For Ben's birthday, the siblings square off in this episode on one of his favorite artists of all time- Alan Jackson. Alan Jackson is one of the bestselling artists in the history of country music with more than 75 million albums sold. He's had 38 singles crack the top five on the charts with a staggering 35 of those peaking at #1. He's also out of room on his fireplace mantle for more awards after winning dozens of major awards including Grammys, ACM awards, and CMA awards. Spoiler alert- with that many songs topping the charts, there will be omissions. But will there be a major snub? Join the siblings as they decide on the Very Best of Alan Jackson!