Top 5 Medicare sales representative Jobs in Springfield, Il

Insurance Advisor
Gruening Health & Wealth —Springfield, IL
- $75,000 - $150,000 a year
- Full-time
- Office
- In-person
- Entry level
- Health insurance
- Flexible schedule
Quick Apply
10d
Area Sales Manager Hospice
Enhabit Home Health & Hospice —Springfield, IL
- $75,000 - $80,000 a year
- Full-time
- Mid-level
- Driver's License
- Driving
- Health insurance
- Dental insurance
Insurance Sales Representative - Medicare and Life
American Republic Insurance Services —Springfield, IL
- $50,000 - $150,000 a year
- Contract
- Customer service
- High school diploma or GED
- US work authorization
- Dental insurance
- Flexible schedule
Quick Apply
Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois and Texas (Springfield Market)
INTEGRITY INSURANCE AND FINANCIAL SERVICES —Springfield, IL
- Full-time
- Office
- High school diploma or GED
- Communication skills
Quick Apply
Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois (Springfield Market)
INTEGRITY INSURANCE AND FINANCIAL SERVICES —Springfield, IL
- Full-time
- Office
- High school diploma or GED
- Communication skills
Quick Apply

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medicare sales representative jobs near springfield, il

Insurance Advisor

Gruening Health & Wealth
Springfield, IL

Quick Apply

Job Details

Full-time
$75,000 - $150,000 a year
10 days ago

Benefits

Health insurance
Flexible schedule

Qualifications

Teamwork
Medicare
Phone communication
Pharmaceutical sales
Insurance sales
Conducting sales calls
Client interaction via phone calls

Full Job Description

ABOUT THE ROLE

We are one of the fastest-growing Medicare sales organizations in the country. As a Medicare Sales Representative, you will help our customers navigate their Medicare coverage options, building lasting relationships while earning uncapped commission in a high-energy, competitive environment.

Our team is high-energy, motivated, and treats each other like family. If you're coachable, competitive, and hungry to earn, this role is for you.

DAY-TO-DAY RESPONSIBILITIES

Manage 800–1,000 warm inbound leads per week
Handle auto-booked appointments and additional inbound lead queues
Conduct outbound dialing to follow up on leads
Educate Medicare-eligible clients on plan options and guide them through enrollment
Meet and exceed weekly and monthly sales targets
Maintain accurate CRM records for all client interactions
Participate in live seminars, phone shadowing, and continued training sessions

TRAINING & ONBOARDING

Once you accept an offer, you'll have 3 weeks to complete and pass your state insurance licensing exam before your start date — we cover all associated costs and support you through the process. You'll arrive on Day 1 already licensed and ready to hit the ground running.

Pre-Start (Weeks 1–3): Online coursework and licensing exam prep (fully company-sponsored); exam must be passed prior to your start date
Months 1–3: Licensed from Day 1 — begin shadowing, hands-on training, and live selling with full support
Month 4+: Full commission structure; flexible scheduling available

COMPENSATION & BENEFITS

Earnings Potential

Onboarding (first 3 months): $20.00/hour + 30% commission on all self-generated revenue
Post-onboarding: 30% commission on all revenue generated (no cap)
Candidates who arrive already licensed can begin earning commission on Day 1
Year 1 average: ~$75,000 | Year 2 potential: up to $150,000 | Year 3 potential: $200,000+

Benefits

Health Insurance: United Healthcare — 50% employer-paid
Equipment: All hardware provided (computer, monitors, headset, etc.)
Professional Liability (E&O): $25 / month employee contribution
Schedule flexibility after onboarding period

SCHEDULE

Onboarding Period: 40 hours per week, fully onsite

Post-Onboarding: Flexible; most reps choose to work from the office given the collaborative environment

IDEAL CANDIDATE PROFILE

Must-Have Qualities

Coachable — willing to follow the system and absorb feedback quickly
Money-motivated — driven by earning potential, not just a paycheck
Confident and natural on the phone — comfortable leading conversations
Competitive mindset — thrives in a results-oriented environment
Reliable and punctual, especially during the onboarding period

Nice to Have (Not Required)

Background in phone sales, car sales, telecom (AT&T, Verizon), or retail sales
Experience as a collegiate or competitive athlete
Prior Medicare or insurance experience — helpful but absolutely not required

This Role Is NOT a Fit If You...

Prefer a slow-paced or strictly administrative environment
Are uncomfortable making outbound calls or discussing finances with strangers
Are not motivated by performance-based compensation

EQUAL OPPORTUNITY STATEMENT

We are an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, veteran status, or any other characteristic protected by applicable law.

Pay: $75,000.00 - $150,000.00 per year

Benefits:

Flexible schedule
Health insurance

Application Question(s):

Are you open to $20/hr for the first 3 months (onboarding) then transitioning to a fully commission-based role (post-onboarding)?

Work Location: In person

Quick Apply

Refine Your Search

medicare sales representative jobs in springfield, il

Insurance Advisor

Area Sales Manager Hospice

Insurance Sales Representative - Medicare and Life

Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois and Texas (Springfield Market)

Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois (Springfield Market)

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