@ChasingOurTrunks yes, it does bring me joy to own/drive/go adventuring in.
It is also my first 4wd, my first crossover, my first diesel car and the first car/crossover I can sleep in the back of (I'm only 5'5" and I barely fit, my next vehicle will have to be bigger when that time comes.)
With that context, I say “Keep it” for now. It’s pretty low mileage and with a bit of TLC you should easily get another 100k miles out of it, for far less money than a new rig would cost. There aren’t many adventures that your Tucson can’t take you on, and for those that it isn’t suitable for, there are alternative adventures that it’ll work just fine for that are just as fun and engaging. Plus, the Overland market today is the best it’s been in my lifetime, which means in a few years time the Used Overlander market will be equally booming (it’s already starting) so when the time comes where you actually DO need to replace your Tucson, you’ll have a ton of new and used options available.
FWIW, I have found that the ‘creature comforts’ and the things I use every day are what I really appreciate the most about my newer rigs. Having things like remote start, apple car play, etc. In a vehicle that is both an adventure rig and a Daily Driver is nice; these creature comforts are the things that I use most often and think “Gee, I love this truck”. Don’t get me wrong — I love a LOT about my truck — but those types of things are the most common pieces I notice on a day to day basis. Conversely, those would be the things I would miss the most if I hadn’t gotten my newer vehicle, but you can add 99.9% of those creature comforts after the fact to almost any vehicle for fairly cheap. Apple Car Play compatibility is a few hundred bucks away via an aftermarket head unit, there are heated seat covers, command start units are under $200, etc. So you can add this stuff pretty easily.
Once you get that engine oil leak diagnosed, I think you are in good shape as I have not seen you post anything that says you
need a new vehicle. The other hiccups you posted with the vehicle are all fixable with a basic tool kit and a few YouTube videos. Retrofitting “modern” amenities to it (if that’s what you choose to do) that will make your day-to-day work and your adventures more comfortable may assuage that bonus joy that comes from “new stuff”, while keeping your bank account full of gas money. Even spending a few hundred bucks on a very thorough car detailing can make “old and blah” feel “new and exciting”, right down to the new car smell. So, there’s a lot of little things that can delay scrapping of this rig in favour of another, and I would try to tackle a few of those before making the second-biggest purchasing decision of your life (assuming you ever buy a house, which is not the golden financial choice it used to be for some people).
The only other factor I would consider if I were you is the relative trade in values of your car. Let’s say a car costs $50k brand new, after an average year is only worth $40k, after two average years it’s only worth $30k, but after 3 average years it’s only worth $10k. The drop between year 2 and year 3 is $20k, whereas it’s only $10k on the other years, so if you are on that “bubble”, it may spur you to make a decision to trade it for something else now rather than waiting. However, if I had a vehicle that met my needs the way yours does, that i liked, and that I could keep on the road without spending too much money (average $$ per year on maintenance, inflated by a few $$ for pain and suffering = less than a year’s payments on something else), I wouldn’t worry about trade values and I would drive it until it no longer met my needs.
Anyway I hope my ramblings are a little bit useful, I didn’t take the time to edit them as I’ve done them during my breaks at work. It sounds to me that you are making a really informed decision, and have a lot of the stuff that usually messes with this decision sorted out. It’s exciting to look at new vehicles and go shopping for them, and it’s easy to get swept up in that excitement, but you’ve managed to really focus on your needs and the answers to the various questions on here have been well thought out.