Tony Miles

Tony Miles is a professional poker player from Jacksonville, Florida. Miles has won over $5 million in his poker career, most recently winning it as the runner-up comeptitor in the 2018 World Series of Poker, just losing to John Cynn (who ended at $8.8 million). Miles competed on American Ninja Warrior with a bet with fellow player Shaun Deeb. He placed a $5,000 bet with Deeb, stating that should he successfully complete the qualifying course, he will earn at 25:1 odds. This means a completion will result in him gaining $125,000, 25 times the amount he betted at the start.

American Ninja Warrior 11
He competed in Atlanta, betting the $5,000 in hopes of the 25:1 odds. He had an expensive run going for him, with a chance to win even more than the Last Man Standing ($100,000) from the previous American Ninja Warrior tournament. However, he could not complete his bet, as he splashed down on the third obstacle, Block Run. He also did not advance to the city finals.

Ameican Ninja Warrior 13
Tony competed in the third episode of qualifying, where he failed the fifth obstacle, Pretzel Twist. On broadcast, he was shown to be on the leaderboard when Grant McCartney failed Air Surfer, being two spots above him. However, because McCartney placed 31st at the end of the night, Tony placed 29th in the top 30 and advanced to the city finals this time. He was later shown during Akbar's Gbajabia-Moments at the end of the episode, where it was revealed he betted money again on the course, betting $75,000. Of course, he once again lost his bet, and so Matt and Akbar were shown "making it rain" with the money he betted.

He competed in the third episode of semifinals. His run was all cut, but he failed the second obstacle, Double Twister. He did not make the top 15.

Trivia

 * Tony Miles' run is the first instance where money is betted on an ANW course. While there have been friendly competition bets (such as the "Beard Bet" with Ryan Stratis and Brett Sims) on the course, this is the first time money was gambled and at stake.
 * With this in mind, this also makes it the first time a competitor has consequently lost money for a course failure, as Miles betted $5,000 on completing the course.