In 2009, Hyman co-founded Rent the Runway with Jennifer Fleiss, aiming to provide women access to designer fashion without the necessity of ownership. Under her leadership, the company has partnered with over 600 designer brands and expanded its offerings to include a subscription service, allowing members to rent clothing and accessories on a regular basis.​

Before founding Rent the Runway, Hyman held positions at various companies, including serving as Director of Business Development at IMG, where she focused on creating new media businesses for IMG's fashion division. She also ran an online advertising sales team at WeddingChannel.com and was an in-house entrepreneur at Starwood Hotels, where she created Starwood’s first wedding business.

Hyman's wealth primarily stems from her significant ownership stake in Rent the Runway. The company's innovative business model and successful funding rounds have contributed to its substantial valuation, directly impacting her financial standing. Specific figures regarding Hyman's current net worth are not publicly disclosed. However, under her leadership, Rent the Runway achieved a valuation of $1 billion in 2019 and went public in 2021.​