I think I get your question… although I have an library headphone system and office system.
I absolutely only own one pair speakers, preamp, DAC, etc., and one amp for my main system. I would never own two or three sets of speakers or amps. My objective is to have the best possible sound… not a bunch of mediocre equipment producing different versions of mediocre sound. When I decide to upgrade my speakers (or whatever) I do enormous amount of research and always reach up a level or two. I trade in my old speakers… scrap together as much money as I can and move up.
I have tried different equipment at the same level and it is a complete waste of money. If you do your research and buy the best sounding equipment you can at the price level you can afford, there is a direct correlation between how much you spend and the sound quality. So, having a bunch of stuff around is just having lots of stuff with different weaknesses.
I have been in this pursuit for 50 years and my systems have relentlessly sounded better and better. Except when I tried investing sideways. My rule is if I am going to upgrade always make sure it is 2x or more… or don’t do it.
Ok, I still have my first high end purchase… a Marantz 2040 integrated amp that I purchased in 1972… it has been collecting dust since 1978. I should have sold it.