Cross Canadian Ragweed (alt country)
Hank Williams, Hank Williams III (maybe jr too if your into that Hank III does alot of diff genre stuff running the gamut of metal to oldd school country)
David Allan Coe
Wilco (kinda alt country, newer shit)
Wayne Hancock
Billy Joe shaver
Waylon Jennings
Cowboy Junkies (oddly enough canadians like yourself
)
Willie Nelson
For more singer songwriter stuff:
Townes Van Zandt (most underrated songwriter of all time, honestly his shit makes bob dylan look like an amateur)
Guy Clark
Steve Earle
James McMurtry
For more goofy but still talented musicians check out:
Junior Brown (made his own guitar/steel guitar hybrid and fucking tears it up)
Unknown Hinson (motherfucker made the squidbillies theme, nuff said)
Roger Allan Wade (prolific songwriter but mostly does goofy shit for his own recordings)
Shel Silverstein (yes
THAT shel silverstein)
Depending on the different types of subgenres you like i could suggest more, "country" on the radio isnt country at all 99% of the time, not sure if your topic is serious but to anyone reading i suggest you check out some of the bands listed and listen to some
real country before generalizing the genre based on shitty radio stuff and stereotypes.
EDIT: Kenny Chesney sucks dick.
