Founding Sales Development Representative
Hedge Specialty
Founding Sales Development Representative
Hedge Specialty
AI-enabled wholesale brokerage for specialized risks
Hedge is looking for a founding SDR who wants real ownership, unusually high upside, and a direct path into closing roles. You will turn a large market of independent insurance agencies into qualified conversations and measurable bound premium.
Target OTE is $200K at an $80K base. Base salary is $60K-$100K, creating a target cash range of $180K-$220K across the base range. You will earn $50 for each held qualified meeting, with annual meeting pay capped at $15K, plus a $105K target revenue component and uncapped accelerators. Equity is 0.10% at hire, with up to an additional 0.05% performance grant. The annual target is $2.5M in sourced bound premium.
Run disciplined, high-volume outreach across phone, email, and social channels
Research and prioritize agencies whose books fit Hedge's markets
Qualify for fit, urgency, decision process, and premium opportunity
Book meetings that advance into real submission and revenue opportunities
Maintain clean CRM data and build a repeatable outbound operating system
Work tightly with AEs, brokers, and marketing to improve conversion
First 30 days: learn the product, agency workflow, market vocabulary, and ideal customer profile
By day 60: own a consistent daily outbound cadence and produce qualified meetings
By day 90: show repeatable meeting-to-opportunity conversion and clean pipeline discipline
In 12 months: source $2.5M in bound premium and create a proven path toward an AE seat
You are competitive, coachable, organized, and comfortable hearing no. You write clearly, speak with energy, use data without hiding behind it, and want your pay tied to business results. Insurance experience helps but is not required.
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.
This role is based in San Francisco and works in person with the team six days a week.
Application review
A focused introductory conversation
A role-specific deep dive
A practical working session based on a realistic Hedge scenario
Final conversation with the founders
Hedge is an equal opportunity employer. We evaluate candidates based on ability, judgment, and potential, and we do not discriminate based on protected characteristics.
AI-enabled wholesale brokerage for specialized risks
Hedge Specialty is a wholesale insurance broker that connects retail agents with specialty insurance markets to cover hard-to-place commercial risks, especially in Excess & Surplus (E&S) and related lines. It uses an AI-assisted workflow where a retail agent submits an inquiry and Hedge handles intake, market selection, quote delivery, and binding coordination. The company differentiates itself with a broker-to-broker model (no direct-to-consumer sales), no minimum premium or production quotas, and a wide range of specialty risks. Its goal is to streamline insurance workflows, delivering fast responses (median first reply ~30 minutes) and quotes for larger risks within about 48 business hours to help brokers secure coverage efficiently.
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