Raise the engine. Then press down on the lower unit with all your weight while looking at the transom. If it flexes it's bad. No flex is good. Take a rubber mallet and smack the transom all over. A soft transom will make a different sound (like a thud) then a solid one.
Walk all over the deck feeling for soft spots with your feet. Again, no flex is good.
Walk all over the front above the cuddy cabin (assuming that it's a cuddy cabin), again checking for flexing.
(A flexing deck is a sign of rotted wood under the deck or rotted stringers). Either one may be more than you want to handle.
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1987 V20 w/1987 150HP Yamaha on a Shoreland'r Trailer
1978 16.5 Airslot w/1996 120HP Force on a Four Winns trailer
1996 V21 w/1993 200HP Mercury on a Shoreline Trailer
All towed by a 5.7L Hemi Durango.
If God didn't have a purpose for us we wouldn't be here, so
Live simply, Love generously, Care deeply, Speak kindly.
(Leave the rest to God) 
Silence, in the face of evil, is itself evil. Not to speak is to speak, not to act is to act. God will not hold us guiltless.
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