1 country music hit and his first to break-through and hit No. His most recent studio album, “Highway Desperado,” features the hit single “Try That in a Small Town,” which became Aldean’s 28th No. Since his 2005 chart debut, the three-time ACM Entertainer of the Year winner has had more Top 10 songs on Billboard’s Hot Country Songs chart than any other artist. 1 singles, 18 billion streams and more than 20 million albums sold. The reigning ACM Artist of the Decade, Grammy-nominated Jason Aldean’s prolific career has vaulted him to the pinnacle of country music success with 28 No. The multi-platinum recording artist will take over Laughlin's premiere entertainment venue with his iconic brand of country on Saturday, Sept. One of country music’s biggest stars, Jason Aldean will “make it easy” to have a swingin’ good time when he takes the stage at the Laughlin Event Center next year as part of his Highway Desperado Tour.