Some professional athletes are clueless when it comes to money management and applying common sense. Dallas Cowboys star Roy Williams wanted to impress his ex-girlfriend, Brooke Daniels, and convince her to marry him. But instead of putting a ring in a cake, hiding it in a bouquet of flowers or getting down on one knee, Williams decided to mail a $76,000 ring,  $5,000 in cash and a recorded video of his proposal to Daniels’ home a day before Valentine’s Day.

Daniels was not flattered by the gesture and rejected Williams’ marriage proposal. She later claimed that she lost the $76,000 ring.

An upset Williams told his insurance company, who investigated and discovered that Daniels’ father had possession of the ring. Williams has since decided to sue his ex-girlfriend with the hopes of getting the ring back.

Love is a powerful emotion that can even make a fool out of an intelligent individual. But Williams’ stupidity in this situation is an embarrassing mark that will follow him his entire NFL career. –amir shaw

A.R. Shaw

A.R. Shaw is an author and journalist who documents culture, politics, and entertainment. He has covered The Obama White House, the summer Olympics in London, and currently serves as Lifestyle Editor for Rolling Out magazine. Follow his journey on Twitter @arshaw and Instagram @arshaw23.