[ryanwaggoner]

Have I missed anything?

Yeah, you've missed everything. It's a nice idea to try and give an employee what he's looking for from a startup within your corporate environment, but it's just not possible. Corporate employees exist to build wealth for someone else. That's just the reality of the situation. There are a lot of benefits that come with corporate life, primarily stability, but if he wants freedom, he won't get it working for someone else. When I was an employee, I had to remind myself that every benefit and incentive was an addicting trap, designed to keep me from leaving. A steady paycheck will erode an entrepreneur's soul over time, because you come to rely on it and striking out on your own is that much harder.

To be clear, I think it's commendable that you're trying to provide a great environment for your employees, but I think the best case scenario here is that you'll work hard to keep him, and you might succeed, but something inside him will die a little and he'll always wonder if he made the right choice. Why not just let him go give it a shot? I think it'll cost you more in the long run to fight it than it would to just get a new employee.

And I know we don't want to get sidetracked on this, but entrepreneurs do not "quit their boss". They absolutely do quit their jobs because they long for the freedom and rush of creating something on their own, no matter how awesome their boss is. If you disagree, perhaps that indicates more about the difference between a corporate and entrepreneurial mindset than anything else.