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