Originally Posted by bljones
Gut check yourself:
IF you would lose your deposit if you back out, would you still back out?
If the answer is "yes', then you have your answer.
That's a good yardstick.
However many many boats will need some reefing and sailplan adjustments at 20 knots of breeze, so that in itself is not so alarming - it's a matter of learning each boat's preferences.
Leaks can be fixed and sumps/bilges cleaned. The N33 yachtworld listings currently range from $23 - 36K so you're at the lower end of that scale. If somebody's sanded through the teak and holly sole, that's an eyesore that could cost close to $1K to fix, ammunition for perhaps yet another price adjustment.
If you can get past Jones' gut check, and feel you can do/get the work done, go from there.