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.

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 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