So we have an opportunity to purchase our first boat. ... We are brand new to boat ownership...
But for under 10k for a 44ft boat it's tempting.
I've owned more wood boats than I have fiberglass. I love wood boats. But a big unknown wood boat as a first boat will make you hate boats, boating, your spouse, your kids, the water, the guy who sold it to you, and life in general.
How do you know if you should not buy a wood boat? If you have to ask the question, "Should I buy a wood boat?"
If you like working on boats, are prepared for surprises, don't expect to get the boat in the water this year, understand that this $10K boat will likely be at least $25k before the end of this season, and will cost you at least $5k and at least 2 weeks of your time per year for every year after just in sweat euqity, storage, and maintenance costs ... then this is the boat for you, because you're not looking for a boat, you're looking for a hobby.
But if you want ot get into boating, not woodworking, there are lots of other boats out there, that are lower maintenance, for less money.