In this episode of Rise Above the Ranks, host James Harris sits down with Ryan Serhant, founder and CEO of SERHANT, for a raw and revealing conversation about success, failure, and what it really takes to win in real estate. Ryan shares a perspective that may surprise many — that early in his career, he wishes he had focused less on passion and more on building success first, explaining that confidence, freedom, and fulfillment often follow momentum, not the other way around.

Ryan breaks down one of his most powerful beliefs: in real estate, your job is to lose — and every win is a bonus. From his unlikely start auditioning for a real estate reality show to surviving his first year in the industry during the 2008 financial crisis, Ryan reflects on how rejection, resilience, and relentless effort shaped his career. Together, James and Ryan explore what it means to be both happy and successful, the discipline behind sustained growth, and why embracing failure is essential to rising above the ranks.

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