My journey started in 1981 when I was 14 years old. All I could afford was a used Canon AV-1, FD 50mm f/1.8, and SpeedLite 155A flash.
In 1992, I was living in Scotland and doing a lot of travelling when the AV-1 died. I replaced it with an EOS 100 (Elan in the US) and 28-105 f/3.5-4.5 USM. A few months later, I added an EF 100-300 f/4.5-5.6 USM. I had a lot of fun travelling around with that kit!
My first DSLR was an EOS 20D, with its EF-S 17-85mm kit lens, in 2004. The lens was so-so, but fine for snapshots of my young kids. We had actually tried a compact all-in-one digital first, a good one (Olympus C-5050), but the contrast detect AF was just too slow for toddlers in motion.
When I got back into "hobby" photography in 2012, I started with a Canon Rebel T2i (550D), followed quickly by 70D, 7D (second body for the 2017 eclipse), 7DII, M5 (for travel), Sony a6400, and EOS R7.
And a revolving door of lenses over the past ten years, including Sigma 17-70 f/2.8-4 (both non-Contemporary and Contemporary), EF 70-200 f/4.0L IS USM, EF 70-300 f/4-5.6 (both v1 and L versions), Sigma 100-400 f/5-6.3|C, Canon EF-S 55-250 STM, EF-S 24 f/2.8, EF-M and RF-S 18-150, EF-S and RF-S 10-18, RF 100-400, and RF 800mm f/11.
I went through some serious GAS for a while there, but I like to think I've finally arrived at a set of gear that I enjoy using and get gratifying results from. I've also learned--the hard way!--that the biggest limitation on my photography is the doofus behind the camera. I loved my 70D, but sold it to buy a 7DII in pursuit of some unquantified promise of "better performance" and was never happy with the results. I don't mean the results weren't dramatically better, I mean the results were never as good as the 70D. Similarly, my main action tele lens now is the RF 100-400, and I love the results I get from it with the R7. Even if I had a spare $2600 burning a hole in my pocket, I don't think I would run out and buy an RF 100-500L.