Overview
Head of Sales - Commercial Insurance Disruptor
$200K-$350K OTE + 0.5-1% Equity
Location: San Francisco
Experience: 5+ years Commercial Insurance sales
We're working with one of the fastest-growing commercial insurance brokerages in the market — they've grown from 5 customers writing $2K monthly premium to over 3,000 insurers writing $3M monthly premium in just 18 months.
They're building the future of commercial insurance — tech-enabled enough to dominate operationally, insurance-focused enough to actually serve clients. This is your chance to architect the entire sales function at a company that's about to explode and scale to $10M monthly premium by Q1 2026.
Why this is career rocket fuel
- Build something legendary - You're not managing what exists, you're building what comes next. Think 50 people doing what traditional brokerages need 500 people to do.
- Elite team building - Scale from 4 producers writing $3M/month to 8-10 elite producers writing $10M/month.
- AI-powered sales machine - Work directly with embedded engineering to build AI tools that eliminate busywork (not relationships) and make your team unstoppable.
- Meaningful ownership - Real equity upside (0.5-1%) in a company with a clear path to $120M annual premium.
Responsibilities
- Build and manage a lean team of elite P&C producers supported by embedded engineering
- Own recruiting & hiring top talent from insurance, tech sales, and finance backgrounds
- Create scalable playbooks that work across different producer backgrounds
- Drive performance management - review calls, coach teams, ensure consistent execution
- Handle deal intervention - step in to save deals and close when needed
Qualifications
- 5+ years crushing it in commercial insurance sales yourself
- Experience building, managing or leading P&C producer teams
- Proven track record scaling sales operations from early stage
- Can close deals - you're the person they call when a big deal is going sideways
Preferred background
- Scaled a producer team at a brokerage, MGA, or carrier
- Built an independent agency from the ground up
- Led sales at a high-growth insurance company
Not a fit if
- You need perfect processes before you can operate
- You want to manage from a distance
- You've only worked at established companies with unlimited resources
Benefits
- Premium healthcare
- Meals covered while at work
- Development budget and flexible PTO
- Real equity upside in a proven, scaling business
Interested? Drop me a message - I'll get you directly in front of the founders.
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