I have also never regretted selling off a pair of speakers, even if I enjoyed them at the time. I kept moving up, and carefully.
I did enjoy an old McCormack DNA-1 power amp (and a 0.5 too) but let them go only to eventually re-buy another DNA-1 (cheaply/lucky on eBay) which is a rock-solid and nice sounding back-up amp for many speakers. That's it.