In 2005, Jennifer Meyer decided to take a leap and bet on herself. Though Meyer had no previous experience in design, her dream was to become a jewelry designer. With support from her family, she learned how to create jewelry and eventually launched a company. "I wanted to design pieces that I wanted to wear and that I knew my friends wanted to wear," Meyers said on the latest episode of The Glossy Podcast. "I wanted classic, beautiful, everyday pieces that would be in your jewelry box forever and that you could layer or keep on, and that you could live in."  Fast forward, and Meyer is now the founder of her 17-year-old namesake jewelry line, which has since expanded into new categories, including fragrance. And she collaborated with Canadian luxury outerwear brand Moose Knuckles to create an 18-piece collection, in 2021. In Oct. 2018, Meyer opened her brand's first physical retail location in L.A.'s Palisades Village shopping center.  In terms of next steps, the core of Meyer's company will always be fine jewelry design, but she is looking forward to further expanding into fragrance and exploring the home category. "We'll see where that all takes me," she added.

Though Chris Riccobono didn't have any fashion experience when he launched menswear brand Untuckit, he managed to solve a problem in the business casual space. The company's dress shirts designed to be worn untucked have been copied by a plethora of competitors and fueled its profitable business. Since entering the market 2011, the NYC-based DTC brand has seen its fair share of highs and lows: Prior to the start of the pandemic, Untuckit had expanded to 90 retail locations around the world, including six in Canada and a new store in England. But subsequent lockdowns forced Riccobono to temporarily close all locations. "There wasn't one time during the pandemic that we gave in and said, 'I wish we didn't open these stores.' We stood behind them," Riccobono said on the latest episode of the Glossy Podcast. "You can't operate a massive growing men's retail business without having stores." The slight setback didn't stop Untuckit's growth. Once the quarantine and guidelines lifted, and consumers began feeling comfortable in public spaces again, Untuckit sales ramped up. In 2021, Untuckit opened three new locations, including in Long Beach, California, Sarasota, Florida and Manchester, U.K. Now, Riccobono is expanding his portfolio. In June, along with Derek Jeter, Misty Copeland and Wayne Gretzky, he introduced an all-new brand, Greatness Wins. It's centered on performance athletic apparel.