Hedge Specialty
InsuranceDirect Ashby career site

Founding Sales Development Representative (SDR)

Pay
$60,000 – $100,000 per year
Location
San Francisco, CA · On-site
Job type
Full-time
Level
Entry level
Listed
23 days ago

Skills & highlights for this role

  • outbound prospecting
  • CRM management
  • lead qualification

Also useful

  • insurance industry knowledge

Stated benefits & perks

  • Health

The Opportunity

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.

Compensation and Upside

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.

What You Will Own

  • 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

What Success Looks Like

  • 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

Who Thrives Here

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.

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

This 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 role-specific deep dive
  • A practical working session based on a realistic Hedge scenario
  • Final conversation with the founders
Read the original posting

From Hedge Specialty's careers page, first listed on Rolev.ai on October 17, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

What is the salary for the Founding Sales Development Representative (SDR) role at Hedge Specialty?

The Founding Sales Development Representative (SDR) posting at Hedge Specialty states compensation of $60,000 – $100,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Hedge Specialty's official career site.

Where is the Founding Sales Development Representative (SDR) job at Hedge Specialty located?

This Founding Sales Development Representative (SDR) position at Hedge Specialty is located in San Francisco, CA (On-site). Always check Hedge Specialty's application page for specific state eligibility or relocation policies.

What qualifications are required for Founding Sales Development Representative (SDR) at Hedge Specialty?

For the Founding Sales Development Representative (SDR) role, Hedge Specialty highlights experience with outbound prospecting, CRM management, lead qualification. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Founding Sales Development Representative (SDR) position at Hedge Specialty?

This listing links directly to Hedge Specialty's Ashby application page. You can apply directly on Hedge Specialty's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.