FLASHBACK: Waylon’s Final Concert Immortalized With Help From Montgomery Gentry

YouTube via Ronja CCQ

In early 2000, country legend and famed outlaw singer Waylon Jennings took to the famed Ryman Auditorium with his band The Waymore Blues Band and special guests to record what would come to be his final album and concert. 

The two-day concert was recorded as his third live album and recorded on video by Sony to be released as a special concert film. Alongside Jennings and his band, several talented country acts picked up a microphone and helped the country legend make the performances even more incredible. 

One of the guests chosen for this huge event was none other than country music’s powerhouse duo, Montgomery Gentry.

Pairing one of country music’s hottest acts with a legend turned out to be one of the best decisions ever made! Singing Jennings’ 1974 super-hit, “I’m A Ramblin’ Man”, these three gave a performance that people are still talking about today! 

The iconic song roared to life when the trio started singing and the result was a revived high-octane rendition of a 26-year-old classic that surely had everyone dancing and stomping their boots! 

Watch this incredible piece of history with Montgomery Gentry and Waylon Jennings in the video below! 

Want to save this article?

Get this sent to your inbox, plus, get new articles & videos from us every week!

Sponsors / Partners


Interested in becoming a partner?

Contact us for more info

Unapologetically Country

Receive daily updates with the best country music videos, news, and more!