All the usual boomer stuff in my early years, 78s of my parents (until I decided the turntable was a bus steering wheel, and drove that bus all over the place - I don't think my Dad ever forgave me for that

.
My teens were in an area with lots of WWII surplus, second hand, pawn and a few 'hi-fi' stores (also panhandlers; got good at the 'bum's rush' at an early age), which I had to walk by to/from school.
That led to 2nd hand tube gear (surprisingly good for the time), and then HeathKits (amp and preamp) and Sony R2R tape deck (152 sounds right?).
That in turn led to the brand new and radical

Advent speakers.
Off to college and discovered JBL (a good dozen college hi-fi /record stores all in a few blocks...so lots of sales people and opportunities to listen to various gear)...which led ultimately to buying the big JBL L200s (leveraged my first car loan to buy them!)...which I'm
still using as my mains (upgraded to L300 MF/HF, 4367 woofers now).
I stuck with mostly hi-end Sony pre-amps/tuners and various amps (all on college budgets). I had pretty bad luck with Marantz gear in the late 70s, so moved on to others.
I had a huge LP collection (stopped at record stores twice a week when on campus), then a variety of tape machines, Revox, then several 3head cassette tape machines.
I wrote Basic programs on a sinclair (I had most of them), then Apple II, to enter/store cassette 'play lists' (I was pretty good at segues)..and print them.
Best printer was a small olivetti 'spark-jet' that blasted essentially pencil lead to the page...and I still have some of those cassette lables too.
The odd thing was that, about the time CDs were available, the quality of electronics (from seperates to 'AV Receivers') dropped horribly (late 80s, early 90s, IRCC), where Cheap won out over Good; the beginning of the End of Civilization).
And though I had snagged some good used gear (Bryston), the 'lack of fiddle-ability' of the new 'receivers' largely got me out of the audio hobby; spending more and more money on electronics was a waste of time, esp compared to the electronics artistry and talent that I was used to see coming out of Japan. (Still have most of those!).
So, from my boomer perspective, CDs, while a vast improvement in SQ, crippled my interest bc the electronics (in my budget) was so poor...tho CDs were a vast improvement, it was a decade or so before I could rip them (high quality, not mp3) and thus recreate my best playlists.
Another boomer thing was that income growth sustained my hobby interests into the early 90s - as career blossomed, I could afford better gear....but again, by the early 90s the electronics were - IMO - just black boxes that didn't sound very good to me. So, the audio industry seemed to follow boomer career/expendable income growth until the 90s, when a lot of us just lost interest/family growth, etc.
From there, it wasn't until Amir started ASR, and I'd retired, that I had time or interest again. I also 'found' AK and Lansing Heritage then (2000s).
I still have most of the good electronics, though little of it works anymore (exception: Bryston!), and have actually 'reached' back to aquire a few of the other early JBL speakers (cheap).
Today, with Amir's help, we have absolute bargain basement (pricewise) electronics, largely now solved for price/performance - choose your features and price, Go.
The very first Topping D50 really got my attention (still have that, too!) as the first very HQ (see Amir's definition) DAC for around $100. The next step up was Amir's speaker testing, then the new JBL M2s and then 4367s (and 305s). True 'bargain basement' super high quality gear - had
finally arrived!
Then the 8 channel OktoDAC (still amazing).
About the only (affordable) improvement left for me is Dirac (just added a Minidsp Flex for bi-amp crossovers).
Still, most of my music library is local, mostly ripped CDs.
Someone broke into my house and stole all my LPS (over a 1000) to which I now say Thank You, as lugging those things around was a huge headache), so I had to reproduce - mostly from memory - most of my favorite LPs, plus of course, all the new high quality CDs and digital releases that came after.
The FUN part: I'm slowly re-creating some of my early playlists- from those cassette labels I made so carefully!
(The sequencing isn't as preserved, as it was with tapes.)
It's been a wild ride for boomers, I'd say, and fairly costly, but seems like a truly New Age of low cost high quality has arrived - and now mostly well defined, thanks to Amir.
And now I have, for all intents, as close to the perfect audio system, at affordable costs.
I do not particularly like streaming - picking a specific song, then being 'told' to listen to This Next, just annoys the heck out of me, bc the 'next suggestion' is usually horrible and hugely disrupts whatever mood the selected song has provided.
So I doubt I'll ever be that much in to streaming, though I am enjoying the 'create once (playlists) play EVERYWHERE' capabilities.
Its been a fun ride (insert funny meme here) and I'm not quite over yet, either.
Many thanks to Amir from getting us (finally) to solid ground and away from opinionated test reviews!