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We Insure Group
Work Here?
Franchise platform enabling independent insurance agencies
We Insure Group
Work Here?
Franchise platform enabling independent insurance agencies
Overview
We Insure Group provides a turnkey platform for insurance agents to start and run independent agencies. Its core business is a franchise model in which agents gain access to back-office support (customer service, administration, and marketing) so they can focus on selling insurance. The company offers agents contracts with a wide range of carriers—over 150—covering personal and commercial lines, which helps tailor coverage to clients. Revenue comes from franchise fees and a share of the commissions earned by the network of agencies. Compared with traditional captive agencies, We Insure emphasizes more autonomy for agents and broader carrier access, supported by a centralized back-office system. In May 2021, Oak Hill Capital acquired We Insure to fund further growth and technology development. The company’s goal is to expand its franchise footprint nationwide and help insurance entrepreneurs build independent agencies under a recognized brand.
About We Insure Group
Industries
Data & Analytics
Consulting
Enterprise Software
Financial Services
Company Size
201-500
Company Stage
N/A
Total Funding
N/A
Headquarters
Jacksonville, Florida
Founded
2009
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Simplify's Take
What believers are saying
- We Insure launched real-time quoting technology with Fletch in May 2024, accelerating sales.
- The 2025 Orlando kickoff and 2026 franchise recruitment show active network expansion.
- Recent website upgrades for policy documents improve retention, service speed, and franchisee efficiency.
What critics are saying
- Independent franchise economics depend on renewal retention; weak service breaks recurring commission revenue fast.
- PEAK6's 2021 acquisition means strategic priorities can shift, squeezing franchisee autonomy and margins.
- Insurance distribution is crowded; direct writers and aggregators can compress We Insure's carrier access advantage.
What makes We Insure Group unique
- We Insure's 140+ franchisees sell through a turnkey, carrier-agnostic agency model.
- Jay Wolfberg became president in 2023; CEO appointment followed in July 2025.
- PEAK6 ownership brings capital, technology discipline, and national expansion muscle.
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Benefits
Health Insurance
Dental Insurance
Vision Insurance
Life Insurance
Short and Long-Term Disability
Health Savings Account/Flexible Spending Account
Unlimited Paid Time Off
Paid Vacation
Paid Sick Leave
Paid Holidays
Hybrid Work Options
401(k) Company Match
Employee Support Programs, Including Mental Health
Tuition Reimbursement
Matching Charitable Gift Program
Lucrative Referral Program
Growth & Insights and Company News
6 month growth
↑ 14%1 year growth
↑ 14%2 year growth
↑ 14%We Insure <i class="fa fa-info-circle company-popover" data-content="h3We Insure/h3. div. table
We Insure Group is Hiring for 3 Jobs on Simplify!
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About We Insure Group
Industries
Data & Analytics
Consulting
Enterprise Software
Financial Services
Company Size
201-500
Company Stage
N/A
Total Funding
N/A
Headquarters
Jacksonville, Florida
Founded
2009
We Insure Group is Hiring for 3 Jobs on Simplify!
Find jobs on Simplify and start your career today