The Slow Build Behind Selling Sunset and a $Billion Brand

In this episode of Rise Above the Ranks, James Harris sits down with Jason Oppenheim for a candid conversation about building a career with pride, patience, and purpose. Jason shares how leaving law for real estate unexpectedly made him happier—and why treating every listing with care became the foundation of his success. From starting with modest deals to steadily building a reputation in the Hollywood Hills, Jason explains how consistency and integrity shaped one of Los Angeles’ top brokerages.

They also unpack the moment that changed everything: a simple ad in The Hollywood Reporter declaring the Oppenheim Group the number one team—an ad that ultimately sparked Selling Sunset and Selling the OC. Jason offers perspective on today’s real estate market, the challenges of downturns, and why long-term thinking matters more than hype. This is a conversation about slow growth, self-belief, and building something that lasts.

Be sure to explore Estate Elite, the premier membership for agents serious about breaking into luxury real estate. Learn directly from industry leaders Josh Flagg, Tracy Tutor, Glennda Baker, James Harris, and David Parnes.

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