Wow, Corey. That's quite the vent there. Sad part is, all of your efforts are quite prudent. I'm surprised at the one in four aircraft don't have complete logs... That's a deal killer for me. Period. Good for you, too.
As far as your questions, you're not off base there, either.
There are many types of buyers...from the ultra-cautious, conservative end who go to great lengths to ensure they're getting the good plane for the right price...all the way to those like this fellow I know who just happens to live in Grants Pass, Oregon who just posted an ad on Barnstormers that read, "I want a good plane, STOL, no bull, good useful load, no bull, I ain't gonna kick your tires if you're for real, no bull...oh..and I'll buy it sight unseen!"
Stick to your guns, Corey. To spend the kind of money you're talking about, plus having to pay for the requisite repairs that are inevitable on the first few months of ownership, you don't need to be jerked around. If you're not comfortable...wait until you are.
None of your requirements are unreasonable. That gut feeling serves you well. What's comfortable for one may not be comfortable for another. So, keep after it. One will pop up, sooner or later.
As for the hangar situation, if you're having difficulty acquiring a hangar, a covered tie-down is the next best, followed by tying down outside on the ramp with a nice canopy cover that goes out to cover the fuel caps, too.
On the instructor issue, if you're learning out of Ardmore, OK, I know absolutely nothing about that area.
For the insurance, have you made a call in to AOPA? If not, you might call Aircraft Insurance Agency in Lancaster, Texas. I've always had good luck through them. You might also PM Konrad Kelley, he's got more hours, but no PPL. He insures his 152...
Vent here all you want. That's what we're here for. An, that sucker tattoo...I don't believe it. A sign on your ass that says kick me...maybe. But the sucker tattoo...not!
Heck. Ardmore is only an hour's flight from me. I'll have to get up there and see you some day. I haven't seen Jeff Coggins, yet. Perhaps I'll have better luck with Ardmore versus Rockwall. Oh, and are you at the downtown airport or out on the northeast end of town...ADM?