Head of Sales, Commercial Insurance
Recruiting Partner: Kylee Shimabuku
San Francisco, California | Sales | Not Remote | $150,000 to $225,000 | Job ID: 164835
Job Summary
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Head of Sales – Commercial Insurance
Location: San Francisco, CA (on-site required, limited flexibility)
Compensation: $250K–$300K OTE (base + bonus + equity)
A high-growth, venture-backed insurance platform is seeking a Head of Sales to partner with the CEO in building and scaling its sales organization. This company is redefining the commercial insurance market by applying modern technology and AI to streamline brokerage operations and deliver faster, more efficient service.
The Role
- Lead and manage a growing sales team (currently 4, scaling rapidly)
- Drive hands-on execution: closing deals, responding to clients, and modeling sales excellence
- Recruit, coach, and develop top-performing producers (targeting 10–15 by 2026, scaling to 100+)
- Partner closely with the CEO on sales strategy, structure, and client acquisition
- Manage and expand commercial lines while maintaining a high-velocity growth culture
Ideal Candidate
- Proven leadership in commercial insurance sales (director, agency leader, or producer manager)
- Comfortable in a startup environment with intensity and long hours
- Hands-on operator who can both lead and sell
- Energized by high-growth, founder-led ventures
- Based in San Francisco (on-site presence required)
What’s Offered
- Competitive base + bonus + meaningful equity
- Opportunity to build and scale a sales organization at a disruptive, venture-backed company
- Fast-paced, entrepreneurial culture with significant growth potential
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: 164835
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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
Senior Recruiting Partner
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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.
Kylee Shimabuku
Senior Recruiting Partner
