Congratulations on retirement! I’m in the same situation as you, and have been upgrading after many years of stasis in my system. I addressed high end hardness with replacing speakers and my preamp. Building upon excellent advice here, I have learned the most from attending multi day audio shows EVERY DAY (make a mini vacation of it!). Going every day reduces the anxiety of rushing room to room, and allows for more serendipity and reduces audio fatigue. My earlier experience in this method allowed me to zero in on speakers that sounded naturally extended in the highs but did not have a hot and hard high end. They ended up being a new version of speakers that I already owned.
I especially agree with the comments regarding streaming. My musical horizons have expanded enormously through streaming, as it is so easy to explore. How else would I have learned about such wonderful bands as The String Cheese Incident or learned about the Grateful Dead’s Betty Boards?
System assessment...
Just retired...I have the time and interest to consider system upgrades. Although I have some very nice gear, I'm not sure about the synergy of the system as a whole. My system has been assembled over many years, gradualy making upgrades and improvements. Sadly, all changes have been done through thorough research, and educated risk taking.. I don't have access to a brick and mortar shop, a 5 hour drive to Chicago or Twin Cities...
I'm looking for opinions regarding my system. Do I have components that don't necessarily complement each other based upon others experience and opinions. I'm open to stepping back and rethinking the entire system if necessary. Below is a list of my components and speakers.
Aestthetix, Mimas , integrated w/DAC
Jay;s Audio M2 transport
VPI Prime w/ Shyla cart
Manley Chinook, Upscale Audio Special, phono
KEF ref. 1 (not Meta)
(2) REL SHO S/3 subs
Silversmith Fidelium speaker cables
My other cables are a hodgepodge collection of budget and midrange quality.
Any observations?
Thanks.