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. 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.

The deal fell apart in Season 5 between shark Mark Cuban and New York City entrepreneurs Josh Hix and Nick Taranto and their chef-designed meals at-home online business, Plated. Then a chance encounter and a new investment with shark Kevin O'Leary helped to revive it. But costly mistakes make Kevin increasingly doubtful that the duo can make a profit.

The deal fell apart in Season 5 between shark Mark Cuban and New York City entrepreneurs Josh Hix and Nick Taranto and their chef-designed meals at-home online business, Plated. Then a chance encounter and a new investment with shark Kevin O'Leary helped to revive it. But costly mistakes make Kevin increasingly doubtful that the duo can make a profit.

Barbara Corcoran visits her most successful investment and gives a pep talk; Daymond John becomes the customer of a business that didn't receive Shark funding; and a check-in with a company that produces a successful scratch-free sponge.

Mark Cuban checks in on a beauty product investment he made during season 4; Daymond John doesn't see eye-to-eye with an investment partner and wonders if they will continue their business partnership; a pet product inventor tries to get his invention into the marketplace without a Shark's guidance; and a man who nearly bankrupted his luggage business invests Shark Lori Greiner's money in a product he knows does not meet with her approval.

Lori Greiner checks on her investment of The Paintbrush Cover, a convenient way to store wet paintbrushes from Season Five, and throws a curveball into attempts to take their business to the next level. Robert Herjavec meets with Mark and Hanna Lim, the couple who invented the Lollacup to understand why their sales have stalled and how they can be re-ignited. And despite not getting an investment from the sharks, entrepreneur Liz Holtz still finds success with her gluten-free cookies.