Iconic Seasons Offseason - The Anxious Rambler: The Ultimate Singer Showdown

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Welcome to Episode 2 of The Anxious Rambler! If you missed Episode 1, you can catch it on our crossover podcast, Iconic Seasons, or on our new feed search for The Anxious Rambler. Today, Cassie joins me for a lively discussion we've had many times before: who are the best singers of all time? We're diving into our personal lists, debating whether technical skill or personal preference makes a singer great. In a fun twist, we'll be doing a draft where each of us picks our top ten singers, but there's a catch: we only get the songs they performed. Listen in as we banter, strategize, and perhaps get a little competitive over our musical choices. Who will make the cut for our desert island discography? Tune in to find out and join the conversation!
I feel like Cassie won this round with bonus points for originality but text us your list or comment on the YouTube Playlist below.

LISTEN TO THE MUSIC - https://youtube.com/playlist?list=PLDagWLWoz13W6c1bsUHW7EH9PywdeZKuM&si=NGf-EAGNWkP9St53

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1. Iconic Seasons Offseason - The Anxious Rambler: The Ultimate Singer Showdown (00:00:00)

2. David Ruffin (00:08:37)

3. John Lennon (00:14:34)

4. Adam Granduciel (00:17:22)

5. Smokie Robinson (00:20:59)

6. Levon Helm (00:22:51)

7. Eddie Vedder (00:26:34)

8. Jim James (00:30:10)

9. Paul McCartney (00:31:25)

10. Brian Wilson (00:33:21)

11. Frank Sinatra (00:36:41)

12. Otis Redding (00:38:20)

13. George Strait (00:40:09)

14. Hank Williams (00:42:07)

15. Sam Cooke (00:45:51)

16. Michael Jackson (00:47:29)

17. Stevie Nicks (00:51:53)

18. Chrissie Hynde (00:54:58)

19. Bob Marley (00:57:07)

20. Nathaniel Rateliff (00:59:06)

21. Bruce Springsteen (01:01:33)