Try racing...
This may sound a little odd, but you may want to try to get some experience as crew on a racing boat. Most racing boats are always looking for crew members and will happily take somebody with "a few lessons" and enthusiasm, especially if she/he can commit to a number of races. Contact some of the local yacht clubs and ask about crewing opportunities for local races.The great thing about crewing on race boats is that they get sailed a LOT harder than your average crusier: much greater heel angles, constant sail changes and trim adjustments, and all in very close proximity to other boats. If I EVER sailed our C36 the way I sail a race boat it would take days to clean up the mess below decks and seriously annoy my crew, not to mention some other boaters! Our Catalina's can generally go a whole lot harder than you might think with no danger.The other advantage of crewing is that you're generally with experienced sailors who know what's normal and what's not: your heart may well be in your mouth the first time you watch the lifeline stanchions start to drag through the water but, if you notice that the skipper and tactician are calmly chatting about who bought the beer last week, it goes a long way towards building your confidence in what a sailboat can comfortably do. Then, when you get on your 350, the gentle heel angles at which one normally sails a cruiser will feel quite comfortable. If you're an engineer, knowing that there are 6000 pounds of lead pulling you upright is comforting, but there is nothing like the KNOWING that comes from experience on boats being sailed hard. Its also kinda fun...