Head of Commercial Auto Insurance Programs

About Tint

Tint enables SaaS platforms and marketplaces to unlock growth and improve profitability through embedded insurance. We offer plug-and-play and white-labeled integrations, equipping brands we partner with a sophisticated mix of technology infrastructure, services, and deep industry expertise. Embedded insurance can transform insurance from a product bought separately to a feature of brands consumers love and we are on a mission to make that happen.

Happy Tint customers include Turo, Deel, uShip, Guesty, Montway, Neighbor, and CitizenShipper, among others.

We've raised $30M and are backed by world-class investors such as Y Combinator, QED, Deciens, Nyca, Plug and Play, WIN, Soma Capital, and Pioneer Fund.

About the role

Tint is seeking a Head of Commercial Auto to lead the strategy, development, and growth of insurance solutions across the commercial auto market — including fleet operators, transportation platforms, gig economy drivers, specialty vehicle segments, and beyond.

This leader will own the design and scaling of commercial auto insurance programs across Tint's most dynamic and high-growth verticals. Working closely with insurance carriers, brokers, transportation platforms, and internal product and operations teams, you will architect innovative insurance programs that address the unique risks and operational models of modern commercial auto businesses.

The ideal candidate brings deep expertise in commercial auto insurance across multiple transportation segments, along with a strong track record designing and launching insurance programs in partnership with carriers and distribution partners. This role is highly strategic and requires both insurance domain expertise and the ability to build and scale new market opportunities from the ground up.

What you will do

• Lead Commercial Auto Insurance Strategy: Define and execute Tint's insurance strategy across the commercial auto vertical, identifying market opportunities and developing scalable insurance solutions for fleet-based, transportation, and mobility businesses.
• Design and Launch Insurance Programs: Lead the design and launch of commercial auto insurance programs across key market segments, including:
• Program structure and architecture
• Underwriting guidelines and eligibility criteria
• Pricing and risk segmentation strategies
• Policy forms, filings, and regulatory compliance
• Build Carrier and Capacity Partnerships: Develop and manage strategic relationships with insurance carriers, MGAs, reinsurers, and brokers to secure sustainable capacity and competitive program structures.
• Expand Tint's Presence in the Commercial Auto Ecosystem: Build relationships with leading transportation companies, fleet operators, gig platforms, and marketplaces to grow Tint's customer base and develop new embedded insurance opportunities.
• Monitor Program Performance: Evaluate program performance across underwriting results, claims trends, and operational metrics, identifying opportunities to optimize profitability, risk management, and customer value.
• Serve as Industry Subject Matter Expert: Act as Tint's internal and external expert on the commercial auto market, monitoring regulatory developments, emerging risks, and evolving insurance models across fleet, mobility, and transportation segments.
• Represent Tint in the Market: Engage with carriers, brokers, transportation companies, and industry groups to position Tint as a leader in innovative commercial auto insurance solutions.

You should apply if you have...

• Proven experience (5+ years) in commercial auto insurance, with meaningful exposure across fleet, transportation, mobility, or specialty vehicle markets
• Proven experience designing or launching insurance programs, including underwriting structures, filings, and carrier partnerships
• Strong understanding of commercial auto risk characteristics across diverse fleet and transportation operations
• Experience working with insurance carriers, MGAs, brokers, and reinsurers to structure insurance programs
• Ability to work cross-functionally with product, engineering, operations, and sales teams
• Strong analytical and strategic thinking skills with the ability to translate market opportunities into scalable insurance solutions
• Excellent communication and relationship-building skills, with the ability to influence stakeholders across carriers, partners, and internal teams
• Experience operating in fast-paced environments, including startups, MGAs, or program administrators

Preferred Qualifications

• Experience working with embedded insurance, program business, or digital insurance platforms
• Familiarity with fleet telematics, risk analytics, or usage-based insurance models
• Professional certifications such as Certified Insurance Counselor (CIC) or Chartered Property Casualty Underwriter (CPCU) is a plus
• Experience building or leading insurance programs serving multiple transportation or fleet-based segments

What We Value Most in a Candidate

• Culture is Key. As a remote company, we take culture very seriously. We are looking for self-motivated candidates who can stay motivated and focused. But don't worry, we're still social! We work collaboratively even though we are remote and travel to team and company retreats throughout the year, which builds the personal relationships that allow us multiply our power working remotely. That also means we hold ourselves to a high standard in how we treat each other (with respect, professionalism, and genuine care) to maintain an environment where colleagues feel safe and valued - that's something we don't compromise on.
• Focused on Results. We are a fast-moving small team with big goals. We need team players that feel a sense of urgency to drive meaningful results for the business. We have clear company goals and a pathway to significant growth - and this role is integral to that journey.
• Customer-first. Put yourself in the shoes of someone trying to buy our solution. We need a person who can empathize with our customers and help create strategies to continually improve the customer experience.
• Adaptability. We're still an early-stage start-up, and things change quickly. If you are energized by learning and discovering on-the-go, this will be an excellent fit for you. We are looking for open-minded candidates that adapt well to changing environments as our company grows and scales.

Why Tint?

Tint isn’t just focused on transforming the entire insurance industry - we have ambitious goals, value merit and open communication, celebrating diversity and unique ideas. At Tint, we support your personal and professional growth by offering the below benefits:

• Flexible Working. With team members working across time zones, we are outcome-focused and give our people the flexibility they need to do their best work. To support flexible working, we’ll give you a stipend to get your home office dialed in and we’ll also reimburse you for co-working space memberships.
• Flexible Time Off. It's pretty simple: we don't control the days and hours that each of us works, so we're free to manage our time however we want to achieve the goals and deliverables we committed to. We have unlimited vacation time. Use it whenever you need to recharge!
• Competitive Compensation. In addition to a competitive salary, you’ll receive equity as part of your offer. We’re all owners - when Tint succeeds, we all succeed! We also help you maximize your money by offering an FSA and a 401(k).
• Comprehensive Healthcare. Tint covers 100% of employee (and dependent!) premiums for medical, vision and dental.
• Company Retreats to Exciting Locations. We meet in person as a company twice a year to make sure we have time to connect in real life and get to have those conversations that are better done in person. These retreats are a mix of business and fun and we always choose a cool, central-ish location - think Barcelona, Playa del Carmen, Mallorca… Add on a few days of your flexible time off and you’ve *almost* got a free vacation somewhere cool!

Location

This role is fully remote, however our ideal candidate is located in the US. Please note that at this time Tint is unable to support candidates who require employer visa sponsorship.

Pay transparency

Compensation for this role is designed to be highly competitive and flexible, reflecting the seniority, scope, and impact of the individual hired.

Base salary is expected to fall within a broad range of $100,000–$200,000, with substantial variable compensation tied to performance and business results. For candidates operating at a senior leadership level, total compensation may significantly exceed typical benchmarks.

This role offers meaningful upside through performance incentives and equity, and we are open to structuring compensation and responsibilities to match the experience and value a candidate brings.

Final compensation will be determined based on experience, leadership scope, impact, and location.

Resources

• Tint Success Traits
• Product Overview and Demo
• The Tint Way of Work
• Pictures of our January 2023 company retreat in Mexico
• Pictures of our January 2024 Retreat in Playa del Carmen
• Series A announcement
• 2024 Will Reed Top 100 Winner

We are committed to building a diverse and inclusive company. We welcome people of different backgrounds, experiences, abilities, and perspectives. We seek to create a culture where everyone can belong because we believe that people do their best work when they can show up daily as their authentic selves.

Tint is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristics. Tint considers qualified applicants with criminal histories consistent with federal, state, local, and international law. In our job application procedures, Tint is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans. Please let your recruiter know if you need assistance or accommodation due to a disability.

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