Re: Fiberglass Boat Transom
I'm sure others will have more ideas, but I would start with the following. This is assuming the transom is a laminated sandwich of wood with a fiberglass skin.
1. knock it with your knuckles or the rubber hande of a screwdriver or other non-maring thing. Listen for differences in tone. If it sounds lively in one spot and then dead in another, it might bear closer attention. Other things can cause a shift in tone, like how close a stringer might be and variances in fiberglass thickness, but I'd pay attention for strange tones and soft areas.
2. Look for brown sludge and cracking in the bilge or around the drain plug if it has one. That could be an indication of a problem.
3. Look for delamination of the glass from the core material. If you see bubbles or peeling up in corners or in the field that's an indication of moisture problems.
4. Does it smell like rotting wood? Trust your nose. Investigate further if it smells funny.
That's all I can think of off the top of my head.