Ask YC: How did you pop the question? (to your co-founders)
There's a friend of mine that I think I'd really like to have on our team, specifically as an exec. I've known him for years, he's already got one startup under his belt (as a founder) and he's got a good head for business.
I'm debating how to pop the question. I asked my current co-founder via email, since I knew we'd see each other that day and wanted to give him some time to think about it. How'd you guys do it? Any particularly funny / successful / horrible experiences?
Edit: I should have been more clear in the original post based on some of the replies: We're already several months in and in beta, so we're not at the "I have an idea"-phase, but still pre-money. This is someone I'd like to come in since I think he'd round out the experience that the two of us have.
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or ask him for help coming up w/ a business plan. by the time you're done, he has a sense of ownership over the idea and is [hopefully] excited about it.
You know that he's got skills you need, but does he want to be involved? You can test this by just floating enough information for him to have to work a little to get more out of you.
This could then lead to a passionate, enthusiastic conversation and result in the outcome you want. If he doesn't take the bait, maybe offer a little more, but ultimately I think it means he wouldn't be right for the team - lack of burning desire.
We always appreciate most the things we've worked hardest for :)
I think you should try to get him excited with what you're doing, first things first. If he's passionate about it then he'll be that much easier to recruit.
I think you have to consider if your project is good enough for your friend to drop his work and come help you. And then consider if you can actually find the words that make him feel like that. But focus on enthusiasm and above all, honesty :)
If he does, then mention that you'd love to explore him coming aboard. Seems to me you should be selling your vision and getting _him_ to bite.
Make sure you have founders agreement and a way to settle disputes so that friendships aren't destroyed.