Thanks
@WinterDeere and
@Little Red Tractor for the additional insight - I'm still here reading, and rereading, everyone's comments, posts, and advice, so I really appreciate the continued wisdom!
As an update, I'm doing a couple things this weekend (if anyone wants to know lol). Today, going with pops to a TYM / LS dealer nearby since they're not open on weekends to acquaint myself with these options. Looking at their subcompact and compact options and getting an idea of how far my money will get me. Using the list everyone helped me put together, I'm going to be primarily looking at options that offer ease of operation and utilization.
I also talked to the fella that posted the B7510. He confirmed what I suspected - they're downsizing, got it regularly serviced, and even knows the son of the local Kubota dealer. He had positive things to say, I asked a few questions when I could get a word in regarding using it. Overall, without seeing it, my impression is it had light use - he has similar sized property and had similar uses (albeit in a flatter part of town). My concerns about this particular option is the lack of QA. BUT it comes with the implements I most urgently need. Because I don't have a trailer or a way to move it, he suggested having the local Kubota dealer helping move it, so I will look into that if I decide to move forward. How often will I want to remove the FEL? There's mixed response on whether or not you all do, based on what you use it for. It'll be due for the next 40 hour maintenance soon, as well.
Tomorrow, I have to go to the JD dealer anyways to get the parts to for my wacker, so I'll take a look while I'm there. Also going to stop by the Kubota dealer, too, to ask them about the trailer / transport, as well as look at what they have available in my budget.
Hopefully on Sunday, I'll be visiting the used tractor with the experience of seeing new tractors to compare against.
I hope everyone has a wonderful weekend!