Ryan Diew walked into "Shark Tank" looking to receive a $100,000 investment for 10% of his company. What he walked away with, however, was one of the hardest-to-watch "Shark Tank" pitches in the show's history — and that's saying a lot. 

He shares the experience that led to the app's creation and the app itself. At the time, they have 850 downloads and 169 users. The sharks want to know what makes Trippie a proprietary product, to which the entrepreneur states that their service is comparable to that of the car navigation app Waze, which connects drivers to specific details regarding their route. His plan with the investment is to hire a new app developer and reach out to airports for more accurate data aggregation. 

As most of the sharks go in for further questioning, Diew states numerous times that Trippie is not yet at a stage where they can implement many of their suggested features. They lay it on hard that there is nothing unique enough about the app to set it apart from the competition, and all go out. However, just as Diew is about to walk out, he turns around and gives one last speech about his work ethic. Mark Cuban lets him have it, stating that working hard is part of the deal and making excuses won't get him anywhere. With that, Diew leaves in a visibly heartbroken state. Nevertheless, the sharks hope he can prove them wrong — so did he?