Founding Wholesale Broker - Trucking

Hedge Specialty • San Francisco, CA

1d • Onsite

About The Position

Hedge is hiring a founding wholesale broker to build and own its trucking practice. The role combines retail-agency relationships, market judgment, placement expertise, and consistent follow-through to generate durable revenue in trucking, motor carrier, and transportation risks. The broker will work directly with the founders, own a consequential part of the company, and help define how the function operates as Hedge scales.

The position is based in San Francisco and is performed in person with the team six days a week. Target OTE is $500,000. Base salary is $125,000–$250,000, with a target cash range of $475,000–$600,000 across the base range. Target variable compensation is $350,000 at $5 million in annual new bound premium, with uncapped accelerators above target. Equity is 0.50% at hire, with up to an additional 0.25% performance grant.

Success includes learning Hedge’s market access, appetite, workflow, and current opportunities in the first 30 days; owning a credible agency and submission pipeline with clear placement strategies by day 60; binding initial business and demonstrating repeatable conversion by day 90; and building a high-quality trucking book and binding $5 million in annual new premium within 12 months. Hedge offers health benefits and meaningful equity.

Requirements

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

Responsibilities

• Build a focused retail-agency pipeline in trucking.
• Qualify risks, shape submissions, and select appropriate markets for each opportunity.
• Negotiate terms, explain tradeoffs, and drive placements from intake through bind.
• Develop strong working relationships with underwriters and program markets.
• Maintain disciplined pipeline, renewal, and revenue forecasting.
• Turn placement knowledge into repeatable playbooks and product feedback.
• Build a high-quality trucking book and bind $5 million in annual new premium within 12 months.

Benefits

• Health benefits.
• Meaningful equity.
• Base salary of $125,000–$250,000.
• Target variable compensation of $350,000 at $5 million in annual new bound premium, with uncapped accelerators above target.
• Equity of 0.50% at hire, with up to an additional 0.25% performance grant.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed