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The RealReal Adds Executives From Fanatics, Sephora, and Square to Fuel Growth

The RealReal tapped the COO of Fanatics Commerce for its board and hired executives from Sephora and Square as it crossed $2 billion in annual resale sales.

Claire Beaumont3 min read
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The RealReal Adds Executives From Fanatics, Sephora, and Square to Fuel Growth
Source: retailboss.co
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The RealReal crossed into its next growth chapter with a sweeping set of leadership changes announced on March 9, 2026, built around a simple thesis: that the operational complexity of running the world's largest authenticated luxury resale marketplace now demands executives who have scaled some of the most demanding consumer platforms on the planet.

Jennifer McKeehan joined the Board of Directors effective March 6, with the appointment coming alongside the departure of Niki Leondakis. McKeehan currently serves as Chief Operating Officer of Fanatics Commerce at Fanatics, Inc., and brings extensive experience leading global operations and supply chain organizations, having previously held senior leadership roles at Walmart, Peloton, and The Home Depot, where she oversaw large-scale logistics and delivery platforms supporting millions of customers worldwide. Her CV reads like a blueprint for what The RealReal actually needs: she has served as COO of Fanatics Commerce since September 2024, and before that spent years at Walmart, where from August 2022 to August 2024 she served as Senior Vice President for Transportation and Delivery, Spark Driver Platform and Revenue. Prior to Walmart, she led global operations and supply chain at Peloton from October 2020 to August 2022, and before that spent over a decade at The Home Depot in roles culminating in Vice President of Supply Chain from 2016 to 2020. She holds a bachelor's degree in industrial engineering from the Georgia Institute of Technology.

McKeehan's term as a Class II director runs until the 2027 annual stockholder meeting, and she will also serve on the Board's Corporate Governance and Nominating Committee. As a non-employee director, she will receive an annual cash retainer of $35,000, paid quarterly, and an annual equity award of $165,000 in restricted stock units, with equity awards vesting after approximately one year.

Leondakis, who had served as a long-standing board member since 2019, resigned due to expanded professional and personal commitments. CEO Rati Sahi Levesque praised her contributions, saying her "steady leadership during an important chapter for The RealReal" was deeply valued.

The C-suite additions, announced three days after the board change, bring equal intentionality. Tiffany Stevenson joined as Chief People Officer, coming from executive leadership roles at Weight Watchers, Box, and Sephora, where she led global people strategy, organizational development, and culture initiatives supporting periods of growth and transformation. Her arrival from Sephora and Box brings a leader who has navigated rapid headcount growth and culture change at premium consumer brands, the precise profile required as The RealReal professionalizes its organization at scale.

AI-generated illustration
AI-generated illustration

Tom Hanrahan joined as Chief Revenue Officer, taking responsibility for revenue growth strategy across merchandising, supply acquisition, and commercial operations. Hanrahan previously spent 11 years at Square, where he held executive leadership roles launching new profit levers and scaling outbound sales initiatives. His decade-plus at Square in revenue building and outbound sales suggests The RealReal is focused on opening new commercial channels and driving consignment supply more aggressively.

Levesque was direct about the strategic logic. "These leadership additions reflect our continued investment in experienced operators who understand how to scale modern consumer and marketplace businesses," she said. "Tiffany and Tom each bring proven leadership from world-class organizations, strengthening our ability to drive sustainable growth while continuing to innovate within luxury resale."

The RealReal is the world's largest online marketplace for authenticated luxury resale, and the San Francisco-based company operates a full-service consignment model with virtual appointments, in-home pickup, drop-off, and direct shipping, using expert authentication and AI-driven pricing to scale its circular-economy luxury platform to more than 40 million members. In its most recent trading update, The RealReal logged fourth-quarter gross merchandise value of $616 million, up 22%, with the platform crossing the $2 billion mark in annual sales in 2025.

Earnings are forecast to grow 92.28% per year, which frames precisely why leadership focused on operations and revenue execution carries such weight at this stage. The shape of this hiring round, logistics expertise on the board, people strategy from a beauty retail veteran, and revenue architecture from a fintech builder, maps directly onto the unglamorous mechanics of turning a beloved platform into a consistently profitable one.

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