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Matt Gilmer

@mattgilmer

Global partner at SafetyWing connecting distributed teams with global health coverage; brings strategic surety and business development experience.

United States
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What I'm looking for

I’m seeking opportunities where I can combine strategic thinking, operational execution, and relationship building to drive growth and impact.

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

SafetyWing logoSA
Current

Global Partner - Introducer

Jul 2026 - Present (3 months)

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

Freelance logoFR
Current

Independent Operator | Digital Strategy

Sep 2022 - Present (4 years 1 month)

• 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

Allianz Trade in North America logoAA

Regional Contract Surety Manager

Jul 2021 - Sep 2022 (1 year 2 months)

• 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

Nationwide logoNA

Territory Manager, Business Development Surety

May 2016 - Jul 2021 (5 years 2 months)

• 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

Surety Association of San Diego logoSD

President

Jan 2016 - Jan 2020 (4 years)

• 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,

Nationwide logoNA

Senior Surety Underwriter

Feb 2011 - May 2016 (5 years 3 months)

- 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

Nationwide logoNA

Contract Surety Underwriter

Sep 2007 - Feb 2011 (3 years 5 months)

• 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

The Hartford logoTH

Senior Sales Associate / New Hire Trainer

Jul 2006 - Sep 2007 (1 year 2 months)

• 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

The Hartford logoTH

Cross Functional Team Escalation Specialist (CRM)

Apr 2004 - Jul 2006 (2 years 3 months)

• 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

San Diego Gulls logoSG

Game Day Operations

Sep 2004 - Jan 2006 (1 year 4 months)

• 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

The Hartford logoTH

Customer Service Manager, Sales & Service

Jun 2003 - Apr 2005 (1 year 10 months)

• 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

LI

LinkedIn

The AI-First Executive: Habits and Prompts for 10X Leadership

Jun 2026

LI

LinkedIn

Learning Microsoft 365 Copilot for Work

Jun 2026

LI

LinkedIn

What Is Generative AI?

Jun 2026

LI

LinkedIn

Transforming Business with AI Agents: Autonomous Efficiency and Decision-Making

Jun 2026

HA

HubSpot Academy

HubSpot Sales Hub Software Certified

May 2026 · Expires Jun 2027

LI

LinkedIn

Take a More Creative Approach to Problem-Solving

Feb 2021

LI

LinkedIn

SEO Foundations

Sep 2020

LI

LinkedIn

Learning Digital Business Analysis

Sep 2020

CM

California State University San Marcos

Bachelor of Arts (B.A.), Communication, General

Tech stack

Software and tools used professionally

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