....... The biggest impediment for us is the impact of seasons, sailing season being less than six months in a good year makes for limited return on investment in our boat. We just had a weekend of snow and are now putting up with torrential rains, is spring and summer ever going to arrive again?
Capt... I have to differ with you on the sailing season here... it can easily be full time if you're hardy enough and your boat's up to the conditions. Even you, with your boat on a trailer, can easily rig up and go for an afternoon any time of year.. Yes we do get (rare) snow and (less rare) rain but in between we can get some truly enjoyable weather, with the added bonus of snowcapped mountains in the background.
Getting people to sail with you is a constant battle against other committments they have - minor hockey and other organized sports, two people needing to work with little recreational time to spread around. Often there are people that would love to sail but can't arrange it on short notice (which is how many of our off season daysails come about) and eventually you stop calling and asking them to go.
Then you get lucky, get some regular steady crew together and things really start to go well.