I guess mine was before I knew what overlanding was.
When I was young I had a '92 Bronco and my friends and I used to camp pretty compulsively and occasionally offroad. I had a tow strap, front and rear recovery points, tires and that's it. We'd go all around the Cascades and some spots on Sisters National Grassland. I just started tarping the back of the Bronco and cooking out of it, sleeping in it, etc. whenever we got to remote spots. It served me well as the desert turns into a mud bowl during a rain and I was the only one who could get out for more beer in some pretty deeply rutted and washed out roads.
That was in the late 90s. Then I sold my truck, raised a family, and now my son's grown and I'm starting to have time and money again. I've always loved having a capable 4x4 so I started adding some basic mods to the Tacoma I got 16 years ago to replace the Bronco. Then I started watching overlander videos and getting all the recovery gear.
Now I'm addicted.
I've only offroaded a bit in the intervening years though so I'm rusty and I know a lot's changed and there's a lot I don't know. So I'm a little older, a little less devil may care (so I want to be better prepared), and more thoughtful. Plus I'm a gear nerd.
This is a great way to get out of doors and camp up here in Oregon, even in the winter, which can be dreadfully depressing and long from January through July. Looking forward to really jumping in with both feet in the coming months.