Head of Insurance

Recruiting Partner: Kylee Shimabuku

Addison, Texas | Finance | Fully Remote | $150,000 to $200,000 | Job ID: 158079

Job Summary

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Head of Insurance – Non-Standard Auto | Fully Remote

$150K–$200K base + Equity | Early-Stage Insurtech | High Impact Role

A mission-driven insurtech is seeking a Head of Insurance to lead product strategy, pricing, underwriting, and expansion efforts for its non-standard auto MGA. With a strong foothold in Texas and expansion planned across Florida and additional states, this is a rare opportunity to build and scale an inclusive insurance offering that’s already gained significant traction.


Why This Role Stands Out

  • Be the insurance leader at a fast-growing, purpose-driven company
  • Own product development, filings, and pricing for a live MGA product
  • Expand into new states and lead the development of future offerings
  • Collaborate with sharp, data-driven founders in a flat, startup environment
  • Make a direct impact on equitable insurance access for underserved communities

What You’ll Do

  • Own all rates, rules, and filings for the MGA product in TX
  • Lead expansion into FL and future states (AZ, NM, CO, IL, NV, CA)
  • Oversee pricing, underwriting, and risk strategy
  • Work closely with tech, product, and external partners (actuarial, fronting carriers, regulators)
  • Use data (Excel/SQL) to uncover insights and drive continuous product innovation
  • Build and scale the insurance function over time

What We’re Looking For

  • 5+ years of experience in auto insurance; 2+ in product leadership
  • Strong knowledge of non-standard auto in TX, FL, IL, CO, AZ, NM, NV and/or CA
  • Background in actuarial or underwriting a plus
  • Analytical, strategic, and hands-on
  • Startup-ready, mission-aligned, and excited to build from the ground up
  • Spanish language skills a plus, but not required

Perks & Compensation

  • $150K–$200K base salary + equity
  • 100% remote
  • Health, dental, and vision
  • 401(k) + match
  • Unlimited PTO + paid parental leave
  • Build something big, meaningful, and inclusive

📍 Remote (U.S. based) | Ready to lead and scale a category-defining insurance product? Apply now.

At Goodwin Recruiting, we are committed to our core values and providing world class customer service. We are committed to helping our clients navigate and comply with the complex and ever-changing labor laws as well as help ensure that in every hiring decision, internally and with our client partners, that all viable candidates are considered, and the most qualified candidate is offered the role. We evaluate the knowledge, skills, and abilities that meet the requirements of the position and aim to open doors and change lives. We value all people, understanding that uniqueness and diversity foster a stronger team that is innovative and brings varying perspectives to the table. We put our money where our mouth is and are proud of our efforts to identify a broad slate of candidates, with many hiring success stories to share.

 

JOB ID: 158079

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Kylee Shimabuku

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Additional Information

At Goodwin Recruiting we are committed to our core values. We take our value, Dedicated to Diversity, Equity & Inclusion, very seriously and will never discriminate against a candidate or client based on any protected classes. Our clients seek qualified candidates, and that is what we deliver. A person’s age, gender, race, sexual orientation, gender identity, national origin, veteran or disability status, or arrest or conviction record has no bearing on whether he, she, or they are able to do the job. We evaluate the knowledge, skills, and abilities that meet the requirements of the position and aim to open doors and change lives. We value all people, understanding that uniqueness and diversity foster a stronger team that is innovative and brings varying perspectives to the table. We put our money where our mouth is and are proud of our efforts to identify a broad slate of candidates, with many hiring success stories to share.

Kylee Shimabuku

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At Goodwin Recruiting we are committed to our core values. We take our value, Dedicated to Diversity, Equity & Inclusion, very seriously and will never discriminate against a candidate or client based on any protected classes. Our clients seek qualified candidates, and that is what we deliver. A person’s age, gender, race, sexual orientation, gender identity, national origin, veteran or disability status, or arrest or conviction record has no bearing on whether he, she, or they are able to do the job. We evaluate the knowledge, skills, and abilities that meet the requirements of the position and aim to open doors and change lives. We value all people, understanding that uniqueness and diversity foster a stronger team that is innovative and brings varying perspectives to the table. We put our money where our mouth is and are proud of our efforts to identify a broad slate of candidates, with many hiring success stories to share.

Kylee Shimabuku

Senior Recruiting Partner & Development Coach