Brady Stump

Brady Stump is a lifelong entrepreneur and business builder, currently serving as Co-Founder of Stakeholders VR Supergroup, a pioneering private equity-backed initiative uniting top-tier vacation rental property managers across North America. With a deep belief in local excellence, servant leadership, and long-term value creation, Brady is helping redefine what it means to scale in hospitality, putting independent brands at the center of a new model designed for both operational excellence and wealth creation.

Brady was part of the founding team at Vacation Brands, which later merged with Property Brands to create Inhabit, one of the largest proptech software platforms in North America. In 2018, he helped lead the acquisition of 11 companies in just 18 months, building a category leader backed by investors including Blackstone, Goldman Sachs, PSG, GSV, and Insight Partners. Before Inhabit, Brady founded RentalGuardian, an insurtech platform focused on short-term rentals that was later acquired by Inhabit. His entrepreneurial journey began with Vintage Estates and Vintage Escapes, a Pawleys Island real estate and vacation rental firm affiliated with Christie’s International Real Estate.

Known for his ability to spot market inflection points and rally high-performing teams around big ideas, Brady blends strategic thinking with hands-on operating experience. From launching startups to scaling growth-stage companies and leading M&A efforts, his background spans software, insurance, property management, and real estate. He is also an active investor and advisor to a variety of early-stage ventures, including tech startups and property management companies such as Sea Mountain Vacations.