“And if you get more than one,” he mused, “fantastic. But you only need really one. Gotta get lucky one time.”

Despite his financial success, the “In My Head” singer—who has also invested in fitness studio Rumble Boxing, hotspot eatery Catch LA and the Omaha Supernovas major league volleyball team—has learned that any money he makes off his business ventures will never “even come close to the happiness” that he gets as a performer.

“Every single time I'm about to go perform—and every single time after I perform—I say, ‘Thank you, God, for me to be able to do the thing that I love to do most,’” he shared. “I say, ‘Thank you, God, that I'm able to make the music that I'm making. for people to actually listen to it.’”

“That is what passion is,” Jason said. “That is what happiness is. It's not about any dollar or any amount of money.”

For a look at all the stars on the AMAs red carpet, keep reading.

—Reporting by John Redmann