I think I'm finally figuring this out (for myself), your situation may be different. But I think I have gotten to where I want to be with guitars. I'm 37 and I have owned over 40 guitars over the last 15 years. I think I got to where I am really happy with what I own and may be reaching a steady-state when it comes to purchasing guitars. These are a few high-level takeaways: 1- I will prioritize a good story and history of a guitar over a new guitar at the store. I own my favorite guitarist's guitar, a Framus AK74 (from Pedro Frugone from La Ley). I spent 4 hours with him in his studio. I have a Squier JM JM that my wife gifted me for my birthday. I upgraded the pickups to Fender PV65 and it sounds great. Love the big frets too. 2. Quality is extremely important... In my experience, I owned several Fenders, Gibsons, Epiphones, and other brands, but the ones that stuck have been well-built guitars like the PRS Signature Limited I bought brand new and the 2013 R8 I also bought new. I can put the 335 in this category as well since it's built really well. More specifically on the quality topic, I've found that I don't spend any time trying to change anything. It's excellent as it is. Lastly, my newly acquired PRS Special 22 is perfectly built. I'm really impressed by the attention to detail on this guitar. 3. Having fewer guitars forces me to get to know the guitar and actually play! This is what I love the most about having fewer guitars. I don't get into analysis paralysis of "which guitar/tone should I use now" The guitars I have can cover close to any sonic spectrum.