Here we go. I added a little comment to each speaker:
1) Paradigm Active 20 - 1997 - My first entry into real HIFI. Great speakers
2) JM Lab Chorus 706 - 1998 - Decent for the smallish size
3) Von Schweikert VR-4 Generation II - 1999 - A real high End bargain. A speaker you could live for 30 years but an overkill for my aparment size.
4) Von Schweikert VM 2 (rears and center) - 1999 - A disapointment in stereo use.
5) Proac Ref Studio 8 sig - 2006 - An amazing speaker in small rooms.
6) Kef Reference 201 - 2006- My first TOTL monitors. Truly great.
7) Kef Reference 202C (center) - 2006 - A great center
8) Kef KHT 9000 ACE - 2006 (rears) - 2006 - Nice "lifestyle" speakers that did not compromise sound
9) Monitor Audio PL100 - 2008 - Left me cold. Never did it for me. Although the fit and finish was unbelievable.
10) Paradigm Reference S8 V1 - 2008 - Went back to Paradigm 11 years later! My wife thought these were the best ever. I was somehow unphazed by them. Maybe my expectations were too high.
11) B&W Signature 8NT (in wall center) - 2008 - An amazing center channel. Expensive but a great long term investment.
12) B&W Signature 7NT (In wall rears) - 2008 - Amazing in walls.
13) B&W 805 Signature - 2011 - After a long search another TOTL monitor to finish my living room system. They sound wonderful. Everything through them sounds good. Don't know if newer models have an advantage tbo.
14) Amphion Argon 2 - 2011 - A truly great monitor at a great value. It is a Harbeth killer. So, so "organic". You can touch the music. It feels SO real.
16) PSB Synchrony One B - 2012 - An amazing "muscle" speaker. It is fast and strong like an athlete. Great bass.
17) Sony SS-G1 - 2012 - My vintage experiment. Not bad. Puts things in perspective as far as speaker technology.
18) B&W CM1 - 2012 - An amazing value in B&W line.
19) B&W CCM50 (in ceilling to go 7.1) - 2012 - Nothing special. They fit the role.
20) SA2K Clone - 2013 - First DIY experiment. Great components but couldn't make it sound sophisticated.
21) Paradigm Signature S2 V3 - 2015 - The only brand I've bought 3 times. This is another "sleeper" that could make you happy the rest of your life. It has it all. Easy to drive too.
22) Kef LS50 - 2015 -After all the fuss and Class A rating by Stereophile, I took a chance. Contrary to logic, they don't work well in a small room as the bass is SO out of proportion. It is a speaker on steroids. To me great technology put to not so good use.
23) Proac Ref Studio 8 Signature - 2015 - The only speaker I've bought twice. I was longing for its sound again. It still has that special magic in small rooms (like all Proac mini monitors) but now, a decade later, I spot the weaknesses of a 4.5" driver.
24) Paradigm Ultracube 10 v2 - 2015 - My first subwoofer. It makes a HUGE impact in your Home Theater. Cannot believe I waited so long .
25 - Harbeth P3ESR - 2017 - Had been quite impress with in-store demos of the SHL5 and 30.1 but settled with the P3ESR due to the size of my room. At first, I was convinced I had made a mistake. It took me a good month to adjust to how these present music. Before that, I couldn't get to the music. It just felt like a bunch of sound artifacts. After the adjustment period, it is true the mid-range is great but in all honesty the Paradigm S2s better them in pretty much every category.
So there you have it! After looking at this list, I think the lesson I take with me is to trust my ears! I sold speakers that I loved ...for I don't know what reasons...and stuck to some that did not do it for my ...because they were supposed to be great? Just stick to what you like.