I have been single handing my Apache 37 for 20 years. The most important tool I have found is a dependal auto-pilot (which I bought 20 yrs ago and still use). I bought that instead of roller/furling and have never regretted it. Autopilot lets you go below, make lunch, go to the bathroom, etc. On a long non-stop trip (Annapolis to Marblehead), it gives you tremendous freedom. Even on a day trip with non-sailors, you have the freedom to sail the boat without having to draft an uneducated crew to do stuff. Anyway, autopilot is the last thing I would give up on my boat.
Anyway, good luck. Have fun.
Crishelle, Chris Craft Apache 37 Sloop