Posted 4 days ago
IL-Woodridge Senior Insurance Agent & Leadership Opportunity Life, Health & Medicare | Independent Agent | Uncapped Income
AI Summary
Senior insurance agent selling life, health, and Medicare insurance to seniors, conducting client consultations, enrolling clients in policies, and building a book of business with uncapped commissions and leadership growth opportunities.
About this role
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
USD $50,000.00 - USD $100,000.00 /Yr.Skills
Explore related jobs
More jobs at AMERICAN SENIOR BENEFITS LLC
- IN-Elkhart Sales Management Trainee (HEAR FROM OUR AGENTS!)Elkhart, IN
- NC-Fayetteville Sales Management Trainee (HEAR FROM OUR AGENTS!)Fayetteville, NC
- PA-Pittsburgh Sales Management Trainee (HEAR FROM OUR AGENTS!)Pittsburgh, PA
- IL-Galesburg Sales Management Trainee (HEAR FROM OUR AGENTS!)Galesburg, IL
- GA-Savannah Insurance AgentSavannah, GA
- IL-Woodridge Insurance AgentWoodridge, IL
Similar Medicare jobs
Jobs in Woodridge
- Office AdministratorPlanetArt · Woodridge, Illinois
- Shipping and Receiving AssociateVeolia Environnement SA · Woodridge, IL
- Warehouse Administration SpecialistVeolia Environnement SA · Woodridge, IL
- Independent Contractor - Woodridge - IL - Symbria Rx ServicesSymbria · Woodridge, IL
- Il-Schaumburg Sales Management Trainee (HEAR FROM OUR AGENTS!)AMERICAN SENIOR BENEFITS LLC · Woodridge, IL
Browse these categories
Market data for this role
All reports →- SeriesRole reportsOne role family at a time: how many openings, what changed this week, who is hiring, what it pays.
- SeriesSalary reportsWhat employers publish in job postings, by level and workplace. Not self-reported pay.
- Market overviewState of tech hiring, September 2026: up 4.8%Tech hiring rose 4.8% month over month in September 2026, with 411,122 new listings. Customer support and account executive roles led the growth.