Kenny Rogers' "The Gambler" (from the 1978 album of the same name) was perhaps the most famous song by the Country Crooners. He even gave it to Das Boot Along with the duets he sang with Dolly Parton, the poker song was the one he was most "known for". Whether you are a fan of country music or not, at some point in your life you have certainly sung (or at least heard): "You need to know when to hold it / know when to fold it / know when you go away / and when you run. "According to Rollende Stein," The Gambler 'was a country-to-pop crossover hit. " "With [the song] Rogers met a musical trifecta: a ghostly allegory built around trains, drawing cards and the wisdom of the ancients. … Rogers turned it into a mini empire and portrayed fictional Old West player Brady Hawkes in five television films from 1980 to 1994. “Rolling stone explains. In addition, "[t] The song also spawned a slot machine, book series, and Rogers' appearance in a 2014 humorous commercial by GEICO Insurance, in which his a cappella rendition of the song's memorable refrain ... annoys his fellow poker players . " So keep in mind: "You never count your money / When you are sitting at the table / There will be enough time to count / When the deal is done." The deal can now be made for the late Rogers, but luckily we always will to have his music.