I have an Old Town Sportsman PDL 106. It's my first kayak, I bought it used on FB Marketplace. I think for the first one buying used is great, not just for cost reduction but also because many times you can get paddle, some accessories, etc. with it which all add up fast after buying it. I paid 1600 with trolling motor and battery, paddle, pedal drive of course, and a few other things here and there thrown in by the seller which I feel is an excellent deal but would understand if that's over budget. I have no issue with the length, chose 106 because it fits in my truck bed with no additional support and so far I'm happy with the storage space, etc., and don't think I'll be looking to get a longer one even if I could afford a new one right now. I'm 6', 185 lbs for reference.
Mine has a trolling motor added to it, which I love but don't always use. The PDL is sufficient for me. I find it very difficult to paddle and fish at the same time, so if you are going to use it a lot I'm in the camp of starting with a pedal model so that you aren't looking to upgrade 2 months after buying it. Also if you buy used, the resale market is pretty strong on FB (at least in my area) so in my mind it's relatively low risk if it's in good condition and a desirable model because you can resale if you don't like it for some reason.