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If founders treated their investors the same way they treated their employees

software.rajivprab.com

11–20 of 278 posts

Re: If founders treated their investors the same way they treated their employees

#11
post #2

> Investor: So, 0.1% of your ($10M) company works out to $100,000 Isn't that actually $10,000, or is there some startup valuation math that I'm not aware of? EDIT the article has since been updated with new numbers, and the math now works out as expected

Read the rest of the article.

I did before I posted, and the rest of the article didn't explain that disparity at all.

That being said, it looks like the article has been updated to use new numbers now.

Re: If founders treated their investors the same way they treated their employees

#13
Isn't this capitalism? Labor and capital are two different factors of production. If you're willing to take the pay cut and risk associated w/ joining a startup, but are unhappy with the returns, why wouldn't you just keep your job, invest the $100,000, and get access to the preferential terms given to capital?

Re: If founders treated their investors the same way they treated their employees

#14
post #10

I missed over $1 million in options when one of my former companies was acquired. I still made good money but nowhere near the same. I was pretty sure it was going to sell, but I didn't know how long it would take (over 1 year for sure) and nothing in life is guaranteed. If I had exercised all the options I would have had over $300k in paper gains for a tax bill. Instead I exercised 10% of what I had the ability to e…

Depending on the size of the startup at the time you join, I found it fairly easy to negotiate an extension to the exercise window. Likely because so few people even bring it up.

Re: If founders treated their investors the same way they treated their employees

#15
post #3

Valid reasons to work for a startup: - You are a cofounder. - You have little experience and you are using this to break into the industry, and get experience on many different technologies ("wear many hats"). - They are working on a very specific problem or using a specific technology that you strongly desire to work on and it's difficult to do it anywhere else. - You want to work a certain way (remote, on the beach…

For me I'm far too naturally transgressive to work at a large company.

I really wish I could, life would be easier, less work, less stress, pay better... None of them will take me so I keep help building and (sometimes) exiting startups.

It's really exhausting. 20 years of this... I wish more companies would value those who "challenge the book" instead of "follow the book" or that I could find a way to obediently follow it instead of challenge it.

I've honestly thought about figuring out how I could put things on ice for a few years and get a PhD, because then I'd have the proper paperwork to allow for my disposition and could finally stop this exhausting startup life.

Re: If founders treated their investors the same way they treated their employees

#16
post #3

Valid reasons to work for a startup: - You are a cofounder. - You have little experience and you are using this to break into the industry, and get experience on many different technologies ("wear many hats"). - They are working on a very specific problem or using a specific technology that you strongly desire to work on and it's difficult to do it anywhere else. - You want to work a certain way (remote, on the beach…

I'd add "Mental Health" to the bottom list.

Re: If founders treated their investors the same way they treated their employees

#17

Good read. I like the new story format to rehash the lively startup vs big tech employment debate on HN. It could almost use a part 2 to explain aspects of the conversation (how is the employee making a $300k investment, preferred stock, etc), but I don't think anyone is missing the joke. The story format makes it clear how employees are getting a worse deal than investors. Still, employees receive cash dividends eve…

I think the major distinction between salary and dividends is that the latter requires no labor.

Re: If founders treated their investors the same way they treated their employees

#19

Isn't this capitalism? Labor and capital are two different factors of production. If you're willing to take the pay cut and risk associated w/ joining a startup, but are unhappy with the returns, why wouldn't you just keep your job, invest the $100,000, and get access to the preferential terms given to capital?

Good luck investing in private companies with $100k. The only way us serfs can get access to those opportunities is to chain our futures to the company and go work for them. Also means we can't diversify our portfolio like the VCs can.

Re: If founders treated their investors the same way they treated their employees

#20
post #14
post #10

I missed over $1 million in options when one of my former companies was acquired. I still made good money but nowhere near the same. I was pretty sure it was going to sell, but I didn't know how long it would take (over 1 year for sure) and nothing in life is guaranteed. If I had exercised all the options I would have had over $300k in paper gains for a tax bill. Instead I exercised 10% of what I had the ability to e…

Depending on the size of the startup at the time you join, I found it fairly easy to negotiate an extension to the exercise window. Likely because so few people even bring it up.

There was 0% chance of that occurring as the CEO was a total shark. You would be shocked at how much of the cap table he retained vs. all the crazy funding shenanigans that happened. Very astute player of the game, he did very well. I will invest in his future companies but never work for him again.
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