IL-Woodridge Senior Insurance Agent & Leadership Opportunity Life, Health & Medicare | Independent Agent | Uncapped Income

Overview

At Chicago One Financial, powered by American Senior Benefits 

we help America’s seniors protect what matters most through trusted life insurance, health insurance, Medicare, and retirement solutions. As a nationally growing, independent insurance agency with 175+ locations nationwide, we empower our agents with access to top‑rated carriers, advanced training, and true income potential.

Our mission is simple: serve seniors with integrity while building long‑term, rewarding insurance careers.

Why This Insurance Career Stands Out

✅ Uncapped commissions + renewal (residual) income✅ Fast‑track leadership & agency‑building opportunities✅ Comprehensive licensing, training & mentorship provided✅ Flexible schedule with field, hybrid, or local territory focus✅ Multiple A‑rated insurance carriers & Medicare products

This is ideal for licensed insurance agents, career‑switchers, or emerging leaders seeking long‑term income, autonomy, and advancement.

Responsibilities

What You’ll Do

• Conduct client needs assessments and personalized insurance consultations
• Educate clients on life insurance, health insurance, Medicare, and supplemental products
• Present and enroll clients in the best‑fit insurance solutions
• Complete applications, underwriting, and policy processing with accuracy and integrity
• Set up premium payment methods and provide ongoing client support
• Assist clients through claims follow‑ups and policy reviews
• Build and manage your own book of insurance business
• Follow up with clients to ensure retention, satisfaction, and referrals
• Train and support team members as you advance into sales leadership

Leadership & Growth Path

This role offers a clear path to management and agency ownership. High‑performing agents may:

• Recruit and mentor new insurance agents
• Lead local teams and territories
• Advance into Regional or National Leadership roles
• Earn override income and long‑term residuals

Hear From The Team

Qualifications

What We Look For

✔ Competitive, goal‑driven mindset✔ Strong communication & relationship‑building skills✔ Ability to learn insurance products quickly✔ Professional integrity and client‑first approach✔ Leadership experience (a plus, not required)✔ Ability to start within 6 weeks

🟢 Active Life & Health Insurance License preferred🟢 Licensing support available for qualified candidates

*Compensation is highly customizable, and should be discussed directly with the onboarding manager. 

Compensation