Biggest Mistake Ever: You’ll Never Guess Who Didn’t Invest In Luke Combs’ Country Career

A missed opportunity is one thing, but if I were this guy I would be kicking myself because he didn't invest in Luke Combs' country music career.

Caleb Pressley of "Barstool Sports" fame was on Theo Von's "This Past Weekend" podcast recently when he revealed that he and Luke Combs were not only from the same high school - they were football teammates. Since they both rode the bench, the two became friends - and stayed friends as Caleb went on to quarterback at North Carolina, and Luke attended Appalachian State and started his music career.

When Caleb was 21 he came into some money. Between 40K-50K. And not wanting to blow it, he reached out to his old buddy Luke who was just starting his music career; and Caleb told Luke he was thinking about investing in his friend's career - and can he hear some tunes? Luke was thrilled to hear it, sent him three songs - and Caleb was unimpressed, so the business partnership was over before it started.

Caleb went back and found the original emails where Luke had sent him the songs - the songs Caleb turned down, and realized: all three songs were the first three songs Luke took to the top of the country charts! "What if I got, like, 10% of his career earnings? I wouldn't be here, I know that!"

Scroll down to check out the three songs that went straight to number one for Luke Combs. Those same songs that Caleb is kicking himself for because he didn't invest in Luke Combs' country career.  Also listed is the promo video Luke released for his new album which happens to star his old friend Caleb as well as the comedian who interviewed Caleb to get this story, Theo Von. And, of course, the interview below.

https://twitter.com/lukecombs/status/1639987103487385602?ref_src=twsrc%5Etfw%7Ctwcamp%5Etweetembed%7Ctwterm%5E1639987103487385602%7Ctwgr%5Eced6698f92a03a5d72de05fd8abea13e6507d24b%7Ctwcon%5Es1_&ref_url=https%3A%2F%2F925xtu.com%2Flisticle%2Fluke-combs-trouble-buying-his-own-album%2F