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Director, Commercial Real Estate

YieldstreetFull Time$200k – $230k
Posted yesterdayDeadline: Aug 25, 2026External listing
Job Details
Curator Summary

You'll evaluate and execute commercial real estate investment opportunities across the entire capital structure (equity, debt, preferred equity, funds) for Willow Wealth's platform, working closely with the new CIO to source deals, underwrite transactions, and manage assets across North America. The role demands 5-10 years of real estate investment experience with strong financial modeling skills, offering significant growth potential on a small, flat team launching a new investment vertical.

About the Role

Director, Commercial Real Estate

About Willow Wealth

Willow Wealth is a leading private markets investment platform. We believe that private markets investment products should be a fundamental part of your portfolio. That's why we're expanding access to make it easier to get started. We partner with experienced investment managers to provide investors with a wide range of opportunities across real estate, venture capital, private equity, art, short-term notes, and more. All of our offerings are curated and vetted by our team to help investors diversify away from the stock market.

About the Role

Join Willow Wealth's new Chief Investment Officer as a Director, Commercial Real Estate in our New York office. You will work with the CIO to identify, analyze, execute, and manage various CRE investment opportunities across North America supplied by investment partners. These investments may comprise equity, debt, pref equity, 3rd party funds, and co-invest opportunities. You will need to possess relevant experience and a vested interest in working on complex transactions across property types and the entire capital structure. Willow Wealth has a highly flexible mandate in terms of target geographies, asset classes, and investment structures. You will be working on a small team with significant growth runway, providing candidates with the opportunity to work in a flat environment that encourages team members to expand their skillsets.

Key Responsibilities

  • Screening, reviewing the underwriting of real estate investment opportunities across the capital stack and in various geographies
  • Reviewing investment memorandums / presentations detailing deal merits, financial metrics, risks and mitigants, and market data
  • Executing transaction legal documentation and deal closing & funding
  • Providing ongoing asset management in partnership with investment partners
  • Interface with significant limited partners regarding investment opportunities and existing positions
  • Build and maintain relationships with potential partners and industry participants
  • Work in collaboration with various departments (such as Marketing, Digital, Operations, etc.) to facilitate the closing and launch of transactions on Willow Wealth's platform
  • Traveling as needed for the role

Qualifications

  • 5-10 years of investment experience in real estate investments
  • Experience in real estate asset management - experience with opportunity zone investments preferred
  • Extensive complex financial modeling experience and strong understanding of finance / real estate concepts
  • Experience with transactions involving multi-tiered capital structures, joint venture waterfalls or similar structures
  • Familiarity with major concepts and structures in loan documents, intercreditor agreements and joint venture agreements
  • Strong conceptual and analytical skills, with an ability to envision the "big picture" while maintaining a hands-on approach and close attention to detail
  • Excellent verbal and written communication, presentation, and interpersonal skills with a demonstrated ability to work effectively at all levels within an organization
  • A proactive self-starter mindset with an ability to manage competing workstreams / deliverables in a fast-paced environment
  • Ability to work seamlessly in a cross-functional team environment spanning multiple disciplines

What's in it for you

  • Competitive compensation package, including equity
  • Health, dental & vision coverage with FSA/HSA options
  • Unlimited PTO
  • 401k match
  • Commuter benefit
  • Life insurance
  • Wellness stipend

This is a New York-based role. The base salary range for this position is USD 200,000 to 230,000 annually, depending on experience and qualifications. This role is eligible for a discretionary bonus and equity compensation as part of the total compensation package.

About Yieldstreet
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Yieldstreet
Marketplace

Yieldstreet (now Willow Wealth) is an alternative investment platform that gives accredited and retail investors access to private market asset classes including art, real estate, private credit, and private equity. Founded in 2015 and headquartered in New York City, the platform has facilitated over $6 billion in cumulative investments across more than 500,000 members. Yieldstreet acquired Athena Art Finance, making it a significant player in art-backed lending and art equity funds for collectors and investors.

Location
New York, NY
Type
Marketplace
Job Details
Type
Full Time
Location
Salary
$200k – $230k
Posted
Jul 26, 2026
Deadline
Aug 25, 2026