Kenn,
If you’re only going to use the boat 5-8 times a year, have you just considered hiring a guide for those trips? I think an 8 hour guide trip will cost about $500 for 1-2 people. If you split the trip with a buddy and go 8 times that’s only $2000 per year. The cost of owing a decent boat, even if only paying half, would probably exceed that if you consider all costs including depreciation, storage, insurance, etc. AND… you will have the benefit of learning a ton, having all gear and bait provided, fishing numerous waters, etc. Just fishing in the metro area you could book a flathead or sturgeon trip, fish the Pool 4 spring walleye bite, fishing the upper Mississippi for the great fall smallmouth bite, hit the upper St. Croix for a smallie float trip, Minnetonka for muskies or large mouth, etc., etc., etc. Just meet the guide at the ramp and fish without the work and hassles of boat ownership.
And half day trips are even less expensive if you don’t want to spend a full day on the water. Lots of good guides. Just ask here for recommendations.
Boone