Senior Commercial Underwriter

About the role

Fidelity National Financial – Florida Agency’s Underwriting Department seeks a customer-service-focused Senior Commercial Underwriting Counsel for their Maitland, FL office.

Duties & Responsibilities

• Analyze and underwrite complex commercial transactions, including multi-site and multi-state matters
• Evaluate risk and determine insurability, including appropriate requirements, exceptions, and endorsements
• Identify legal and title risks and develop practical, insurable solutions
• Serve as a primary point of contact for agents, examiners, and escrow teams on commercial files
• Respond to a high volume of underwriting inquiries via phone and email, often under tight deadlines
• Provide clear, practical guidance on title and closing issues
• Support resolution of underwriting issues impacting closings
• Mentor junior underwriters, examiners, and agents
• Develop and deliver training on underwriting topics, best practices, and emerging risks
• Contribute to underwriting manuals, bulletins, and internal guidance materials
• Build strong relationships with agents, attorneys, and internal stakeholders
• Support business development by delivering underwriting solutions that facilitate transactions while protecting the company
• Participate in client-facing discussions on complex deals when needed

Minimum Requirements

• Juris Doctor (JD) from an accredited law school
• At least 15 years’ experience in commercial title insurance underwriting or commercial real estate law
• Deep understanding of title insurance policies, endorsements, and underwriting practices, preferably in Florida
• Prior experience with high-liability or national commercial transactions
• Experience working with title agents, national accounts, or multi-state transactions
• Demonstrated ability to present to groups and deliver clear, engaging webinars on complex topics
• Excellent communication and collaboration skills
• Decisive and self-driven, with a strong focus on responsiveness and delivering practical, high-quality service to agents and internal partners
• Active Florida Bar membership preferred; otherwise, must qualify for and obtain Authorized House Counsel status with the Florida Bar within 90 days of employment
• Strong analytical and risk assessment skills with demonstrated ability to synthesize the full transactional picture and deliver solution-oriented guidance that facilitates successful closings while appropriately managing risk
• Demonstrated commitment to the role, including reliable availability during standard business hours
• Collaborative and team-focused professional who fosters a positive, constructive work environment

Key Competencies

• Risk judgment: Ability to balance business objectives with sound underwriting discipline
• Communication: Clear, confident, and practical guidance to agents and stakeholders
• Problem-solving: Creative, solution-oriented approach to complex title issues
• Leadership: Ability to mentor and influence others without direct authority
• Responsiveness: Ability to manage high-volume inquiries with competing priorities promptly