Hedge Specialty
InsuranceDirect Ashby career site

Founding Wholesale Broker - Entertainment

Pay
$125,000 – $250,000 per year
Location
San Francisco, CA · On-site
Job type
Full-time
Level
Senior
Experience
3+ years
Listed
23 days ago

Skills & highlights for this role

  • commercial insurance brokerage
  • entertainment insurance placement
  • general liability
  • underwriter relationships

Also useful

  • entertainment E&O
  • workers compensation
  • excess placements

Stated benefits & perks

  • Health

The Opportunity

Hedge is hiring a founding wholesale broker to build and own our entertainment practice. You will combine retail-agency relationships, entertainment risk judgment, placement craft, and fast execution to produce durable revenue across film, television, digital production, music, touring, live events, venues, and production services.

Compensation and Upside

Target OTE is $500K. Base salary is $125K-$250K, creating a target cash range of $475K-$600K across the base range. Target variable compensation is $350K at $5M 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.

What You Will Own

  • Build a focused retail-agency pipeline in entertainment, media, production, and live events
  • Qualify budgets, schedules, locations, venues, stunts, cast, equipment, vehicles, pyrotechnics, and prior losses
  • Shape complete submissions and select the right carrier, MGA, and program path for each account
  • Structure production packages, general liability, entertainment E&O, cast, equipment, auto, workers compensation, and excess placements as the risk requires
  • Move quickly through compressed production timelines, certificate demands, lender requirements, and last-minute changes
  • Build durable underwriter relationships and turn placement knowledge into repeatable playbooks

What Success Looks Like

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

Who Thrives Here

You have at least three years of brokerage, underwriting, or closely related experience in entertainment, media, film and television production, touring, live events, or special events. You can discuss your book, producer relationships, carrier relationships, premium volume, and strongest entertainment classes with specific numbers. You stay calm when deadlines move and details change.

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 production, book, and market-relationship deep dive
  • A live placement working session using a realistic entertainment risk
  • 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 Wholesale Broker - Entertainment role at Hedge Specialty?

The Founding Wholesale Broker - Entertainment posting at Hedge Specialty states compensation of $125,000 – $250,000 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 Wholesale Broker - Entertainment job at Hedge Specialty located?

This Founding Wholesale Broker - Entertainment 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 Wholesale Broker - Entertainment at Hedge Specialty?

For the Founding Wholesale Broker - Entertainment role, Hedge Specialty highlights 3+ years of relevant experience; experience with commercial insurance brokerage, entertainment insurance placement, general liability, underwriter relationships. 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 Wholesale Broker - Entertainment 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.