"Too Much vs. Simplifying" is the story of my life. Started with nothing, gradually built up to "too much", got disgusted and downsized to simplify my life, only to rinse and repeat many times.
When I retired the first time in 2005, I got rid of almost everything so I could live on a 39-ft (12 meter) sailboat which didn't have room for more than the supplies needed for a long coastal cruise. After a year of that lifestyle, I came to the conclusion that I was too claustrophobic to live in a tiny space at sea miles from the nearest path in a forest or a mountain to climb, so I sold the boat and bought an RV to travel on land.
That lasted nearly 5 years by which time I'd run through most of my retirement funds, so I went back to work, bought a house and again accumulated furniture, kitchenware, tools, etc., etc. Retired again in 2016, downsized to a large van camper and set off for parts unknown. After spending a couple of years doing fix-and-flips, I found a 30-acre farm that I thought was my final dream home.
But after 6 years of fixing, building coops, pig, and goat sheds, cutting swales, planting fruit and nut trees, berry bushes, grape vines, and accumulating more tools and equipment, my age caught up to me, and I couldn't manage all the physical work anymore, so I figured it was time to scale back and simplify my life again.
Sold the farm, packed everything that I couldn't part with into a 14-ft box truck I'd bought because I couldn't use a U-Haul. You have to know your destination for that, and I didn't. Drove from VA thru TN, KY, AR, OK, MO, UT, and NV intending to find a compatible community to join or a smaller homestead that I could manage on my own, but I didn't find what I was looking for. While out in NV, a house in Maine that I'd sold in 2019 with seller financing came back in my hands after the buyers defaulted on the loan, so I drove my "stuff" back across the continent and spent last winter re-rehabbing that house to resell in the spring. Coldest winter in about 20 years. Pipes burst, basement flooded, and lots of other problems to cope with. Not fun.
Finally found a buyer and packed my stuff back in the box truck (minus some furniture I left behind) and drove back to KY to spend some time with my older brother who'd been trying for decades to get me to move closer to him. I looked at dozens of small farms, rural homes, and even apartments before I finally found a 4-acre property that met most of my criteria about a half-hour from his place.
I'll be moving in next week, and I guess the cycle is starting again. I am already starting to accumulate more used furniture and fixtures. All the while trying to keep it as simple and undemanding as possible. At 80, I just want to putter in a garden, raise some chickens and dairy goats, and do some woodworking to supplement my retirement funds for as long as I can still stand up and walk about the land. God willing, that'll be another 20 years or so.