Lease end options?

I started putting my wife in a perpetual lease cycle, so she's always driving something newish, under warranty, and really never have to be too concerned with breakdowns and such (although I know they can happen, had a 2020 scat pack die on me at 71 miles....).

This first lease cycle is ending soon (2019 Honda Pilot), and I'm getting a bit concerned with finding anything new...Value (at least on-line resources) is still about what we paid for it, so I guess technically I can buy it and trade it in for whatever's available (trying to find a tahoe or yukon, but challenging)...

Anyone ever do something similar, and make a few bucks at lease end? Is it a pain to do?