Re: How to choose a daysailer/dinghy
I wasn't saying that he couldn't sail a Hobie - and I have taken a 95 year young great grandmother to the top mast and trestle trees on an 150' rig once - he's just not a super athletic type of guy and he's also 6'5" so I have a hard time imagining him being very comfortable learning in a dinghy (where another adult will have to teach him).
He's definitely the gentleman sailor type.
I'll look into your suggestions. I had flagged a couple of used catboats as possibly being a good idea. The lake he is on has very good depth and his dock and entrance is really deep (since he's basically right on the channel he's guaranteed to have at least 8').