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Leadership Team

Greg Slater

Greg Slater

Executive Director (CEO)

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Greg Slater serves as the Executive Director & CEO of the Tampa Hillsborough Expressway Authority (THEA), where he leads one of Florida’s most innovative and dynamic transportation agencies. At THEA, he oversees an award-winning system that includes the Selmon Expressway, Meridian Avenue, Brandon Parkway, and the Selmon Greenway, serving nearly 4 million customers annually. He is advancing a $752 million capital program that strengthens regional connectivity, improves daily travel, and enhances system performance, while evolving THEA’s groundbreaking Connected Vehicle Pilot into today’s AI-driven, data-integrated system-of-the-future investments.

With nearly three decades of experience, Slater previously served as Secretary of the Maryland Department of Transportation (MDOT), where he oversaw a complex multimodal network spanning 17,000 lane miles of highways, 2,500 bridges, toll facilities, tunnels, BWI Thurgood Marshall Airport, the Port of Baltimore, motor vehicle services, and statewide transit. 

Widely recognized for his leadership, including honors on the Tampa Bay Business Journal’s Power 100 list, the Top 25 to Watch, and Florida Trend’s Florida 500, Slater is steering THEA with fiscal discipline, community value, and regional impact, all while advancing the agency’s mission of enhancing lives by connecting communities. He is a nationally recognized voice on mobility, transportation technology, and innovative project delivery. 

Professional photo of Amy Lettelleir, Esquire, Chief Legal Officer

Amy Lettelleir

Chief Legal Officer

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Amy Lettelleir serves as THEA’s Chief Legal Officer, providing strategic legal, regulatory, and transactional counsel that supports the agency’s capital program, executive leadership, and Board of Directors. At THEA, she plays a central role in developing legal strategies for bond issuances, major procurements, public-private partnership structures, and project delivery methods, while also providing guidance on risk management and policy development. 

She joined THEA in 2017 as Chief Financial Officer, where she oversaw financial operations and helped strengthen the agency’s fiscal position and credit profile before transitioning into her current legal leadership role. With more than 30 years of experience in public finance, municipal law, and infrastructure-related transactions, her career includes advising governments and special districts on complex bond transactions, procurement structures, and project delivery mechanisms.

A member of the Florida Bar for more than 25 years, Lettelleir brings a unique blend of legal depth, business acumen, and public-sector experience to THEA’s executive team. She is a graduate of the International Bridge, Tunnel & Turnpike Association (IBTTA) Leadership Academy and a current member of the IBTTA Board of Directors.

Professional photo of Jeff Seward - Chief Financial officer

Jeff Seward

Chief Financial Officer

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Jeff Seward serves as Chief Financial Officer for THEA, where he directs financial strategy, debt management, capital planning, procurement, and organizational performance. His leadership supports THEA’s ability to deliver a billion-dollar capital program while ensuring strong fiscal stewardship, long-term financial stability, and responsible investment of toll payer revenue.

With more than 30 years of experience across government, private industry, and the military, Jeff brings deep expertise in long-range financial forecasting, credit management, auditing, and enterprise system modernization. At THEA, he has overseen major financial initiatives and process modernization efforts that have contributed to strong credit ratings, a market outlook upgrade, robust reserves, diverse investment strategies, and consistent recognition from the Government Finance Officers Association for excellence in financial reporting. Prior to joining THEA, Jeff served as Chief Executive Officer of the Hillsborough Regional Transit Authority (HART) and Chief Financial Officer of the Sarasota Board of County Commissioners, managing complex budgets, economic development strategies, and financial operations.

Jeff holds a master’s degree in public administration and is a Project Management Professional (PMP) and Six Sigma Black Belt. He is recognized for his strong analytical skills, fiscal discipline, and commitment to financial transparency and accountability.

Professional photo of Tim Garrett, Chief Operating Officer

Tim Garrett

Chief Operating Officer

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Tim Garrett serves as THEA’s Chief Operating Officer, overseeing day-to-day operations, program delivery, organizational performance, and cross-departmental coordination. In this role, he ensures that THEA’s programs are delivered efficiently, safely, and aligned with agency-wide strategic goals that support customer experience, system reliability, and regional mobility.

With more than 30 years of experience in engineering, tolling, ITS, and transportation systems, Tim’s background spans large-scale design, planning, technology deployment, and operations management across public agencies and private-sector organizations. He has led major programs involving ITS development and deployment, roadside and back-office tolling system installations and upgrades, and complex operations and program management initiatives.

A licensed Professional Engineer (PE) and Project Management Professional (PMP), Tim is also a graduate of the IBTTA Leadership Academy and the Florida Engineering Leadership Institute. He is recognized for driving operational excellence and fostering a high-performance culture across multidisciplinary teams.

Professional photo of Keisha Boyd - Director of Communications

Keisha Pickett Boyd

Director of Strategy, Communications, and Community Engagement

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Keisha Pickett Boyd serves as THEA’s Director of Strategy, Communications & Community Engagement, leading the agency’s public voice, executive messaging, and community engagement efforts. She oversees communications for major infrastructure initiatives and develops outreach strategies that build trust with neighborhoods, partners, and stakeholders across Tampa Bay. She has been instrumental in developing and executing communication plans for several THEA projects and initiatives, including the opening of the East Selmon Slip Ramps, the South Selmon Capacity Project, THEA’s Work Program, and the US 301 Pre-PD&E Study. 

With more than 25 years of experience in journalism, public relations, marketing, and stakeholder outreach, Keisha has collaborated with national media outlets and major brands nationwide. Her work has consistently focused on building credibility, strengthening stakeholder relationships, and translating complex issues into clear, people-centered communications.

Keisha is a five-time Griot Drum Journalism Award winner and has been recognized among Tampa Bay’s Most Influential People. She serves on the board for the Conference of Minority Transportation Officials Central Florida, on the cabinet for Leadership Tampa Alumni, and is a member of Women in Transportation, the National Association of Government Communicators, the National Association of Black Journalists, the International Association of Public Participation, and Leadership Tampa Alumni.

Professional photo of Shari Callahan - Director of Information Technology and Security

Shari Callahan

Director of IT and Security

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Shari Callahan serves as THEA’s Director of IT & Security, overseeing enterprise technology systems, cybersecurity, network architecture, and mission-critical ITS infrastructure. Since joining THEA in 1998, she has led the agency’s IT environment transformation from a four-computer startup to a modern, cloud-based, resilient technology ecosystem that supports all departments.

Her expertise spans network engineering, systems security, database management, tolling and ITS networks, and enterprise technology operations. Shari directs system modernization initiatives, cybersecurity frameworks, cloud optimization, and technology risk management, ensuring reliable communications across field systems, customer-facing platforms, and operational control systems. She has been instrumental in delivering THEA’s Disaster Recovery and Cybersecurity Programs to safeguard customers, users, and data while advancing the agency’s innovation strategy.

A Project Management Professional (PMP) certified technology leader, Shari has completed extensive technical and management training and is recognized for her hands-on approach to systems design and operational resiliency. She is a member of the Leadership Tampa Class of 2026 and is active with Women in Technology. 

Professional photo of Greg Deese - Director Operations and Engineering

Greg Deese

Director of Operations and Engineering

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Gregory Deese is the Director of Operations and Engineering at the Tampa Hillsborough Expressway Authority (THEA), bringing more than 20 years of experience in civil engineering, transportation construction, and infrastructure maintenance. A licensed professional engineer, Deese has dedicated his career to public service, with prior roles at the Florida Department of Transportation (FDOT) and the Manatee County Port Authority.

During his 19-year tenure at FDOT’s Tampa office, Deese led high-profile projects including the Gateway Expressway, Howard Frankland Bridge replacement, and the Tampa Downtown Interchange. He also oversaw the bridge inspection and rehabilitation program, managing preservation work on iconic structures like the Bob Graham Sunshine Skyway Bridge. Deese played a key role in emergency response operations, directing post-hurricane inspections and managing rapid traffic restoration efforts.

Known for his innovative problem-solving and commitment to mentorship, Deese served as project manager for Florida’s first phased design-build project—the Tampa Westshore Interchange—and contributed to several statewide task teams to enhance construction practices. He is also a respected educator, having taught extensively at FDOT’s Construction Academy.

Deese holds bachelor’s and master’s degrees in civil engineering from the University of South Florida, where he first connected with THEA through graduate research on the Reversible Lanes bridge. At THEA, he is focused on advancing operational excellence, infrastructure resiliency, and engineering innovation.

Professional photo of Bob Frey - Director of Planning and Innovation

Robert Frey

Director of Planning and Innovation

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Bob Frey serves as THEA’s Director of Planning & Innovation, leading long-range planning, innovation initiatives, and future-corridor development. His work guides the agency’s transportation strategy by integrating technology, safety, and system performance into project development. Bob works closely with federal partners, technology firms, research institutions, and regional transportation agencies to advance projects that improve reliability, safety, and customer experience, supporting THEA’s vision of a fully integrated, adaptable system of the future.

With expertise in transportation planning, Intelligent Transportation Systems (ITS), and data-driven system design, Bob leads feasibility studies, innovation pilots, safety technology deployments, and corridor planning frameworks. 

Bob’s leadership reflects deep experience in collaborative planning, emerging technology integration, and forward-looking mobility strategies that strengthen regional connectivity and system performance.

Professional photo of Lisa Pessina, Director of Finance and Accounting

Lisa Pessina

Director of Finance and Accounting

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Professional photo of Raul Rosario - Director, Toll Technology and Customer Experience

Raul Rosario

Director of Toll Technology and Customer Experience

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Raul Rosario serves as THEA’s Director of Toll Technology & Customer Experience, overseeing toll system operations, technology modernization, customer service platforms, and tolling project delivery. In this role, he directs tolling initiatives and system performance improvements that support nearly 4 million annual transactions.

With more than 20 years of experience in tolling and business operations, including a decade leading programs for a major toll integrator, Raul brings deep expertise in dynamic pricing, toll system upgrades, back-office modernization, and field system operations. He has led major tolling programs across the Mid-Atlantic region, delivering advanced dynamic pricing systems, HOV lane management programs, Software-as-a-Service (SaaS) platforms, and next-generation tolling solutions.

Raul is recognized for his leadership in modernizing toll operations, advancing customer-facing technologies, and ensuring accurate, reliable, and seamless toll collection across complex, high-volume toll facilities.

Emma Antolinez

Toll Operations Manager

Toni Atkinson

Procurement Manager

Julie Aure

Administrative Services Manager

Joe Ferreira

Field Services Manager

Sally Fisher

Project Manager

Elizabeth Gray

AP Manager

Gary Holland

Toll Systems Manager

Pedro Leon

IT Manager

Rachel Lord

Project Document Manager

Brian McElroy

Operations Project Manager II

Chaketa Mister

Administrative Specialist II

Frederick Pekala

Customer Service Experience Manager

Anna Quiñones

Project Manager

Brian Ramirez

Project Manager

Krishna Moukthika Rentala

Business Analyst

Szabina Szenassy

Accountant II

Charlene Varian

Executive Assistant to CEO

Felipe Velasco

Systems Architect

Judith Villegas

ITS Manager

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