Digital technologies generally haven't been kind to AM.
1. When digital tuners came along they seemed to cut the frequency response of the receiver more heavily than those with analog dial tuners, and they've become progressively worse over time.
2. Most CDs and digital music files, including remastered oldies, use "loudness war" style mastering that brickwalls the dynamic range. if you load it into an audio editor you'll see that it already looks heavily compressed and limited. That waveform is then sent into the radio station's audio chain which compresses it even more making it sound like total garbage, especially on AM where today you're just hearing the lower midrange audio frequencies and losing the high frequencies that would normally make things sound more intelligible.
3. Modern digital processing sounds nothing like 60s & 70s analog processing. If you're old enough to remember hearing AM radio on a wideband off-air monitor, yes the highs were crisp and extended but at the same time there was heavy distortion in the upper midrange. That's the vocal range with the most energy, half of which is sadly filtered out of the response curve of today's narrow band AM tuners. Stations in that era cranked the compression and limiters to the max and the analog circuitry sounded overdriven, especially in that frequency range, like a volume control at 11. On a normal radio it didn't really sound distorted, but had a sort of edge that helped gave AM its distinct character.
Today's digital processing manipulates waveforms totally differently. It can fit everything into a tiny envelope of dynamic range without sounding distorted, so there's none of that vintage analog edge now. But also, if you squeeze every drop of dynamic range out of the waveform, and then the receiver filters out all the audio above 3,000 Hz, not only does everything sound like utter sh*t but it's hard to even understand spoken word, never mind enjoy music. That's today's AM radio, and I didn't even mention the further degradation if MP2/MP3 files are used in the audio chain, or the effects of Voltaire yet.