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Questions to Ask Before Joining a Startup

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11–20 of 348 posts

Re: Questions to Ask Before Joining a Startup

#11
Option piece is misleading.

You own 1% of options and company is bought for $10m.

Your payoff?

Likely $0.

He forgot to mention preferred shares given to VC’s with liquidation preferences that likely never disclosed to new engineers.

This is what makes new engineer to sacrifice his salary for a possible liquidation even that likely either never happens or there is no money left for him after VCs took their xN ratios off the payoff.

Re: Questions to Ask Before Joining a Startup

#12
post #4

I've been thinking about low-friction options for getting a sense of the engineering quality. I don't think I'm alone in thinking that technical debt and bad software development practices are a top concern. Being quite senior now, I'd feel comfortable asking: 1 - To see their CI dashboard 2 - To see a sample of their production systems stdout & stderr 3 - Asking to review a recent non-trivial commit (with the person…

I disagree - tech debt and bad practices can be fixed with good leadership. But poor leadership will never give you the opportunities to make such corrections. I do agree that knowing the status quo is useful, but the trajectory the organization is on is more important than today's exact position. I ask questions more along the lines of what is wrong, and how are they correcting it. Good answers there can show a good…

Isn't it a matter of ones preferences though? Even if the leadership is capable if a person finds day to day work with crappy codebase and poor tooling a drag there is no point in joining.

Re: Questions to Ask Before Joining a Startup

#13
post #4

I've been thinking about low-friction options for getting a sense of the engineering quality. I don't think I'm alone in thinking that technical debt and bad software development practices are a top concern. Being quite senior now, I'd feel comfortable asking: 1 - To see their CI dashboard 2 - To see a sample of their production systems stdout & stderr 3 - Asking to review a recent non-trivial commit (with the person…

In the context of a startup, I would expect almost all of those to be disappointing. But maybe that's what you're hoping to see.

In my opinion, if you're a start-up and you've got all those boxes checked, you're possibly doing the right things in the wrong order, and that's a red flag for me. What I hope to hear are responses like, "so this is how we're doing CI. It's awful, almost non-existent. But that's because at our scale it just wasn't important. But as we grow it will become VERY important, so here's what we're thinking about doing in the next 6-12 months..."

I've experienced a start-up with lots of tooling and process , none of which matters when you take forever to ship (and stay shipped).

Re: Questions to Ask Before Joining a Startup

#14

(I think it's hilarious I'm being downvoted for making a factual observation...) It amazes me how different startup culture, and tech culture in general, is from the rest of the country. ---- Every job I've ever worked at: Relocation expenses? hahahaha Equity? haha we'll wave your brokerage fee to buy as our stock purchase program but if you wanna sell, you'll be paying brokerage fees. Responsibilities? You'll do wha…

Hmmm, I think relocation expenses are pretty standard, but not as high as they may need to be if you need to break a lease or something like that.

Re: Questions to Ask Before Joining a Startup

#15
post #11

Option piece is misleading. You own 1% of options and company is bought for $10m. Your payoff? Likely $0. He forgot to mention preferred shares given to VC’s with liquidation preferences that likely never disclosed to new engineers. This is what makes new engineer to sacrifice his salary for a possible liquidation even that likely either never happens or there is no money left for him after VCs took their xN ratios o…

Can you elaborate on why your payoff is $0 if you have 1% vested common stock in the company?

Re: Questions to Ask Before Joining a Startup

#16
post #4

I've been thinking about low-friction options for getting a sense of the engineering quality. I don't think I'm alone in thinking that technical debt and bad software development practices are a top concern. Being quite senior now, I'd feel comfortable asking: 1 - To see their CI dashboard 2 - To see a sample of their production systems stdout & stderr 3 - Asking to review a recent non-trivial commit (with the person…

Idea: Startups, even moreso than mature businesses, behave similarly to organisms and exist on a fine balance between life and death. Corollary #1: all startups, almost definitionally, have the maximum amount of technical debt possible without dying (otherwise they would "move faster and break more things"). Corollary #2: Startups whose core business is selling to developers (as opposed to applications of software) are much more sensitive to technical debt.

Re: Questions to Ask Before Joining a Startup

#17
post #4

I've been thinking about low-friction options for getting a sense of the engineering quality. I don't think I'm alone in thinking that technical debt and bad software development practices are a top concern. Being quite senior now, I'd feel comfortable asking: 1 - To see their CI dashboard 2 - To see a sample of their production systems stdout & stderr 3 - Asking to review a recent non-trivial commit (with the person…

"How do you feel about Friday afternoon deploys?" is a great question for that. Many interviewers assume you want to hear about how they refuse to do them in order to protect your Friday night and weekend time. Really, the answer you want is that they've automated the deploy process and made it robust enough not to break production so it doesn't matter when a deploy happens.

Re: Questions to Ask Before Joining a Startup

#18
post #15
post #11

Option piece is misleading. You own 1% of options and company is bought for $10m. Your payoff? Likely $0. He forgot to mention preferred shares given to VC’s with liquidation preferences that likely never disclosed to new engineers. This is what makes new engineer to sacrifice his salary for a possible liquidation even that likely either never happens or there is no money left for him after VCs took their xN ratios o…

Can you elaborate on why your payoff is $0 if you have 1% vested common stock in the company?

Liquidation preferences mean that some shares have rights that others don't. In a liquidity event (IPO or acquisition), the people holding the "preferred" shares get paid out first, according to the number of shares and the valuation of those shares. If all the cash and other assets from the acquisition are given out to them, then anyone else holding the less-preferred shares get nothing.

Usually, the founders and VC have the preferred shares, while someone writing unit tests at 3am does not.

Re: Questions to Ask Before Joining a Startup

#19
post #15
post #11

Option piece is misleading. You own 1% of options and company is bought for $10m. Your payoff? Likely $0. He forgot to mention preferred shares given to VC’s with liquidation preferences that likely never disclosed to new engineers. This is what makes new engineer to sacrifice his salary for a possible liquidation even that likely either never happens or there is no money left for him after VCs took their xN ratios o…

Can you elaborate on why your payoff is $0 if you have 1% vested common stock in the company?

If you have to pay $10 a share and the shares are worth $10 each, your payoff per share is $0.

Re: Questions to Ask Before Joining a Startup

#20
post #11

Option piece is misleading. You own 1% of options and company is bought for $10m. Your payoff? Likely $0. He forgot to mention preferred shares given to VC’s with liquidation preferences that likely never disclosed to new engineers. This is what makes new engineer to sacrifice his salary for a possible liquidation even that likely either never happens or there is no money left for him after VCs took their xN ratios o…

Good call. I was going to suggest they should be able to see: * preference stack * strike price * last valuation with board/investors

If you can't get those, then unless the equity is just butter to you, walk .. as you don't really know what the comp looks like.

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