When Kevin O'Leary joined forces with Rob Dyer, a Marine Corps officer from Annapolis, Maryland in season four, for the energy supplement RuckPack, he was impressed that it was designed by active duty military soldiers. But Rob's family obligations caused him to bring in a new CEO. Will Kevin, but more importantly, the military veteran community, accept all of the changes?

Mark Cuban encourages Jayla Siciliano, as the hard-working, Solana Beach, California, entrepreneur from season five searches for the right winery to partner with for her Bon Affair wine spritzers. Daymond John visits Nate Holzapfel in Provo, Utah, and delivers some tough love to this natural-born salesman about expanding Mission Belt, a business he pitched during season four that put a new twist on a common accessory – a belt with no holes. Tiggs Chirigua from Mooresville, North Carolina, was heartbroken when he didn't get a deal in season six for the Floating Mug, his elegant and functional porcelain coffee mug. Tiggs is taken aback when Lori Greiner makes an offer to invest in his company. Will he accept, or go home again without a deal?