Prior to launching his eponymous womenswear label, Maxwell entered the fashion industry as a stylist. He began assisting Deborah Afshani in 2009,[5] followed by Nicola Formichetti in 2010, where he was introduced to Lady Gaga, as Nicola was her stylist at the time. In 2012, Maxwell took on the role of Lady Gaga's fashion director.[6]
Maxwell has styled for magazines such as Harper's Bazaar, ELLE, V, Teen Vogue, and Porter. He has done ad campaigns for Barneys New York and Uniqlo. He was cited by The Hollywood Reporter as one of the top 25 stylists of 2015. Maxwell has collaborated with photographers such as Mario Testino, Inez & Vinoodh, Paola Kudacki, Giampaolo Sgura, Terry Richardson, and Steven Klein.
In 2015, Maxwell débuted his women's ready-to-wear label, Brandon Maxwell, in New York at Mr. Chow. With a focus on craftsmanship, the entire collection is designed in New York City. Maxwell crafted these garments by draping, rather than sketching, to ensure an ideal fit.[7]
While attending St. Edward's University, Maxwell met friend and collaborator Jessy Price. Together, Maxwell and Price photographed and directed their first commercial short film together for the Brandon Maxwell Fall/Winter 2016 campaign.[8] The success of this project lead them to directing Apple Music's commercial for Lady Gaga's song "A-Yo" from her 2016 album, Joanne. They have continued to direct campaigns for Maxwell's eponymous label that focus on highlighting the featured talent.
Maxwell revealed his spring 2019 collection, inspired by his fascination with cowboy culture and picturesque landscapes of the American Southwest.[9] Maxwell generated the highest earned media value during New York Fashion Week the week following his show, ahead of Ralph Lauren and Tom Ford.[10]
Maxwell released his Fall/Winter 2019 Collection, returning to a fundamental palette of black and white with accents of apple green and bright rose, after his more colorful previous collection. The runway show began with a number of day wear pieces and then transitioned into evening wear, finishing with a billowing silk ball gown.
Maxwell dressed Lady Gaga for the 2019 MET Gala.
Michelle Obama, Karlie Kloss, Jennifer Lawrence, Oprah Winfrey, Nicole Kidman, Jane Fonda, Viola Davis, Queen Rania of Jordan, and Kerry Washington, among many others, wear Maxwell's brand. The collection is sold in retail stores around the world, including Saks, Bergdorf Goodman, Moda Operandi, Harvey Nichols, Harrods, and Neiman Marcus.
Maxwell was awarded the 2020 AAFA Designer of the Year Award, 2019 Council of Fashion Designers of America (CFDA) Award for Womenswear, the 2019 FGI Fashion Star Award, the 2019 Texas Medal of Art Award, the 2018 Woolmark New York Semifinal Prize Award, the 2016 Fashion Group International Rising Star Award for Womenswear, the 2016 the CFDA Swarovski Award for Womenswear, and was named a finalist for the 2016 LVMH Prize.[11]
Maxwell has appeared as a judge on the 2019 re-launch of Project Runway on Bravo TV.[12]
In 2021, Maxwell was named Creative Director for two "elevated" fashion brands for Walmart. In this role, Maxwell oversees four seasonal collections annually for the labels Free Assembly and Scoop.[13]