I'v attempted to do this before and it takes someone you really trust to take over the business. I had three months before I had to step back in and make sure the business was running the way I envisioned. The person I thought I could trust came in and basically started making big changes he thought should be made without consulting me.

It's incredibly hard to let go of something you built from the ground up and hand it over to someone you trust enough to run it the exact same way you did.