Robee BERRY
Tampa,USA
Summary
Dynamic leader with a proven record at USAA, generating $4.8M in benefits through strategic underwriting initiatives. Skilled in performance benchmarking and employee development, promoting cross-team collaboration. Recognized for innovative program optimization and enhancement of member experiences while ensuring compliance with regulations.
Overview
21
21
years of professional experience
1
1
Certification
Work History
DIRECTOR, Underwriting Research
USAA
Tampa, FL
04.2022 - Current
- Drove $4.8M in PTI benefit by strategically managing Property Underwriting Policy and Acceptability Guidelines in 2024.
- Served as a public spokesperson at industry events or conferences.
- Spearheaded execution of key underwriting initiatives, including automated rule development and program optimization.
- Directed underwriting team through Department Of Insurance product filing objections effectively.
- Coordinated cross-departmental resources to enhance productivity levels across operations.
- Assessed employee performance against established benchmarks or targets.
- Monitored market conditions and competitor activities to guide strategic business decisions.
- Developed and implemented plans to achieve organizational objectives consistently.
- Led cross-functional teams in crafting innovative solutions for complex challenges.
- Optimized Insurance to Value program, enhancing data accuracy and regulatory compliance.
- Serve on multiple Property Insurance Boards
PRODUCT MANAGEMENT DIRECTOR
USAA Insurance Agency
Tampa, FL
08.2018 - Current
- Successfully managed six Property & Casualty product lines (windstorm, mobile home, dwelling fire, specialty home, builder’s risk, earthquake, and umbrella) across 50 states and D.C., leveraging strong analytical skills to drive profitable growth.
- Increased 2021 written premium by over 13% ($12M) through strategic expansion, including entry into three new states (MS, FL, HI) and two new product lines (windstorm, specialty home).
- Led cross-functional project teams (underwriting, sales, marketing, brand, compliance, legal, audit, accounting, and finance) to ensure seamless product implementation and launch.
- Cultivated and maintained strong relationships with multiple insurance carriers, proactively identifying and securing partnerships to meet evolving member product needs.
- Collaborated with Brand, Marketing, and Digital teams to develop, test, and optimize member-facing product pages, resulting in increased traffic, quotes and conversion rates.
- Ensured ongoing compliance with evolving state and federal regulations, mitigating potential risks and ensuring business continuity.
- Maintained a strong field presence through quarterly travel to the home office and supplier locations, fostering key relationships and operational efficiencies.
- Managed 200+ Affiliate contracts as Third-Party Relationship Manager, overseeing the entire lifecycle from negotiation to billing and performance management.
- Developed comprehensive service descriptions, SLAs, and SLOs, optimizing service delivery and contract performance.
- Successfully reviewed and approved billing for all services provided and consumed.
- Demonstrated commitment to diversity and inclusion as President of USAA Tampa BOLD LGBTQ+ Inclusion Group.
LEAD PROGRAMS UNDERWRITER/PROPERTY
USAA
Tampa, FL
06.2016 - 08.2018
- Optimized nationwide property inspection program, improving member experience and better serving members through optimal insurance to value.
- Replaced underperforming suppliers in high-volume states, resulting in superior member experience.
- Successfully transitioned high-volume states to a new inspection supplier.
- Launched Home Safety Consultation Program, including automated feedback surveys, a mitigation dashboard, and comprehensive training.
- Presented at 2016 CPCU Annual Meeting (400+ attendees).
- Increased CPCU Suncoast Chapter meeting attendance by over 90%.
- Led USAA Professional Designation Leadership Team (2011-2018).
- Implemented on-site CPCU testing, resulting in a 470% increase in AZ exam completers.
SENIOR STAFF UNDERWRITER, PROPERTY PROGRAMS
USAA
Tampa, FL
01.2012 - 06.2016
- Led program enhancements, improving member experience across the board.
- Optimized Wildfire Pre-Risk Assessment Program, resulting in higher adoption and completion rates.
- Program Manager for Wildfire Response Program & mobile application.
- Managed FL residential wind mitigation & building code programs.
- Successfully phased out aged programs, maintaining positive supplier relationships.
- Created enterprise Wildfire Response video, collaborating with cross-functional teams.
- Developed and maintained supplier performance dashboards.
- Launched enterprise ehuddles promoting professional development which led to a 18% higher participation rate.
- Maintained strong field presence via quarterly travel.
SENIOR STAFF UNDERWRITER/OPERATIONS SUPPORT
USAA
Phoenix, AZ
06.2008 - 01.2012
- Implemented on-demand sales enablement platform, saving $1.1M annually and improving knowledge delivery enterprise-wide.
- Built strong cross-functional relationships across P&C operations to facilitate knowledge sharing and collaboration.
- Served as subject matter expert for enterprise on-demand presentations.
- Developed and delivered a 5-day P&C Underwriting training program, improving employee knowledge and performance.
- Managed P&C UW Mentor Program, improving employee development and retention.
- Maintained strong field presence via quarterly travel.
SENIOR MEMBER SERVICE UNDERWRITER
USAA
Phoenix, AZ
06.2006 - 06.2008
- Maintained high underwriting quality across all P&C lines, exceeding performance metrics.
- Provided timely, compliant, and member-focused responses.
- Improved service partner performance through training and evaluation.
- Mentored and trained new underwriters.
- Analyzed state financial results and trends, informing strategic decision-making.
- Provided expert guidance on underwriting, loss prevention, and member resolution.
- Mentored underwriters toward achieving personal and professional goals.
- Facilitated call calibration sessions for conflict resolution and feedback.
P&C MARKETING PORTFOLIO UNDERWRITER
Liberty Mutual Insurance Company
Phoenix, AZ
07.2004 - 06.2006
- Improved underwriting profitability by analyzing market trends and developing effective action plans, resulting in 2.1M PTI lift.
- Successfully implemented new procedures across operations, sales, and training departments, improving efficiency and understanding of processes.
- Enhanced service partner performance through rigorous auditing, coaching, and training.
- Secured $5M+ in new business from a competitor through strategic marketing and management collaboration.
- Successfully partnered with independent agents, driving growth and improving performance.
Education
MASTER OF SCIENCE - LEADERSHIP
Grand Canyon University
Phoenix, AZ02.2012
BACHELOR OF ARTS - ENGLISH
Georgia State University
Atlanta, GA06.1999
Skills
- Leadership and team management
- Adaptability and flexibility
- Collaboration and teamwork
- Problem solving and critical thinking
- Strategic planning and performance benchmarking
- Employee mentoring and development
- Conflict resolution strategies
- Creativity and innovation
Community Service
- Meals on Wheels, 2021-01, 2023-03
- Metro Health, LGBTQ Youth Counselor, Tampa, 2022-08, 2024-08
- USAA Fitness Center, Volunteer Yoga Instructor, Ongoing
Certification
- CERTIFIED PROPERTY CASUALTY UNDERWRITER
- CERTIFIED PRODUCT MANAGER (CPM) 2020
- CERTIFIED THIRD PARTY SUPPLIER/RELATIONSHIP MANAGER
Affiliations
Past President Florida Suncoast CPCU Chapter
Founding member and past president of Tampa BOLD, a USAA LGBTQI/Ally Diversity & Inclusion Business Group.
Involved with my local community, I volunteer with Metro Wellness Tampa as an LGBTQ+ youth group leader and Meals on Wheels
Enjoy reading, watching documentaries of any kind, traveling the globe for live music, trail biking, and hiking. I'm also a certified yoga instructor.
Accomplishments
- USAA BOLD Founding Member Leadership Award 2025
- USAA Eagle Eye Leader Award (symbolizing sharp perception, clarity and foresight)
- Florida Diversity Leadership Award
References
References available upon request.
Timeline
DIRECTOR, Underwriting Research
USAA
04.2022 - Current
PRODUCT MANAGEMENT DIRECTOR
USAA Insurance Agency
08.2018 - Current
LEAD PROGRAMS UNDERWRITER/PROPERTY
USAA
06.2016 - 08.2018
SENIOR STAFF UNDERWRITER, PROPERTY PROGRAMS
USAA
01.2012 - 06.2016
SENIOR STAFF UNDERWRITER/OPERATIONS SUPPORT
USAA
06.2008 - 01.2012
SENIOR MEMBER SERVICE UNDERWRITER
USAA
06.2006 - 06.2008
P&C MARKETING PORTFOLIO UNDERWRITER
Liberty Mutual Insurance Company
07.2004 - 06.2006
MASTER OF SCIENCE - LEADERSHIP
Grand Canyon University
BACHELOR OF ARTS - ENGLISH
Georgia State University
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