I think you should go out if the wind is blowing. Especially if you haven't been out in 2 months! Its all about the adventure. Plus your crew is probably fantastic.
I'd say my crew is marginally above average
I think it becomes a different game if it isn't your boat. I'd have an almost completely different attitude if it weren't my boat. Sails/masts/rigging (hell, everything) ain't cheap.
BTW- Wouter, I agree (who wouldn't?) that 80-100k gust is not sailable - there has to be a "unit" issue there somehow.
