Director of Acquisitions and Master Leasing

Logistics - Role Type: Full-Time, Permanent - Role Environment: Remote, New York City, NY - Salary: $150,000 - $225,000/yr Day to Day Insight Global is looking for a Director of Hotel Acquisitions & Master Leasing to join a growing hospitality and short-term accommodation company on a full-time, permanent basis. This organization is entering a significant stage of growth as it expands its portfolio into hotel properties, with an initial focus on the New York City and New Jersey markets. This individual will serve as the company’s subject-matter expert for hotel master lease acquisitions and will be responsible for identifying hotel opportunities, developing relationships with property owners and intermediaries, evaluating prospective transactions, and leading deals from initial sourcing through negotiation and execution. The successful candidate must have personally sourced, negotiated, and closed hotel master leases in a previous role. This is not a traditional hotel operations or people-management position. The company is specifically looking for a hands-on deal professional who understands the entire hotel master leasing process and can leverage their experience to help establish and execute the company’s hotel acquisition strategy. This individual will utilize their existing market relationships and industry knowledge to identify both marketed and off-market opportunities. They will work directly with hotel owners, investors, developers, brokers, and other real estate stakeholders to develop a strong acquisition pipeline and help guide leadership through the complete deal lifecycle. Responsibilities Develop and execute a hotel master lease acquisition strategy, with an initial focus on the New York City and New Jersey markets. Source both marketed and off-market hotel master lease opportunities. Build and leverage relationships with hotel owners, investors, developers, brokers, and other hospitality and commercial real estate stakeholders. Establish and manage a pipeline of prospective hotel properties based on location, number of keys, commercial terms, operating potential, and overall deal viability. Lead opportunities through the full acquisition lifecycle, including sourcing, initial qualification, financial evaluation, negotiation, due diligence, and lease execution. Structure and negotiate master lease agreements and other commercially viable property arrangements. Evaluate individual opportunities and provide recommendations to company leadership regarding deal economics, potential risks, and next steps. Advise company leadership on the processes, relationships, resources, and market strategy required to build a scalable hotel acquisition function. Develop a repeatable approach for moving prospective properties from initial conversations through to executed agreements. Attend property tours, owner meetings, negotiations, and other market-facing meetings as required. Partner closely with company ownership as the internal expert on hotel acquisitions and master leasing. Must-Have Skills Previous experience personally sourcing, negotiating, and successfully closing hotel master lease transactions. Demonstrated track record of completing multiple hotel master lease deals. Strong understanding of the end-to-end hotel master leasing process, from deal sourcing through due diligence, negotiation, and agreement execution. Existing relationships within the hotel, hospitality, commercial real estate, or investment community that can be leveraged to uncover acquisition opportunities. Experience identifying and pursuing off-market hotel opportunities. Ability to engage directly with hotel owners, investors, developers, brokers, and other decision-makers. Strong understanding of how to evaluate prospective hotel opportunities based on factors such as location, property size/key count, lease structure, economics, and operating potential. Ability to independently build an acquisition pipeline and move deals forward without relying on an established internal acquisition infrastructure. Strong commercial negotiation and relationship-development skills. Ability to advise senior leadership and clearly communicate the strategy, risks, requirements, and economics behind prospective transactions. Nice-to-Have Skills Direct hotel acquisition or master leasing experience within New York City, New Jersey, or the broader Northeastern U.S. Existing relationships with independent hotel owners, hotel investors, family offices, developers, lenders, brokers, or hospitality-focused investment groups. Experience completing master lease transactions involving hotels with a significant number of rooms/keys. Previous experience with an alternative accommodation, extended-stay, serviced apartment, boutique hotel, or hospitality platform. Experience with different property agreement structures, including fixed leases, hybrid structures, revenue-sharing agreements, or management agreements. Experience supporting hotel repositioning, conversions, renovations, or rebranding initiatives. Experience helping a hospitality company enter a new market or significantly expand its real estate footprint.