Gregory J. Lesak Jr. - Jacksonville, FL

Gregory J. Lesak, Jr. – Experienced Legal Strategist & Trusted Advisor

With over two decades of experience, Gregory J. Lesak, Jr. has built a distinguished career in legal services, focusing on business law, real estate, and complex contract negotiations. As the Managing Partner at Lesak, Hamilton, Calhoun & Pontieri, he is forward thinking in legal strategy, contract drafting, dispute resolution, and technology integration, ensuring innovative and effective solutions for his clients.

Proven Leadership in Business & Real Estate Law

Before becoming managing partner for Lesak, Hamilton, Calhoun & Pontieri, Mr. Lesak held key leadership roles at top legal and corporate institutions, including:

• Founding member of Lesak, Hamilton, Calhoun & Pontieri (2022-2025)
• Special Counsel at Jimerson Birr PA (2021–2023)
• Counsel at Gartner, Brock & Simon (2022–2023)
• Legal Counsel & Litigation Manager at Regency Centers (2009–2021), where he specialized in contract drafting, negotiations, and dispute resolution
• Associate Attorney in commercial litigation at Volpe, Bajalia, Wickes, Rogerson & Wachs PA (2004–2009) and Pappas, Metcalf, Jenks & Miller PA (2003–2004)

His extensive experience in both corporate and private practice settings allow him to anticipate legal challenges, minimize risk, and provide strategic counsel tailored to business owners, developers, and investors.

Academic Excellence & Professional Credentials

Mr. Lesak’s strong financial and legal foundation began with dual bachelor’s degrees in finance and real estate from Florida State University in 2000. He later earned his Juris Doctor with high honors from Florida State University College of Law in 2003, earning six book awards and the prestigious Golden Key Honor Society.

He is:

• Board-Certified in Real Estate Law by The Florida Bar (an elite distinction held by a select number of attorneys)
• A Licensed Title Agent, ensuring seamless real estate transactions
• Admitted to practice in the Northern, Southern, and Middle Districts of Florida federal courts
• Florida Supreme Court Qualified Arbitrator

Commitment to Community & Mentorship

Beyond his legal practice, Mr. Lesak is dedicated to giving back. He actively supports the United Way and is a member of the International Council of Shopping Centers.

A strong believer in mentorship, he credits much of his success to the guidance of experienced attorneys who helped shape his career. Today, he is passionate about mentoring young lawyers and fostering a collaborative, client-focused legal practice.

Looking Ahead: Growth & Innovation

Mr. Lesak’s career has been defined by innovation, adaptability, and a results-driven approach. From managing real estate transactions valued at nearly $1 billion early in his career to building his own firm, he remains committed to expanding the capabilities of Lesak, Hamilton, Calhoun & Pontieri for its clients, embracing new legal challenges, and continuing to provide strategic legal solutions that empower his clients to succeed.