A man that knows what he wants.
I envy you. Unfortunately I like too many things and I like to hoard way too much
How about Amps / Dacs?
I do cycle through a LOT of headphones (I have headphone FOMO) and lucky to have a small trusted group locally that lend headphones to each other for months at a time but I usually am able to dismiss the pretenders relatively quick. These three easily stand alone for my ears (the D8000Pro and HP-2 probably are the closest of the rest but still well behind these 3).
I don't swap my electronics much. I'm church of ECP. The Walnut V has been my DAC of choice for a countless number of years and while I've experimented some with much more expensive ones I always come back to the Walnut. I've had a number of ECP amps over the years, DSHA variants (0, 1, and 2) and the L2, now settled with the 3F. Again, experimented some with tubes with the Stellaris and Af but decided on 3F.
Since you are able to have a listen to different headphones at home so easy to stick with what you like. As long as we are not hoarding and are offloading gears for small fee we are ok.
Apart from music another aspect of this hobby is to build synergistic system and if someone doesn't have access to loaners then only option left is to buy and try out.
Separate names with a comma.