Job Summary

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VP of Sales – Insurance Technology | Remote (U.S.)

We’re partnering with an established legaltech innovator transforming how insurers deliver value-added services to policyholders. After a decade of steady growth in the U.S., the company is entering an exciting new phase—backed by a strong pipeline and a proven global platform.

The VP of Sales will lead business development across P&C insurers, MGAs, and agencies, driving new partnerships and expanding market presence. This is an ideal opportunity for someone with entrepreneurial energy who wants to shape strategy, own key relationships, and build within a high-growth environment.

Key Responsibilities

Lead U.S. sales strategy and execution
Build and manage executive-level relationships across insurance markets
Develop and close complex, six-figure partnerships
Collaborate with marketing and leadership to refine go-to-market efforts
Represent the company at key industry events

Ideal Background

8+ years of B2B sales experience, including 4+ selling into P&C insurance ecosystem (carriers, MGAs/MGUs, agencies)
Strong network and credibility within the insurance ecosystem
Proven success closing $100K+ enterprise deals
Comfortable selling SaaS or tech-enabled solutions
Self-directed, strategic, and collaborative

Compensation & Structure

Base salary: $175,000 – $200,000
Commission: 10% of new sales (OTE ~$400K)
Equity participation and full benefits
Remote, U.S.-based (East Coast preferred)

If you’re excited to help scale a trusted brand in the insurance technology space, this role offers exceptional autonomy, impact, and upside.

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: 167763

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Kylee Shimabuku

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Additional Information

At Goodwin Recruiting, our clients seek qualified candidates, and that is what we deliver. A person’s age, gender, race, color, marital or family status, national origin, disability, religion, veteran status, sexual orientation, gender identity has no bearing on whether 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 work hard to identify a broad slate of candidates for each of our clients, with many hiring success stories to share.

Additional Information

Kalyn joined Goodwin Recruiting with over a decade of experience in operations, leadership, and hospitality management. She’s known for her values-driven approach, strong team-building skills, and commitment to excellence. Kalyn’s experience across industries - ranging from medical and construction to hospitality and finance - has made her highly effective in full-cycle recruiting.