I had a 1998, a 2004, a 2011, a 2019, and now have a 2022, some of them concurrently. For example, I kept the 2004 until replacing it with the 2022, and plan to keep the 2022 for long haul. It'll probably be my last Expedition simply due to my age, unless a compelling BEV option becomes available. According to the list on Wikipedia, that seems to cover all of the generations except the upcoming Gen 5 (although I think it's just another mid-cycle refresh of Gen 4).
The 1998 and the 2004 were bought used. Everything else was leased/purchased new, including the 2022.
I'm loyal to Expedition mostly because it's the only full-sized body-on-frame SUV that Ford makes.