Director, Transactions & Leasing

Fidelity • Boston, MA

2d • Onsite

About The Position

The Role Are you ready to play a key role in shaping Fidelity’s retail real estate strategy and portfolio? As Director of Transactions and Leasing, you will drive complex deal strategy, influence senior stakeholders, and deliver solutions that align with evolving business priorities. This is an opportunity to operate at a strategic level while remaining close to execution and market dynamics. You will also bring your deep experience working for national retailers to inform site strategy, lease structuring, and market positioning across Fidelity’s footprint. This role is responsible for leading and executing complex real estate transactions, including lease negotiations, renewals, restructures, extensions, and relocations across a retail national portfolio. Responsibilities include developing and implementing transaction strategies, partnering with business leaders to align real estate decisions with workforce and operational needs, and overseeing transactions from initial underwriting through execution and close. The role involves managing broker relationships, negotiating directly with landlords and ownership groups, coordinating with legal and finance teams, and ensuring consistency with corporate real estate strategy. Additional responsibilities include analyzing market conditions, evaluating financial structures, identifying risks and opportunities, and supporting portfolio optimization initiatives.

Requirements

• Significant experience in commercial real estate transactions, leasing, or and contract negotiations for large national retailers
• Demonstrated success negotiating complex lease agreements and driving transaction strategy
• Strong financial and analytical skills, including lease analysis and structuring
• Experience managing brokers and external service providers
• Ability to influence and communicate effectively with senior internal stakeholders
• Strong organizational skills with the ability to manage multiple concurrent transactions

Nice To Haves

• Bachelor’s degree or equivalent experience (preferred)

Responsibilities

• Leading and executing complex real estate transactions, including lease negotiations, renewals, restructures, extensions, and relocations across a retail national portfolio.
• Developing and implementing transaction strategies.
• Partnering with business leaders to align real estate decisions with workforce and operational needs.
• Overseeing transactions from initial underwriting through execution and close.
• Managing broker relationships.
• Negotiating directly with landlords and ownership groups.
• Coordinating with legal and finance teams.
• Ensuring consistency with corporate real estate strategy.
• Analyzing market conditions.
• Evaluating financial structures.
• Identifying risks and opportunities.
• Supporting portfolio optimization initiatives.

Benefits

• Comprehensive health care coverage
• Emotional well-being support
• Market-leading retirement
• Generous paid time off
• Parental leave
• Charitable giving employee match program
• Educational assistance including student loan repayment, tuition reimbursement, and learning resources to develop your career

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: Associate degree