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Managing Director, Head of Direct Investments

Yieldstreet - New York, NY, United States - In-office - posted 2026-08-27

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Willow Wealth, a leading private markets investment platform with $6.9B+ invested since inception, is seeking a Managing Director, Head of Direct Investments to lead the company's direct investing strategy across private credit, real estate, and private equity. This is a strategic hire reporting directly to the CIO and serving as a key member of the investments team. The Head of Direct Investments will be responsible for setting long-term investment vision and driving new originations in direct investments. The role is instrumental in Willow Wealth's evolution into a marketplace for retail investors to locate and evaluate private investments across the risk spectrum. Key responsibilities include: • Developing and executing the direct investment strategy across private market assets • Sourcing, evaluating, and closing direct deals to populate the marketplace • Forging and deepening relationships with top-tier investment managers • Identifying and structuring differentiated investment opportunities • Ensuring the platform delivers on both performance and accessibility for retail investors • Managing internal and sub-advisory teams overseeing the existing portfolio of assets • Earning investor trust through consistent performance, clear communication, and ongoing education The ideal candidate will have deep experience in private markets investing, a track record of successful deal sourcing and structuring, and the ability to translate complex investment opportunities for a retail audience. This role requires strategic thinking, relationship management, and the ability to build and lead high-performing teams.

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