Re: annual check do it yourself (is this a hard one)
I'm one year ahead of you (2004) with 100 hours and doing mine. Basically I just removed the outdrive before winter layup and have it in my garage on a stand. Last weekend I did the impeller and it looked perfect. However, I would rather replace it when looking perfect that the opposite. The drive held pressure overnight when pressure tested. When I removed it all the bellows looked great. The only real test that remains is the alignment, which I will do when the boat comes home in six weeks, before putting the drive on again.
I'm a fresh water only boater too. I expected a good looking impeller. I guess my only concern is the alignment. After 100 hours, lots of trailering, and some good 40 MPH bumps across wakes, I worried most about my motor having settled somewhat.
I did not plan to do myself, but after I inquirred at a couple of dealers and kept being told "you don't need the outdrive pulled and don't need to check that" I decided the only way to be sure it was done how I wanted it done, was to do it myself.
I guess my recommendation would be to gear up for doing it at the end of this boating season. That will give you time to plan for building a stand, getting the alignment bar, and collecting the greases and etc you will need for the job.