
Matt Gilmer
@mattgilmer
Global partner at SafetyWing connecting distributed teams with global health coverage; brings strategic surety and business development experience.
What I'm looking for
At SafetyWing, I serve as a global partner and trusted introducer, connecting remote-first companies, distributed teams, founders, and global organizations with the team when global health coverage may be a fit. SafetyWing’s internal team handles discovery, proposals, onboarding, and operations.
As Regional Contract Surety Manager at Allianz Trade in North America, I led regional surety operations and developed business plans for profitable growth and market expansion. At Nationwide, I managed territory performance and broker and agency relationships, and underwrote complex contract surety accounts.
My career also includes serving as President of the Surety Association of San Diego, where I supported governance, financial stewardship, membership growth, and industry partnerships. I’m continuing to develop my Spanish proficiency, currently at B1, and I’m interested in opportunities that combine strategic thinking, operational execution, and relationship building to drive growth and impact.
Experience
Work history, roles, and key accomplishments
Serve as a global partner and trusted introducer for SafetyWing, identifying remote first companies, distributed teams, founders, and global organizations that may need global health coverage for employees. Recognize moments of genuine fit and connect remote teams with SafetyWing through warm introductions. SafetyWing’s internal team handles discovery, proposals, onboarding, and all operational st
• Led multiple self directed projects focused on business creation and operational execution
• Built and tested early stage ventures from concept through validation
• Developed skills in strategy, analytics financial planning, partnerships, and execution
• Managed timelines, budgets, and end to end delivery across parallel initiatives
• Led regional contract surety operations with ownership of underwriting, marketing, business development, and portfolio performance across a defined geographic territory, domestic and global.
• Developed and executed strategic business plans to drive profitable growth, market expansion, and revenue results
• Underwrote and managed complex contract surety accounts while maintaining disciplined pri
• Promoted to lead a larger, higher-authority territory with minimal supervision
• Relocated to Los Angeles to support strategic growth and key agency relationships
• Exercised broad underwriting authority on complex, high-value accounts, assessing risk, pricing, and contract terms for sustainable business performance
• Managed territory performance, agency development, and portfolio profitability
• Elected to the board of a regional non-profit association representing surety agents, insurance companies, and related businesses, serving a four year leadership track from Treasurer to President. This was a volunteer position.
• Oversaw financial stewardship, budgeting, and reporting as Treasurer, ensuring transparency and operational efficiency
• Managed governance processes, meeting agendas,
- Promoted based on performance, judgment, and relationship management skills
- Handled larger territories with increased underwriting authority
- Underwrote complex contract surety accounts across multiple industries
- Acted as a subject-matter resource for agents and junior underwriters
- Built long-term agency relationships grounded in trust and consistency
• Underwrote contract surety bonds for small to mid-size accounts
• Developed foundational expertise in credit analysis, financial review, and risk assessment
• Supported agency partners and contributed to profitable portfolio growth
• Earned expanded responsibilities through strong performance and reliability
• Promoted based on strong sales performance, product knowledge, and leadership capability
• Managed complex Property & Casualty Insurance sales while maintaining high service standards
• Selected to join the New Hire Training Team as a New Hire Trainer
• Onboarded and trained new employees on systems, products, and customer engagement best practices
• Served as a go-to resource for peers, suppo
• Promoted to handle escalated and high-risk customer issues across sales and service functions
• Resolved complex policy, billing, and service challenges requiring advanced judgment
• Acted as an intermediary between customers, sales, underwriting, and service teams
• Trusted to protect customer relationships while balancing company guidelines and risk
• Assisted with planning and executing game day operations, including setup, staff coordination, and event logistics
• Supported fan engagement initiatives, ensuring a positive experience for attendees and smooth in game operations
• Collaborated with cross functional teams to manage schedules, equipment, and on site problem solving
• Gained hands on experience in event management, operations coor
• Hired into a newly developed cross functional role supporting both Sales and Service for Auto and Home Insurance
• Managed customer accounts from inquiry through policy servicing
• Built a strong foundation in insurance products, customer experience, and operational workflows
• Demonstrated reliability and problem-solving skills that led to rapid advancement
• Passed State Licensing exam for Pro
Education
Degrees, certifications, and relevant coursework
The AI-First Executive: Habits and Prompts for 10X Leadership
Jun 2026
Learning Microsoft 365 Copilot for Work
Jun 2026
What Is Generative AI?
Jun 2026
Transforming Business with AI Agents: Autonomous Efficiency and Decision-Making
Jun 2026
HubSpot Academy
HubSpot Sales Hub Software Certified
May 2026 · Expires Jun 2027
Take a More Creative Approach to Problem-Solving
Feb 2021
SEO Foundations
Sep 2020
Learning Digital Business Analysis
Sep 2020
California State University San Marcos
Bachelor of Arts (B.A.), Communication, General
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Salary expectations
Social media
Job categories
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