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.

Jennifer Fisher may have fallen into launching her fine and brass namesake jewelry brand in 2006, but she's proving she's got a knack for scaling the company. Since its inception, Fisher has grown her company into a lifestyle brand. She opened its first West Coast store in 2021, which she followed with a location in NYC's Soho neighborhood in June. The brand is also available in eight Saks stores across the U.S.  "When I started this brand, I didn't want to rely on wholesale. I started this company out of my bedroom selling direct-to-consumer, customizable fine jewelry. My intention for the brand was to stay true to that. … [Jennifer Fisher] never had a large-scale wholesale business intentionally. But that is now changing," Fisher said on the latest episode of the Glossy Podcast. "We still love our DTC model. But for the growth of [the brand], it's important for us to be in other cities so people can touch and feel the jewelry. We've noticed with opening up [our] two stores how important is for people to actually see [the jewelry]."  As Fisher plans for 2023, she says nothing is off the table. From food and home decor to fragrance and beauty, the founder is ready to explore and expand into every category that makes sense for the brand. "I never say never," she said