Been playing for about 27 years and since day one I've had GAS. Didn't help that my dad played guitar so the first amp he bought me was a $200 Fender Twin Reverb that I picked up at pawn shop and sold for $600 after I cleaned it up. That opened the door for me to buy a bunch of pedals and another Fender Twin at another pawn shop for $200. Since then I've gone through a ton of gear in terms of amps, cabs, guitars, pedals, racks, cables in search for my holy grail tone but I think it's more than that.
What it comes down for me is that GAS does a few things: 1) Makes me feel like I'm a "serious" guitarist who's serious about his tone and that I'm on top of what's out there; 2) Easier to justify spending the money on gear over partying, chicks and/or non-essential material things; 3) Occupies my free time and makes me feel connected to a community; and 4) helps fulfill that side of me that needs to fix and solve problems as I'm always looking for a better way, more efficient (i.e. lighter with limited number of trips to the car) or creative way to get my tone with the flexibility that I think I need.
I had a friend tell me that I have a unique distinguishable style and she help me realize that my style is independent of the gear I have. It does make me feel more confident when I'm playing my gear but regardless of the gear, I eventually get comfortable with whatever guitar, amp or pedal I'm playing with and my style comes out. So getting a marginally better sounding rig or one that has every imaginable tone for flexibility sake is of less importance to me (at this point)
After going through the huge racks, multiple amps and complex pedal board set ups, I just need a good clean tube amp, a few pedals and a switching system. Some of my favorite guitarist have a good and basic amp/pedalboard platform to play off of but what makes them great is their style, approach, technique and musical knowledge/experience. So yes, I'm happy with my gear and focusing on the things that have made my guitar idols great.
Disclaimer: I was a psych major in college so I over analyze everything but thought I would share in case it helps anyone with this painfully fun disease.