About the 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.