Jason, just to bring things back into real world focus a bit, one of the things I had to accept if I was ever to enjoy my 1975 vintage boat, which was what I could afford without financing, is that she would never be perfect. No matter what I did.
Having accepted that, I then tried to approach it along the lines of what had to be done to function properly and for seaworthiness.
After that came improving the looks, but in a way where it did not cost a disproportionate amount to achieve something which did not add much to function or safety. Having the hull two-packed was one example, it improved the looks hugely. Another was the new extended cockpit and side deck canopy, another. See avatar. I completely redid the interior and repainted top sides myself.
Then there was stuff I had to accept I could not justify doing, because it would just cost too much, with virtually no gain in function or seaworthiness.
Two examples of this were the hull blisters, which are quite a number but only ten to twenty cent sized, and have been left alone, and have not altered over the 12 years I have owned her.
The other was a patch of slightly soft deck on the rear part of the fly bridge just where all the traffic lands when when folks go up the ladder to that area. The PO had had the old teak decks stripped off, reinforced, and rebuilt with fibreglass nonskid. However they, like me, accepted this soft spot because there was no leak into the ceiling below, and it had not enlarged over time, nor has it in the time I have owned it. To repair it, would require ripping out a lot of the ceiling inside, or similar area of fibreglass deck above, possibly both, and to achieve what..? A firmer area to step on, and the knowledge it had been done. Cost effective...I doubt it.
To a prospective buyer my response will be if you want a 34 foot boat which works well, does all you would want, and looks pretty ok, this is $X.
If you want one which does the same thing, but newer and nearer perfection, (only nearer, none are perfect), then you will find one, but it will be $4X at least. That's my take on it. If I had wanted a near perfect boat, I'd still be waiting. I have already enjoyed 12 years of boating/cruising by aiming lower, avoiding debt to service, doing a lot myself, getting a pro to do it when that really mattered, and accepting less than perfect.