For a lot of time and money you could but why?
Unless boats in sea worthy shape of the type you prefer are few on the market that are affordable, I would say no thanks and cut your losses.
Cost of materials in the last two years for fiberglass repair have made it even less desirable to fix up boats that really should be scrapped.
A $600 dumpster grade 1980's fiberglass cuddy is more expensive than a $4000 mid 1990's fiberglass cuddy for sale built for outboard with solid stringers and transom.
Fix up a cuddy that looks worth keeping, you can fix hardware that break on the hull, and retains a decent residual value.
Also, stay away from custom modding things that are permanent. If it does not look factory, people often don't want it if you have to sell.
There is a seller of a 1990's aluminum bow rider boat who didn't think things thru doing crazy custom permanent changes into trying to make it like the new fish and ski boats at the transom.
Well, he gave up on it as incomplete and now he's stuck with a mess that no one wants to buy.