Talked to the boat engine guy today. He put together an estimate that comes to about $400 (parts, labor, etc) to fix the prop shaft, replace the prop and do some other things that are in dire need of fixing on the lower unit. The rest of the engine is in good shape so once this is done it should be good to go for awhile.
$400 was about what I thought it would come to and was prepared to pay, so that is good. The other thing is DAMN is that cheaper than repairs on my old 150 hp. This would have easily run $2500 or so. I heart little engines.
On the downish-side, it'll take about two weeks or so. Thankfully this is all happening at the start of the season so I'm not going to miss out too much. Assuming I get paid and get my finances fixed, this would also be a prime time to pull the boat out so I can work on the hull. Whether or not that happens will greatly depend on the cash flow. It isn't critical and can wait until the fall or even next season, so no big deal either way.
So, in a nutshell, hopefully sailing can recommence in two weeks or so!