Robert Herjavec rolls up his sleeves to help guide San Diego, CA entrepreneurs Evan Melsohn and Nick Morton, the "Tipsy Elves" business duo from Season 5. They find themselves at a crossroads when it comes to branding their clothing design company and if Nick should quit his job as a dentist and participate full time in the business.
Sixteen-year old Carter Kostler from Virginia Beach, VA felt devastated when he did not get a deal for The Define Bottle, his fruit-infused water bottle, after appearing in a Season 5 episode. He shares how he turned his first venture at being an entrepreneur into a learning experience that will last him a lifetime.
When former pro-football player Al "Bubba" Baker and his daughter, Brittani Bo Baker, pitched the Sharks in Season 5, Daymond John won the battle to invest $300,000 in their Deboned Baby Back Ribs business. But when Daymond goes to Avon, OH and discovers that production is not under control and orders aren't keeping up with the demand, the Shark wonders if he made the right business decision.
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