Founding Wholesale Broker - Trucking

About the role

You will combine retail-agency relationships, market judgment, placement craft, and relentless follow-through to produce durable revenue in trucking, motor carrier, and transportation risks.

Compensation And Upside Target

• OTE: $500K
• Base salary: $125K-$250K
• Target cash range: $475K-$600K
• Target variable compensation: $350K at $5M in annual new bound premium, with uncapped accelerators above target
• Equity: 0.50% at hire, with up to an additional 0.25% performance grant

What You Will Own

• Build a focused retail-agency pipeline in trucking
• Qualify risks, shape submissions, and select the right markets for each opportunity
• Negotiate terms, explain tradeoffs, and drive placements from intake through bind
• Maintain disciplined pipeline, renewal, and revenue forecasting
• Turn placement knowledge into repeatable playbooks and product feedback

What Success Looks Like

• First 30 days: master Hedge's market access, appetite, workflow, and current opportunity set
• By day 60: own a credible agency and submission pipeline with clear placement strategies
• By day 90: bind initial business and demonstrate repeatable conversion
• In 12 months: build a high-quality trucking book and bind $5M in annual new premium

Who Thrives Here

• At least three years of brokerage, underwriting, or closely related experience in trucking
• A strong network
• Sharp market judgment
• The operating discipline to manage details without losing commercial momentum

Why Hedge

• Hedge is building the operating system for commercial insurance distribution
• You will work directly with the founders, own a consequential part of the company, and help define how the function works as we scale
• We offer health benefits and meaningful equity

Work Model

• Role is based in San Francisco and works in person with the team six days a week

Interview Process

• Application review
• A focused introductory conversation
• A production, book, and market-relationship deep dive
• A live placement working session using a realistic trucking risk
• Final conversation with the founders