As someone who is prone to obsessing over gear I really appreciate Tom Morello's approach to it as an antidote. Way back in the '80s(?) his stuff got stolen out of his car, and since he had a gig that night he had to scramble to just get whatever shitty amp he could. He's been playing through that shitty amp ever since. His main guitar is still the Telecaster his roommate traded to him back then too. He says he used to obsess over gear and finding exactly the same tone as someone else, and then one day he just said, you know what, the tone I have is the tone I have, and I'm just going to make that mine.
All that and more here: https://www.youtube.com/watch?v=WpY4IIy6b98