Have you reached your end point with this addictive hobby?

Since of January 2024, I reached my endpoint with near SOTA equipment=

Von Schweikert VR9 SE MK2 new foundation sub amps and Masterbuilt wire

Westminster Labs REI mono block amps

Lampizator Poseidon DAC (pre-amp everyone says could be even better but it sounds fabulous with my analog set up)

Westminster Labs power cables and XLR interconnects 

Jay’s Audio CD transport CDt3 Mk3

Those are the majority of my listening room equipment which I won’t have to change for the next 25 years (I’m 69).  

Depends upon what your goal was at the beginning.  For me, it's a journey to better musical enjoyment, and the spirit of continuous improvement on the gear side has collaterally opened my ears to music I'd never heard before.  The classic rock I grew up with is now the occasional listen, while I explore the endless caverns and forms of jazz and international music with a splash of classical thrown in here and there.  When I upgrade a piece in the system, it's driven more now by soft features (convenience) or curiosity (single ended amps), or the desire to compare (recently bought a little 832A Nobsound amp just to hear how ChiFi compared with my better amps.  It was a good value for $50, but not a player).  I don't really want to arrive at the destination just yet, but could easily live with what I've got for the rest of my days.

I agree with some of the points above that the synergy of the room has a huge effect on the quality of your listening experience.  Over the years I have made numerous improvements and I am currently content with my system.  I frequently visit retail stores, high-end club meetings, and as many high-end setups as I can and I keep trying to find one that sounds better than mine and I can't.  My system is relatively modest compared to some of the systems I listen to, but for me it works.  I get almost equal gratification from knowing that I bought every piece I own as lightly used, second hand equipment - and for me, that makes it sounds even better. 

I suppose I may upgrade something at some point down the road, but at this point I am 100% happy with my system and I love listening to it.

I fully understand the addictive aspect of this hobby and, "maybe", the need for there to be an end point. However this thought also leads to considering other hobbies and the question then comes up - what or where is the end point for these other hobbies? I can't think of any other hobby where the hobbiest declares that -whatever that is- to be the end. Isn't it almost necessarily a quality of any hobby- in order to qualify as a hobby- that you keep working at it? How do you stay interested in anything if it is always the same and you have no interest in doing or having anything different? At one time a friend of mine was considering audio as a hobby and we discussed this choice. I remember telling my friend about how I and my father before me enjoyed this hobby. I also advised him if he decided to move forward with this as a hobby to photograph his money because it will make a nice memory.

Yup, agree with you completely.  I am on my final final up grade, to my home theater/music system.  Bought a NITB Mcintosh MX-160, and a used

MC 501 amp for the center speaker.  Adding front high speakers to the mix.  Building a custom cherry shelf unit out of 2” thick cherry.  The mill where I had the shelves built, promised me that the would handle the amps weight easily.  My only problem is finding someone to run the Mcintosh Room Perfect system for me, doing all the speaker and sub set up, without asking for several thousand dollars!!  The shops think since you have Mcintosh you can surely afford a few thousand more to set it up.  Has really taken the fun out of my quest.   Poor me- LOL.