Head of Sales

Head of Sales - Commercial Insurance Disruptor

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$200K-$350K OTE + 0.5-1% Equity  

Location: San Francisco  

Experience: 5+ years Commercial Insurance sales

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We're working with one of the fastest-growing commercial insurance brokerages in the market - they've gone from 5 customers writing $2K monthly premium to over 3,000 insurers writing $3M monthly premium in just 18 months.

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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.

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Why this is career rocket fuel:

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• 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.

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• Elite team building - Scale from 4 producers writing $3M/month to 8-10 elite producers writing $10M/month.

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• AI-powered sales machine - Work directly with embedded engineering to build AI tools that eliminate busywork (not relationships) and make your team unstoppable.

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• Meaningful ownership - Real equity upside (0.5-1%) in a company with a clear path to $120M annual premium.

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What you'll be doing:

• 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

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What they're looking for:

• 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

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Perfect 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

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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

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Benefits:

• Premium healthcare  
• Meals covered while at work  
• Development budget and flexible PTO  
• Real equity upside in a proven, scaling business

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Interested? Drop me a message - I'll get you directly in front of the founders.