I just read through a good chunk of this thread, and it made me (and my wife) laugh, sometimes in memory of my similar issues..
Moving twice in 8 years, the second time to a condo, has pared my junk down considerably. I do have a good friend with a big shop who allows me to share space and tools, so I still have two cars, welders, the welding table, etc. there, and a small storage unit where my tools and some random junk are kept. I'm building a new house and shop in the sticks, and don't want to just move my junk there without a final sorting and throwing out process.
My goal is a clean shop with lots of clear floor space, working on one car at a time, tools well organized. We have 6 vehicles currently and 4 run, which has to be a record. I'd like to pare that down to 4 by next year. I'm going to write down my plans here so I can look at it in a year and have a good laugh..
2014 Tesla Model S P85D: Love this car. Even if it needs service and they're so overloaded it's taking them three months to get it in (most recent appointment was yesterday, cancelled due to Hurricane Ian, rescheduled for a month from now)
2006 Z06: stays. New motor is in and almost ready to start. Goal is to get it sorted, back to track days.
2008 Prius: Known as the Freeus, this is my daily and is nearing 300k miles. Going away when the new Ford Maverick arrives.
1980 C10: Runs, has A/C, has rust, hauls junk like a truck should. I have several candidates for an LS swap but I'm not messing with it when it's not broken. This goes when the Maverick arrives, as I don't need two trucks.
1989 Nissan Pao: This is really my wife's car, the love of her life. Almost perfect condition, driven regularly but sparingly, it stays (and I don't get a vote, anyway)
2004 (?) IS300 with turbo LS/T56 swap: This is the coolest car in theory. *In theory*. It has left me walking several times as it's prone to overheating and burning E36 M3 up (like the alternator wiring), it's currently sitting with the trans out, and I generally have a love/hate relationship with it. Sorta plan on yanking the turbo plumbing and leaving it with a low buck 5.3 for a track rat.