Fashion has always existed on a spectrum, and right now, that runs the gamut from workleisure to platform Crocs and nightclub-lingerie. For all-American apparel brand Alpha Industries, its military-esque style neatly fits into those intersecting extremes. But, Alpha Industries' evolution from military outfitter to consumer-facing lifestyle brand does not mean sacrificing its roots. "We're never going to stop selling the [military] surplus," said Mike Cirker, president and CEO of Alpha Industries. Alpha Industries, founded by Cirker's grandfather in 1959, expanded the reach of its bomber coats, aviation flight jackets and parkas in the '70s as individuals became enamored by the style of the "American cool guys" in the military worldwide. While the brand continues to associate with service stars, such as with its Heritage Collection that pays homage to its original Mil-Spec Flight Jacket, Alpha Industries has also dipped into the world of entertainment. In 2016, the brand collaborated with Kanye West on the rapper's Yeezy tour merchandise bomber jacket. It also teamed with celebrity stylist Maeve Reilly, who dresses Hailey Bieber and Megan Fox, on Alpha's fall 2021 collection. "We're pushing the boundaries on reinventing old military or utilitarian wear for today's [consumer]," said Cirker. "It's about the story for us."

Adolescence -- the transitional stage between the ages of 13 and 19 -- typically signifies the development of a person’s social, romantic and career consciousness. For Patrick Henry, an L.A.-based tailor and luxury fashion brand founder, it encompassed just that. While his self-taught sewing endeavor at age 13 was motivated by his desire to pick up “pretty girls,” it led to his passion for fashion, which is now exemplified through his custom suits worn by stars including The Weeknd and Justin Bieber. “The term luxury in itself is evolving,” said Henry on the latest Glossy Podcast. "[For clothing,] it's all in the details: It's the stitching, it's the precision, it’s where the garment is produced, what material it’s produced with and the little trims.” Richfresh, known best for its custom suits, many of which are characterized by Henry's signature track stripes, has since become synonymous with the term “luxe-leisure,” a term coined by Henry himself to describe the “the luxury version of athleisure.” And its pieces have been sported by A-Listers including Kodak Black, Barack Obama and Reese Witherspoon. While the Richfresh business remains 95% custom, Henry’s business was not spared from the tribulations of Covid-19. But the challenges paved the path for the Binghampton collection, Henry’s first ready-to-wear line that was limited to 25 pieces. Looking ahead, Henry’s signature stripe, which he considers the closest thing to a Richfresh logo, will be available on a host of men’s and women’s silhouettes in 2022, he said. “It's important, as we move into ready-to-wear [and] potentially open up stores, that I do this right and I get the right funding,” he said.