Let me know what you think. The nice thing about Young is that you can start anywhere and go in any direction (and he explores many directions). The reviews of his albums on AllMusic are mostly by Thom Jurek, and they’re excellent. Some of Young’s albums are all but impossible to find on vinyl / cd or streaming, but may be available on YouTube.

Here are (in my biased opinion) two of his most moving songs:
Montgomery in the Rain (covered by Hank Jr.)
Have a Laugh

Shameless self-promotion: I’m starting a series about unusual music, Play Weird; the first 3 posts will be about country — just one so far, the Dixon Brothers. Coming up — a Porter Wagoner tune that’ll blow you away. Later posts from diverse genres and styles.