Managing Director, Fine Art Sales & Acquisitions

About Masterworks

Masterworks is a fintech platform that allows anyone to invest in SEC-qualified shares of multi-million dollar paintings by names like Banksy, Basquiat, and Picasso. Since launching in April 2019, we have securitized over $1.5 billion in world-class artworks.

Masterworks has been covered by major media publications such as The New York Times, CNBC, The Wall Street Journal, and the Financial Times.

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Our employees are based out of our offices at 1 World Trade Center in the Financial District of New York City and at our gallery, Level & Co., on the Upper East Side.

Position Overview

Masterworks operates a securitized art investment platform and, alongside it, a growing set of art-market businesses. For this case, the "Art Business" comprises three functions:

• Private Sales. Brokering artworks for private clients.
• Portfolio Acquisitions & Consignments. Sourcing and executing transactions for works to be listed on the investment platform, and selling works on behalf of investors, whether through the gallery or via consignment to other galleries.
• Collection Management. Storage, condition, conservation, insurance, and logistics for roughly $1.1B of held works.

The Managing Director will own all three functions: managing the team, running Acquisitions & Consignments, and owning Collection Management with operational excellence, and growing Brokerage into a leading secondary-market gallery business. This position reports directly to the CEO.

You Will Be Responsible For

Team Management:

• Building, managing, coaching, and developing a 20+ sales and operations team at varying levels of seniority
• Setting the strategy for all aspects of the art teams, including how to differentiate as a leading secondary market gallery
• Own compensation structure, goal-setting, promotions

Operations

• Building and refining processes for deal flow, counterparty vetting, business development and outreach, and negotiation
• Oversee Collection Management (storage, conservation, insurance, logistics) while giving the Collection Manager autonomy over day-to-day execution.
• Collaborating across departments including Product and Research to support acquisitions and sales strategy
• Managing any real estate expansions and operations related to the gallery

Growing Private Sales

• Maintaining a strong working knowledge of the market: recent sales, pricing trends, collector and advisor activity
• Driving team goals, adjusting business strategy as needed
• Unlock new revenue opportunities, deal sourcing channels, and client acquisition strategies

In The First 90 Days, You Will

• Get fully up to speed on Masterworks sales and acquisitions criteria, process, budget, and the Masterworks collection
• Establish clear performance frameworks and near-term goals through 2027
• Build trust and working relationships with each current member of the art team

Requirements

• 10+ years in a leadership role at a leading gallery, auction house, or art business with specific revenue responsibility
• At least 3 years managing or leading a sales team, with a desire to continue in a leadership rather than xhyhwjd sales role
• Understanding of the Post-War and Contemporary Art market, especially $1M+ segment
• Comfortable overseeing specialized functions (e.g., collection logistics, conservation) — trusting expert judgment day-to-day while maintaining accountability for outcomes and knowing when to step in
• Strong instincts for people — who to trust, how to develop talent, and how to read the advisor and collector landscape
• Direct, low-ego communication style; you give clear feedback and take it the same way
• Highly organized, proactive, and comfortable operating across both the qualitative and quantitative sides of the business
• Excellent verbal and written communication skills

Additional Requirements

• Must be eligible for full-time US employment — no exceptions
• Must be able to work from our NY office — this is not a remote role

Benefits At Masterworks

• Free admission to art museums and galleries
• Daily catered lunch
• Health, dental, and vision coverage with FSA options
• PTO, Paid Parental Leave, and 401k