Last night I was playing my 594 SH (double cut) into my Sweet 16, fairly cranked. No pedals (very unusual for me). Doing (well trying to do) some finger-picking David Grissom style on a song I wrote a couple of years ago. Then I just messed around with some other stuff, still finger picking (also unusual for me), an basically noodled for an hour or more.
I was in tone heaven. It was exactly the tone I wanted at the time.
Tonight, if I want to play some Gilmour-esque stuff, I will need to take a different approach (strat style guitar using pedals, for example, into a different amp perhaps, and definitely using a pick!) to dial in the tone I would desire in that case. There would be no point in starting with the 594 straight into the Sweet 16.
I think that is a big part of chasing tone - your target is often moving, so you need to anticipate that, and intercept rather than chase.