Independent Insurance Agent to develop local partnerships and manage book of business for Jerry. Start your entrepreneurial journey with the backing of a fast-growing fintech startup in Chicago.
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
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