I totally get where you are. My 98 D1 300TDI is my weekend family fun vehicle when trips don’t require a lot of interstate runs. It does great on the interstate until I hit a prolonged grade increase...
My GMC Canyon Diesel is my long trip family vehicle. Which, by the way, is great for that and will be until my 9 year old gets much bigger. My pretend D90/Series (Santana) is a just me car for infrequent trips and wrenching on. I chose the Santana originally as opposed to a D90 due to the low cost for a comparable vehicle. I figured it would give me enough of a “taste” of those kinds of vehicles without the larger financial commitment. My thought was if I really liked the Santana I’d get a D90 later. Well, I do like the Santana and am still considering getting a D90, but I don’t like it enough to really motivate me to get a D90. (If I have angered anyone comparing a Santana to D90, here is my disclaimer... A Santana is not a D90 or Defender nor am I trying to influence anyone otherwise, lol.) My TR7s and TR8 are my 2 lane mountain highway clear my head cars. They are a lot of fun to drive.
Of all of them, I enjoy the 98 D1 the most. It crosses over enough interests, just enough.
I also have a company car.
Aside from the company car, none of them get enough run time but I cant let any of them go. Mice are my biggest enemies.
I know I need to liquidate but none of them are greatly valuable. Aside from the Canyon my investment in them isnt significant. The Canyon is a must keep due to the long trip reliability needs. They are all relatively insignificantly costly to own and for what I could cash them out for (except the Canyon) wouldn’t have much financial benefit. So, I’m just going to be impractical and keep them all while doing my best to avoid the urge to add anymore.
Im less than 2 years from early retirement. Hopefully, that will help. Well, until I start a new career direction.