I'd suggest getting together for some social (basketball, a drink, playing cards... whatever you guys do) and have a casual conversation. Never be too keen to let others know what you're thinking. Once you've been hanging out a little while, start bouncing the idea. As in discuss the business opportunity and see how excited he gets about it - without actually mentioning that you'd like him to join.
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 :)
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 :)