cares if they are being crooked, or are too dumb to do division. Either way, the employee loses.

There's no lesson. I'm just pointing out that many founders are more focused on tech or product than they are in options and cap tables. And many startups employ staff who are also unfamiliar with such things. Given my experience of advising early stage startup founders on equity investment, dilution, cap tables, etc., I believe that ignorance is at least as likely as malice in situations where they seem unwilling to…

It's like a doctor who opens up your gut to remove your appendix, but it turns out he doesn't know what an appendix looks like and has never performed surgery before. The distinction between stupidity and malice has kind of disappeared.

Re: Do the math on your stock options

#259
post #257

Earlier quoted context omitted.

Definitely true, and many times there are clauses preventing you from selling to a 3rd party before IPO anyway.

Usually those providers don't "buy" it from you. They do fun things like giving you a loan with the options as a collateral. You would then default on the loan at the point of IPO. So theoretically you don't sell them anything.

Interesting, I had never heard of that.
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