General question on buying a Grady, i am looking on Long Island NY

Roadworker

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So last year when i found a 1997 20ft GW walk around was at end of season i called 2 boat surveyor's

1) told me STAY away look for something 2004 are newer? say he would take my money but those year boat are big problems with water damage?

2) Guy told me he would look at it but elven without seeing it could almost bet there is water damage in transom?

Is this true? Should i only look for GW after 2004 ?

thank you