Free Webinar | September 13: How To Build A Billion-Dollar Business How do you build a billion-dollar business? Watch now for this free on-demand webinar and learn from Redfin CEO Glenn Kelman →

By Jason Nazar

Opinions expressed by Entrepreneur contributors are their own.

Despite COVID-19 shutting down the entire housing market in early 2020, it came booming back with feverish demand just a few months later; U.S. homes sold faster and at higher prices than ever that year. Our next Leadership Lessons episode features one of the most recognizable names in the real estate industry who disrupted the traditional brokerage firm: Glenn Kelman, CEO of Seattle-based tech-powered real estate company Redfin (NASDAQ: RDFN).

Kelman's hybrid business model of using both innovative technology and human expertise – he oversees more than 5,000 real-estate agents across the country and a team of data scientists and economists – has saved customers more than $1 billion in commissions since it launched in 2006. In 2021, the company generated $1.9bn in revenue, representing 117% annual growth. Serving more than 100 markets across the U.S. and Canada, it boasts 53 million average monthly users on the website and app.

Series host Jason Nazar speaks with Kelman about his experience leading the company five years after its IPO, in addition to the hardest leadership lessons he learned over his 25-plus year career. Topics of discussion include:

  • Disrupting a traditional industry
  • Building a billion-dollar business
  • Trends in the real estate market
  • Taking a company public
  • How to be "The Great Exhilarator"
  • A CEO's most valuable trait
  • Identifying your weaknesses & overcoming them

Watch Now

About the Speaker:

Glenn Kelman has been the CEO of Redfin since 2005. Prior to joining Redfin, he was a co-founder of Plumtree Software, a Sequoia-backed, publicly traded company that created the enterprise portal software market. In his seven years at Plumtree, he at different times led engineering, marketing, product management, and business development; he also was responsible for financing and general operations in Plumtree's early days. Prior to starting Plumtree, he worked as one of the first employees at Stanford Technology Group, a Sequoia-backed start-up acquired by IBM. Glenn was raised in Seattle and graduated from the University of California, Berkeley.

Jason Nazar is co-founder/CEO of Comparably, a leading workplace culture employee review site. A serial entrepreneur, investor and advisor, he was previously co-founder/CEO of Docstoc (acquired by Intuit). Jason was named one of Los Angeles Business Journal's Most Admired CEOs and appointed the inaugural Entrepreneur in Residence for the city of Los Angeles in 2016. The Los Angeles native received his B.A. from UC Santa Barbara and his J.D. and MBA from Pepperdine University.

Jason Nazar

Entrepreneur Leadership Network® VIP

Comparably Co-Founder & Serial Tech Entrepreneur

Jason Nazar is a serial tech entrepreneur, investor and advisor with two successful exits under his belt. Most recently he was co-founder/CEO of Comparably (acquired by ZoomInfo), a leading workplace culture and employee review site. Prior to that, he was founder/CEO of Docstoc (acquired by Intuit).

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Business Solutions

Say Hello to the PDF Multi-Tool You Didn't Know You Needed

Get lifetime access to UPDF for just $47.99—the best price online right now.

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Business News

Zillow Predicts These 10 Places Will Have the Hottest Housing Markets in 2025

Zillow predicted that the hottest housing market of 2025 will be Buffalo, New York. Here's why.

Business Culture

It's Time to Rewrite Your Company's Values — Here's How

Most companies' values are forgotten or disconnected from daily operations. By rethinking and co-creating values with your team, you can transform them into actionable tools that align behavior, build trust and drive performance.

Business News

These Are the 10 Highest-Paying Jobs That Only Require a 2-Year Degree — With Some Around $100,000 and Higher

People with two-year degrees may see career growth in the healthcare, aviation, and technology industries over the next 10 years, according to a new report.