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My advice, unless you have zero runway, don't offer him anything, or ask any favors. Get the beta rolling, tweak, tighten, fix up, repeat, then go talk to inve

My advice, unless you have zero runway, don't offer him anything, or ask any favors. Get the beta rolling, tweak, tighten, fix up, repeat, then go talk to investors whom you have spoken with already, and go from there. I am not sure if this character fits in well, he wnats to be your boss again. Perfectionist = foolish because you don't determine what perfect is, your customer does. So let your customers play with it and get feedback. There is always angel list, and local angels. Raising money for something that is growing is much easier. Get the product out.

TuaAmin13 15y ago
I'd be concerned at the "former boss" part. Do you want to work for him again? Does he want a nice title and is hoping to piggy back off your work? What does your developer think of this potential new social dynamic in the business? While you could always figure out equity (this is sounding like a first employee type thing, maybe a bit more because he's C-level), your investors may want him to occupy a board seat. There's you, and your designer currently. That's 2 votes and if you can't decide there's no tie breaker. So besides whatever equity you get your former boss gets to determine significantly the direction of your business. Can you handle that, with you and your designer being self proclaimed perfectionists? While obviously you have to trust anyone you bring in, can you trust him specifically? I'm betting you can always find a good sales guy if the answer is no. EDIT: A final question you might have to ask yourself is: could you fire him as the CEO if he wasn't what your business needed to grow?