Loudon Wainwright III talks about music, his famous offspring, and his role in 'G-Force'

It's not every day you get to meet and speak with a bona fide legend. Sure, I've met and talked to a lot of amazingly talented musicians, actors, and comedians over the last 2 years I've been doing interviews for ShowbizMonkeys.com. But on the final day of the 2009 Winnipeg Folk Festival, I got the chance to sit down with legendary folk icon Loudon Wainwright III (though he would humbly disagree with being called a legend). Wainwright III has played to audiences large and small worldwide (including several appearances over the years at the Winnipeg Folk Fest), bringing his singing, guitar playing, and occasional comedy to folkies since way back when he was hailed as "the next Bob Dylan" in the late 60s and early 70s. Unfortunately, there were some technical difficulties during our interview with him. Our main camera was picking up mostly shadows in our interview location (we tried to recover it as best we could), and then the camera itself just showed 'error' and shut off (gotta love digital technology!) right after Loudon began hilariously comparing songwriting as you grow older to sex -- something that will sadly never be seen. We did use a different camera to get our last question in, but you'll notice that while the video quality is much better, the audio's a bit weak.

Added 27 Sept 2026