How did I get there? Lots of trading in and trading up when I was in my 20s. Finally, in 1983, after I turned 34, I purchased ADS 1230 speakers and never looked back. Amp is a Quad 405 and pre-amp, a Nakamichi 410, both purchased in late 1977. Still have my Thorens TD166 mk 2 table (1985), Yamaha T-70 tuner (1982, an Ebay purchase), Sumiko blue point #2, and NAD CD player(2016).
I've heard other speakers since '83 but none that wowed me to the point where I'd sell my 1230s. Let others pursue the holy grail of audio, I'll enjoy the music. You get older, you have other priorities, in addition to other hobbies. Mine are varied and many. One of them is cycling. Bikes have their own rabbit hole to go down.