Hi Steve!
Welcome aboard! I agree so far with my Lightfoot Board Buddies!
Any album from 1966 to 1976 would be an excellent place to start.
As said,Songbook (if you've got $60.00 to afford it) is A+ also,with 88 tracks,you can't miss! I've had mine for 3 years this coming August.
Myself,I started with Sundown,because i was mainly in to his hits more than his music. (Boy was I stupid!
)
After acquring 4 more albums,I took a chance and got Songbook and then a year later,saw Gordon live!
Those last two factors cemented my opinion of his music and he's #1 in my choice for favorite male artist too listen to. ...and I never tire of it!
Good luck!
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"A knight of the road,going back to a place where he might get warm."
- Borderstone