For me, it’s not so much of a hobby as a utilitarian objective. The object of the exercise is to get the maximum enjoyment I can out of the music I listen to. i.e. it’s about music, not ‘gear’, or a hobby.
Of course, what “getting that maximum enjoyment” entails has varied over the years, depending on my specific situation, and available resources.
My headphone journey really started with the need for headphones when heading off to university, not least because my ‘cell’ wasn’t much bigger than my huge transmission line ‘home’ speakers. I resolved (excuse the pun, Andrew) that with an early pair of Stax electrostatics. Bear in mind, I’m talking about the late 1970’s, and most people’s response to hearing “electrostatic headphones” was “electro-what-now?”
Over the following 50-ish years, my headphone collection has evolved. Unfortunately, the available resources to scratch my headphone itch went up, pretty much in inverse proportion to the time available to listen to them. By the time I got to having both the money to indulge and the time to use them, it was post-retirement and my hearing certainly wasn’t anywhere near as good as it was when I bought those first Stax’s.
I have recetly listened, sampled and trialled a variety of headphone types, technologies and brands, from around the $100-ish mark, up to and including LCD-4z, Empyrean, etc.
My conclusion is that there’s limited, if any, benefit to me in me going above the $1000 mark, at least in terms of sound quality, and realistically, probably not even that far. So while the ultimate remains the same, that of musical enjoyment I’m forced to concede that any headphone I buy buy asolutely must be comfortable enough to use for a protracted period, or the sound quality doesn’t matter. An additional concern is build quality, ecause I don’t want to be replacing even relatively low-priced headphones (in the audiophile-type category) because the broke.
My final criteria is having the right tool for the job, and for that matter, the right tool to fit my mood. That’s resulted in owning a small but wide selection, including dynamic drivers (Sennheiser and Focal), Audeze (for Planars) and of course, Stax. It includes mainly open-back but one closed (Maxwell), noise-cancelling (for travel) and of course, in-ears, including Airpods Pro 2.
The combination means I get about the best msical appreciation my ears are capable of, in just about every situation I face … which was the point of the exercise - listening to music.