For the boat, if you are looking at a little tinner with a tiller setup I honestly don't think it matters how old it is, it matters what condition its in. A 2008 14' tinner that has had the crap kicked out of it will be a way worse buy then a 1990 springbok that only ever went out once or twice a season for spring trout in a back lake. A marine surveyor for a tinny doesn't make much sense in my opinion. It's pretty easy to just look the boat over yourself, and ask to see it floating if possible. If it doesn't leak and isn't all banged up you've done everything a surveyor is going to do for a little boat like that.
The motor choice is where the age can be more important. I'm a fan of 4-strokes where possible and if you aren't that mechanically inclined, stick to "everyday" brands like a Mercury, Yamaha, Honda, etc.
If you can stretch the budget, I'd recommend looking for a deep and wide 14 or 16. Makes it way nicer/safer out on the bay and on nice days you can even stray out into the big lake if you want.
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