[drj]

Thanks guys for the quick replies. I think though if I have to replace the transom I'm going to do it now while I have the whole boat gutted and before I paint. I'm going to take pictures tomorrow because the boat is at my dads work and not here at home and then you guys can see whats going on.

Now to answer your questions.
I leaned hard on the motor and the transom flexed just about 1/8 of an inch. There were also some small cracks on either side of the engine . I ground off a little of the loose fiberglass on the top and the transom hollow between the wood and the glass such that you can see into the bilge. The wood is laminated well though so I think the replacement transom was never flush against the old glass.

I am going to take some pictures because I can only imagine how hard it is to understand what I am saying.

Thanks again