I got a Sony TC-366 reel-to-reel when I was about 14. I built my Dyanco SCA-80 integrated maybe a year later. Then I got a pair of AR-7 speakers and a Phillips turntable. So I had a certain baseline level of quality, and I was really into my music. I never had a cassette deck back then, and I didn't consider them to be up to my baseline.
I went to work in a stereo store when I was about 24, and I still had no cassette deck of my own - I had yet to run across many that rose to the baseline. Then Dolby C came out. My evaluations showed me that a good tape encoded then decoded with Dolby C finally lived up to my baseline. I bought my first cassette deck - a Denon DRF-7. It was a three head deck, so I while I was recording an LP, I could use the monitor switch on the deck to compare what the source to the tape. It was much less loss than I had ever heard with my reel-to-reel.
Later the noise reduction systems got even better, but you generally had to have an outboard decoder (I still have half a dozen Nautilus DBX discs). But the better car decks had Dolby C and I have a nice collection from those days.
But it seems to me that anyone who ventures down the cassette road these days can easily be disappointed, depending on their baseline. I think a lot of younger people don't realize the abysmal gap between the quality of pre-recorded commercial cassettes and a good tape.