AUSTIN, Tex. – July 28, 2022 – Milestones (, the all-in-one homeowner portal making it easier for consumers to buy, move, sell, and manage their home, raised $10.3 million in Series A funding. Updater, the national leader in moving technology, led the investment round. The raise comes after three years of product development in stealth mode and will help fuel a rapid go-to-market strategy. Other strategic investors in the round include Second Century Ventures (the strategic investment arm of the National Association of REALTORS®), Peerage Capital, McLaughlin Ventures, WAV Group Ventures, T3 Partners, and Sellers Shield, as well as individuals and other large brokerages.

Milestones is the first technology firm to deliver a home ownership portal similar to consumer offerings for managing healthcare, personal finance, and education. Milestones monitors the value of your home, provides search for homes for sale, and even manages the transaction when you are ready to sell your home. Milestones is available to consumers at no cost, in partnership with real estate professionals in brokerage, mortgage, title, and insurance.

The most significant benefit to consumers is having the support of their real estate advisors in managing home ownership between transactions. “Managing a home is complicated,” says Dustin Gray, Milestones Founder and CEO. “The average home has more than 150 systems that need to be maintained and consumers need help keeping it all organized. Gutters need to be cleared, water filters replaced, concrete sealed, dryer vents cleaned and so on. Milestones has checklists for all of it, complete with DIY videos, or access to professionals who will do it for you.”

“Convenience and simplicity are core to the Updater mission” says David Greenberg, Founder and CEO of Updater, the nation’s leading relocation technology platform. “With our shared vision for simplifying the complex homeownership processes, Updater’s investment in Milestones is a natural fit.” “It is gratifying to see a wide spectrum of the real estate industry support such a profound effort to better serve consumers,” says Dave Garland, Managing Partner at Second Century Ventures, the venture capital arm of the National Association of Realtors®. “This investment represents our focus on promoting innovation in the real estate industry and its supported verticals.”

Milestones Board of Directors Announced

Joining the Board of Directors for Milestones will be Dustin Gray, Milestones Founder and CEO; David Greenberg, Founder and CEO of Updater; Brian Maughan, EVP of FNF; Mark A. McLaughlin, CEO of McLaughlin Ventures; and Scott Gordon, CEO of Open Mortgage.


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