So why did you opt for the jeep? You did more off roading than initially planned and changed for a better offroader?
I was shopping around for a funtoy with a solid front axle and a removable top (80's 4Runner) and wasn't happy with what I was finding. Most of them were beat up, interiors were ragged out, needed some mechanical work.
I was also thinking about getting a used Gelandewagen, solid axles, body on frame, but everything in my price range was over 10 years old with over 100k miles. A transfer case alone would have set me back $6K in just parts.
These were going to be a second car while I used the Forester for work. Then I started thinking about it, I realized the Jeep Wrangler had all of these features, and the warranty was 5 years/100K miles. So instead of wasting money on two cars, I could just drive the funtoy to work and not have to worry about fixing it for the next 5 years. Resale values for Wranglers are pretty high and the aftermarket is unlimited.
But to answer your original question, I plan on doing the same amount or less off-roading than before, but I wanted things such as a low-range gearbox, the ability to add locking differentials (My Sport Unlimited has open diffs), and more tire options.