We just shortlisted a Tech Cofounder on our Early stage Self funded Tech Marketplace startup.Hes good on the skill set but we are not sure yet on the ‘compatibility’ part- which we are counting on as very important as well for the core team. Whats the Best way to go forward with this: testing the ‘compatibility’ with salary for say 2-3 months before handing equities or straight away giving out equities? Affordability shouldn’t be an issue since we are highly particular on selection of the core team.
A better approach is to structure a reverse vesting agreement. Its more of a win-win for you and him from a tax basis if he ever sells the equity he acquired and allows you to buy back his equity at cost if he is ever fired