Hybrid Independent Insurance Agent – 1099

Posted last month

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About the role

  • Independent Insurance Agent representing Jerry and managing local partnerships in Chicago's insurance market. Delivering client solutions and supporting business growth through community marketing and referrals.

Responsibilities

  • Build and manage your own book of business as an independent insurance agent representing Jerry
  • Develop and maintain local referral partnerships with real estate agents, mortgage brokers, auto dealers, and community organizations
  • Use hyperlocal marketing and networking to grow awareness and drive leads in your territory
  • Deliver excellent customer experiences while matching clients with the right carriers through Jerry’s platform — using your own sales approach and professional judgement
  • Operate as a 1099 independent contractor — you run your business, we provide the tools and support to help it scale

Requirements

  • A current Property & Casualty license in Illinois (required)
  • Proven ability to generate and close leads — not afraid to knock on doors, make calls, or show up at local events
  • Entrepreneurial drive — motivated by autonomy, growth, and performance-based earnings
  • Strong relationship-builder who thrives in-person and in the community
  • 2+ years of insurance sales experience preferred (agency, captive, or independent)
  • Valid driver’s license and reliable personal vehicle
  • Ability to travel locally as determined by your own business strategy across the Chicago area

Benefits

  • Unlimited earnings potential with significant commission per policy sold
  • Backed by $240M in funding and one of the fastest-growing insurance platforms in the U.S. (60X revenue growth in 5 years)
  • Optional technology and back-office tools available at your discretion, so you can focus on growing your own business
  • Access to national carriers and real-time quoting through Jerry’s platform
  • Opportunity to be part of the founding class of independent agents — shaping how Jerry expands this model nationwide

Job title

Independent Insurance Agent – 1099

Job type

Experience level

JuniorMid level

Salary

Not specified

Degree requirement

Professional Certificate

Location requirements

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