From what I read, Ridgeline seems to meet @ATL Bob s current needs. It's a good balance between daily duties and offroad capabilities for a lot of people. Ridgeline is more capable than what people give it credit for. I think he will be fine for a long time and should hold off on making any changes for now. Whether it will meet his future needs, that is to be determined. But that trajectory can often change.I would absolutely replace a Ridgeline. The limitations you are running into are exactly what I would expect with that platform...
When I first started taking my family camping offroad, I thought I'd be going on crazy rock crawling ventures, so I bought a smaller midsize truck and slapped on tires, armor, etc. Well, turns out, my family doesn't like getting bounced around on days on end. They got carsick and eventually hated going out. What they really enjoyed was heading out into the backcountry on forest service roads. They loved being in the wilderness, but not via rock crawling roads, 2mph in 4lo the whole time. So my current truck is a fullsize, mostly stock truck. Seems to meet my needs fairly well.
** Here is a video of a Honda Passport with the same drivetrain as the Ridgeline.