It takes a lot of trust to lose a lot of trust.
First there were records, then cassettes, then compact discs, and they all wore out. A plausible lifetime for something you bought was maybe 15-20 years: not really a problem but indeed a nuisance. You knew the day would come when the cassette would snap or the CD would just jump way too much.
Moving to digital music was the big revolution. I could encode songs into files on my computer and I could replicate those literally forever. I would never, ever lose my music again, or be forced to buy it back in the de facto format of the next decade.
Then came the streaming services. That meant convenience but it did trade in even worse life expectancy and uncertainty. Anyone could bet money that a digital streaming service in the 2000's would not be around 20 years later. But they did become popular, especially when mobile 3G/4G data appeared everywhere.
Ironically, while it did become possible to stream anything anywhere, you could also fit all your audio files onto a memory card. Several times. At a negligible cost. Surely you would only have your own collection with you, but that collection was actually hundreds or thousands of compact discs all compressed into a manageable amount of data.
For reference, I still have my music in ogg/mp3 format and digitally bought albums as flac. I didn't have plans to move away from that and I still don't.
If I want my music in a new phone or in my car, I'll just replicate my collection to a new device or memory card. And I then have the exactly same collection on my phone that I have on my desktop. And my work computer. I still have my 80's-90's CDs in the closet but I've ripped the most important albums no later than the turn of the millennium, at the latest. The setup is so manageable and dirt cheap that I can't but wonder what would it take to replace it.