Uncle Kracker Takes The Mic To Cover Kenny Rogers’ ‘The Gambler’

University of Houston Digital Library, CC BY-SA 2.0 , via Wikimedia Commons, RawkMe72 / YouTube

Uncle Kracker just keeps amazing us!

Ever since we uncovered Uncle Kracker singing George Jones, we’ve been looking for other incredible covers he’s done, and you won’t be disappointed!

In 2011, Uncle Kracker stopped by KUPL FM in Portland, Oregon, and sang a few songs in the Bing Lounge.

One of those songs was Kenny Rogers’ famous tune, “The Gambler.” Uncle Kracker put his own spin to it, but his stayed true to this classic. Uncle Kracker is known for his pop-rock-country-rap songs, so when he goes traditional country, it’s hard to believe it’s actually him singing!

“The Gambler” was written by Don Schlitz and released by Kenny Rogers as the title track of his 1978 album. “The Gambler” won Rogers the Grammy award for best male country vocal performance in 1980. The song tells the story of a late night meeting where a gambler gives advice in exchange for whiskey.

His advice is that, “You’ve got to know when to hold ’em, know when to fold ’em, know when to walk away, and know when to run. You never count your money when you’re sittin’ at the table, there’ll be time enough for counting when the dealin’s done.

Watch his amazing performance below.