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I got back into photography about two years ago. In that time, I've become a gearfag. I'm a hobbyist who does some photo competitions now and then for shits and giggles, I've made some dumb choices but I'm pretty certain that my gear is as current as it's going to get for digital/film. This is the timeline of my digipleb journey
>Canon EOS M (gone)
>Canon EOS M3 (gone)
>Fuji X-E1 (gone)
>Fuji X-T10 (almost gone)
>Fuji X-Pro 2 (crop babby AF tier main camera)
>Sony A7 (A light box I can mount stuff on)
>Fuji X70 (compact)
Did a simple upgrade to the M3 when it came out, the benefits of shedding this camera were too great to resist.
I'd started shooting film at the same time and had an FD body and a Yashica SLR too, I found the M3 to work against my style of shooting so I trialed an X-E1 and made the switch over based on ergonomics alone. Switched to the X-T10 when the cashback deals started simply for the better EVF and faster processing. I got the X-Pro 2 because muh hybrid viewfinder that I never use, and I get frustrated at it's shitty ISO dial. My X70 is just there to replace a film compact.
Got an A7 later on in the year when I shedded some gear so I could adapt my other lenses to it (however I hate it as a system ergonomically). It does almost everything I want it to.
I don't see me really needing more than what these sensors provide for the next few years, so I can't see me upgrading any of my digishit any time soon.
I also shoot a Bronica SQ-Ai, Mamiya 645, Yashica FX3, Hassy X-pan and AE-1 as my actual main cameras. There are no foreseeable upgrades in this line at all. They do everything they need to do and do it almost perfectly. I've even considered getting rid of the AE-1.I'm tapped out gear wise, but I would suggest that if you have done photography before and you're likely to stick to it, take that extra time to research what you want and go for the product that really fills your needs and not a compromise.