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Best American music of the last 25 years?

What songs and artists best represent American music over the past 25 years?

I am making a mega playlist for my friend immigrating to the States next month. She loves English music but it's heavily censored where she is from. What are the best songs to help her catch up to date on popular genres and show her the best songs of the last 25 years?

Bonus points for songs that cover the plight of generations or relevant sociopolitical situations at the time.

leon471
re-lar-kvothe's avatar
re-lar-kvothe
157 posts
 

Joe Bonamassa

Lyle Lovette

Bela Fleck

Chris Thile

Warren Haynes

Los Lobos

 

yoyoyaya's avatar
yoyoyaya
608 posts
 

Pretty much anything by Jason Isbell; Steve Earle;

And Neil Young if you count his music as American.

disc
108 posts
 

Drive-by Truckers

The Shins, esp Chutes too Narrow

Battles, Mirrored

bdp24's avatar
bdp24
9,445 posts
 

Damn, I left out Los Lobos, Steve Earle, and Gillian Welch as well. Richard Thompson, too. Who says there’s no good music being made anymore?! A couple of guys I know who are stuck in 1966 ;-) .

jrwaudio
332 posts
 

John Prine

Billy Strings 

Eva Cassity

Diana Krall 

Willy Nelson

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