We Insure Group

We Insure Group

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.

Significant Headcount Growth

About We Insure Group

Simplify's Rating
Why We Insure Group is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

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

  • 2026 Graduate Franchise Ownership Program targets fresh talent with structured training.
  • We Insure launched online policy-document requests in 2024, improving policyholder service.
  • Jay Wolfberg's 2023 presidency aligns leadership with national expansion and operational support.

What critics are saying

  • 2026 cohort is commission-only, increasing early attrition risk for recruits.
  • Oak Hill-backed growth depends on franchisee economics; weak unit returns stall expansion.
  • A failed digital rollout or carrier integrations could cripple franchise productivity by 2027.

What makes We Insure Group unique

  • 2026 Summer Cohort defers franchise fees, lowering entry barriers for new owners.
  • 2024 Fletch partnership adds real-time quoting for independent agencies.
  • 200-plus locations across 35 states give We Insure broad carrier and market reach.

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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

Headcount

6 month growth

16%

1 year growth

16%

2 year growth

16%
Coverager
Jun 2nd, 2024
We Insure Enters Pet Insurance Space

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