Re: Bored of your setup even though it sounds awesome.
I'm curious, how rigorously did you select that gear back in your 20's? Do you think you return to it out of familiarity, or because you found what fit your long term tastes instantly?
In my early years I HATED strat single coils, but now I'm fanatical over them.
My gear selecting began when I was a teenager (16/17, in 1972/3). But there wasn't a great deal to select from in Australia back then .... there were a lot of locally-made amps, and by the early '70s, Vox, Marshall and Fenders had become available (I ordered myself a full Marshall 100 watt stack that had to be shipped out from England as there were none here ... it took a full year to get here. I guess that was around 1973/4). I also owned a couple of Vox AC30s, one pre-Top Boost and one Top Boost model. Later I owned a couple of s/f Fender Super Reverbs. All these amps, and the locally-built stuff i used, were non-master volume amps, in fact they pre-dated the master volume.
That gear was the sound of the times, and the examples i owned were simply second-hand amps (apart from the Marshall stack, which was a year old but brand new when i got it, heehe). My first Strat was a 1968 model I bought second hand. None of this gear was 'vintage', 'retro' or ludicrously valuable back then, it was all simply second-hand music gear, just like 2008 music gear is now.
It wasn't too hard back then, and although i wasn't a tone genius at 17, I knew the sounds i liked on records and when i played guitar, and made some fortunate decisions. The local amps could sound pretty good, the big three imports, Fender, Marshall and Vox, just had a little more class. We'd all worked out that to make the big old amps rock, we had to use some kind of booster up front, and many of us would make our own, often unwittingly using germanium transistors.
The Vox and Marshall amps were the sound of the Brit players, and having spent the first fifteeen years of my life in England, their sounds seemed natural to me, the right fit ... a kind of comforting, familiar warmth (particularly Vox). Of course we could play much louder back then, so we were able to extract the good stuff. My setups were simple and sounded great to my ears, it was only my playing that needed work, hehe. I'd also learnt that most valve amps needed to be set to 6 or 7 on the volume dial to give up the sound for rock, so it would be necessary to own two or three different-sized amps to be able to cover all types of gigs with the volume wound up. It was just a matter of picking the right amp for the gig.
After decades of dabbling in other, newer devices and instruments, and eventually confusing myself and getting lost, I finally sat down and asked myself when i'd been truly happy with my sounds. The clear answer was when i was a teenager/ early 20s, with simple gear that just worked, sounded fine and let me concentrate on playing. I'd also learnt that the more complicated i made things, the more problems i'd have at critical times ... like in the middle of a gig.
The sounds of those amps are still the sounds i prefer over all others, although of course now they are worth ridiculously large sums of money. Twenty years ago when a local music shop offered me a s/h AC30 for $3,000, i walked out of the store and vowed to build my own. A few years later i was building amps based on the type of amps i'd used as a teenager. Now i use a Matchless/Vox amp i built myself using torroidal transformers and PIO caps, all the good stuff (and NO master volume control), and it's by far the best sounding amp I've ever owned, right in the ballpark of the old AC30s i used as a kid. But better. Now that i'm out and about in my local community making guitar noises, that amp has become well-known, much more so than myself, hahaha.
As a kid, i had reasonable ears for sounds, made some reasonably good observations and had some good fortune with my choices, but there was some kind of innate restlessness that caused me to cycle through a lot of gear, chasing .... well ... something. The goalposts seemed to keep moving, and I ended up getting lost and confused. But as i got older and finally began to develop my own voice on my instruments, i realised i was no longer led by the gear, but could bend it to my will to a large degree. The old amps just seem better to me now for my purposes, or amps i build in that style. I don't really fully understand the journey but i'm happy to be home. Money is no longer wasted, and i'm free to focus on improving by playing better instead of trying to buy my way forward.
So as much as some might think I'm a 'vintage gear snob', I'm not .... i just prefer the gear that was around me when i was getting started, and the only improvement has been that i can now build better versions of those amps at a fraction of the cost of seeking out good examples of the originals.