AYR, the direct-to-consumer brand for women’s apparel, has an origin story that sets it apart from the sea of other digitally native brands selling women’s clothing without the middleman. For its first two years in business, it was incubated by the more mature direct-to-consumer brand Bonobos. When Bonobos decided it needed to focus on its core business in 2016, AYR spun off into an independent brand, raising two rounds of funding and hiring a full team of employees in the business development, fulfillment and finance departments to pad out what Bonobos’s infrastructure had been supporting. More than a year into running her brand independently, Winter joined the Glossy Podcast to discuss the benefits of being bred by Bonobos, the lessons she’s learned so far and the opportunity that still remains for direct-to-consumer brands.

Bando, the e-commerce site selling kitschy office supplies and accessories designed for the Instagram generation, has struck a balance between mass and niche. The brand’s strong, mostly pink aesthetic, cult-like customer following and best-selling items — like agendas that say things like “I Am Very Busy” — have become its biggest signifiers, and the brand has grown to around 50 employees after a near-shutter in 2012. Instead of closing, it sold to licensing company Lifeguard Press, and grew a network of wholesale partners that included Anthropologie, Nordstrom and Macy’s. Those mass retail partners sell its agendas and other everyday items like tumblers and notebooks to a wide audience. That pays the bills. Bando’s online store, then, is an opportunity for co-founder and creative director Jen Gotch to experiment with her more wild design side, even if the results don’t sell as much. Gotch joined the Glossy Podcast to share how she grew a side business selling hair accessories into Bando, which has expanded to bags, accessories, art supplies and clothing.