Glenn Kelman, the longtime CEO of Redfin and a key figure in tech-enabled real estate brokerage, has joined venture firm Greylock Partners as an executive in residence, the firm announced on Tuesday.

Kelman will work with Greylock portfolio founders on leadership development, go-to-market execution and company-building at scale, according to the announcement. His move to the venture firm comes less than a year after Rocket Companies closed its acquisition of Redfin in a deal valued at nearly $2 billion in July 2025.

Kelman led Redfin for nearly two decades, steering the company from a startup brokerage to where it is today, including through its initial public offering in 2017. 

Before Redfin, Kelman co-founded enterprise software firm Plumtree Software in 1997 and helped lead it through a 2002 IPO. 

Kelman’s new role formalizes a long-running relationship with Greylock. Partner James Slavet was an early investor and board member at Redfin and, according to the firm, played a “formative role” in Kelman’s development as a leader. Greylock said that history of “trust and partnership” underpins the work Kelman will do with current portfolio founders.

Kelman stepped down from his role as CEO of Redfin in mid-January 2026. 

In a post on LinkedIn, Kelman said the decision to leave was his and that he hoped to use all of the lessons learned at Redfin to do “something as good as Redfin, in a different field.”

This article was written by Brooklee Han and generated with the assistance of HousingWire Automation, then reviewed by a HousingWire editor before publication.