Congratulations on the willingness to struggle, many people would just lie down and wait.
I've never seen a better argument than your case for a full size 4x4 van equipped with a lift. I don't know what your financial resources are, but I personally be focused on getting into a vehicle that will better accommodate your disability, while still maintaining a reasonable level of mobile access to the back country. I'm a Jeep guy and I fully understand the attraction, but it seems you would be better served with a van. Living the Van Life and Primal Outdoors on the YouTube both manage some decent remote access with vans. Resale on Rubicon models is crazy good, maybe you can afford both, that's not my business.
That said, I would make redundant communications devices, planning and reporting locations to a third party tantamount to all other concerns. Something as simple as a windstorm that downs some trees could leave you in a tenuous situation and communications would be critical.
I would also invest in a good drone, so when you get to the limits of what you can safely do, you can "go a little further" without tempting fate.
Good luck!
This is solid advice.
Jeep's are great fun and can be adequate overland vehicles...but for someone with disabilities or has health issues...a high-top, 4X4 van would most-likely suit your needs better. Jeeps Toyotas and Land Rovers have limited space inside...yes...a trailer is an option...but l'm not a fan. More tires on the ground, backing in difficult on a single lane track or in an emergency. Guess you really have to make a choice...overlander or off-roader. The former can, still, be done solo and while the latter is best attempted with a group. I'll be turning 65 shortly, hopefully...lol, and have two issues (besides the laundry list my wife has noted), RA (Rheumatoid Arthritis, which l have get monthly infusion or give myself weekly injections if traveling) and nerve damage that makes my feet and lower legs numb. So, walking/hiking is somewhat, or very, depending, difficult at times. My hands have also diminished, dexterity-wise, probably by fifty percent. Really noticed it last week while deploying and containing my RTT (testing it out, first time since RA)...the straps and zippers were very, very difficult to operate. Heck, even getting it on the rack was a chore...four years ago l threw it up there with ease. Now, l love my 110 and most recently she got me from Michigan to Alaska and back...but even with my eyesight, the writing on the wall is becoming clearer and clearer...eventually...a different vehicle will be in order for extended trips. Eventually, Victoria will probably become yard art and l'll just sit and smoke cigars remembering the good times.
Victoria at the Yukon River.
Someone else here mentioned walking sticks...man, those would have been handy in Denila (only place l felt comfortable hiking). Guess it's that stubbornness of not wanting to admit you need something like that or foolish pride...that keeps you from benefitting from them.
And does OB...stand for Overland Bound or Overland Boomers?