Re: Need help selecting engin
If it is rated for 100hp he may have a problem living in California.
That boat was built before 4 strokes were thought of (in outboards). It may not be setup to take the extra weight on the transom. A buddy of mine and I were looking to repower a boat that size last year and ran into that issue - a 4 stroke in that size was going to weight 100 pounds more than what a 2 stroke would. We were probably going to have to relocate the fuel tank, battery, and anything else forward to make it work. Right now the boat is sitting and may never get on the water again...
Check your California regs, figure out how restricted you would be operating with a 2 stroke, then make your best educated guess as to how much worse it will get in the next 5 or 10 years. It may be that used 2 strokes will be so much cheaper that even if you think it might get you banned from most waterways 3 years from now, it is still worth it to go that route. My experience is that you will have a very difficult time finding a used 4 stroke in that size for < $5k, but used 2 strokes will be plentiful.
Good luck,
-dm