Top 46 Medicare agent Jobs in Des Plaines Il

Independent Licensed Insurance Agent
HealthMarkets —Des Plaines, IL
- From $65,000 a year
- Full-time
- Hybrid work
- Sales
- Mid-level
- Office
- Work from home
- Flexible schedule
Quick Apply
5d
Regional Manager
Advocate Health Advisors, LLC —Chicago, IL
- $60,000 - $100,000 a year
- Full-time
- Management
- Bachelor's degree
- Recruiting
- Health insurance
- Dental insurance
Quick Apply
Medicare Sales Independent Contractor (1099) - Remote
MyPlanAdvocate —Illinois
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Medicare Sales Agent - Independent Contractor (1099) Opportunity
MyPlanAdvocate —Illinois
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Remote Independent Medicare Sales Agent (1099)
MyPlanAdvocate —Illinois
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Remote Medicare Sales Agent - Independent Contractor (1099)
MyPlanAdvocate —Illinois
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois
INTEGRITY INSURANCE AND FINANCIAL SERVICES —Northbrook, IL
- $50,000 - $350,000 a year
- Full-time
- Office
- High school diploma or GED
- In-person
Quick Apply
Medicare Sales Field Agent - North Chicago
Humana —Skokie, IL
- $35,000 - $128,200 a year
- Weekends as needed
- Local
- Public speaking
- Driver's License
- Paid parental leave
- Paid holidays
14d
Medicare Sales Field Agent - DuPage and Northern Cook Counties
Humana —Arlington Heights, IL
- $35,000 - $128,200 a year
- Weekends as needed
- Local
- Public speaking
- Driver's License
- Paid parental leave
- Paid holidays
8d
Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois and Texas (Oak Brook /Chicagoland Market)
INTEGRITY INSURANCE AND FINANCIAL SERVICES —Oak Brook, IL
- $50,000 - $350,000 a year
- Full-time
- Office
- High school diploma or GED
- In-person
Quick Apply
Medicare Sales Field Agent - Lake and McHenry Counties
Humana —Arlington Heights, IL
- $35,000 - $128,200 a year
- Weekends as needed
- Local
- Public speaking
- Driver's License
- Paid parental leave
- Paid holidays
Medicare Sales Field Agent
Humana —Chicago, IL
- $35,000 - $128,200 a year
- Weekends as needed
- Local
- Public speaking
- Mid-level
- Paid parental leave
- Paid holidays
IL-Woodridge Insurance Agent
AMERICAN SENIOR BENEFITS LLC —Woodridge, IL
- $49,000 - $200,000 a year
- Full-time
- Hybrid work
- Computer literacy
- Office
- Criminal background check
Bilingual Medicare Sales Field Agent (Spanish) - Lake and McHenry Counties
Humana —Arlington Heights, IL
- $35,000 - $128,200 a year
- Weekends as needed
- Local
- Public speaking
- Driver's License
- Paid parental leave
- Paid holidays
Il-Schaumburg Insurance Agent
AMERICAN SENIOR BENEFITS LLC —Woodridge, IL
- $49,000 - $200,000 a year
- Full-time
- Hybrid work
- Computer literacy
- Office
- Criminal background check
Licensed Health Insurance Sales Agent - WORK FROM HOME
TRANZACT —Chicago, IL
- $18 - $20 an hour
- Full-time
- Remote
- Spanish
- English
- Communication skills
- Paid training
- Paid holidays
Quick Apply
Licensed Medicare Agents — Work From Home
AMERICAN SENIOR BENEFITS LLC —Woodridge, IL
- $70,000 - $100,000 a year
- Full-time
- Mid-level
- 2 years
- Communication skills
- Work from home
11d
Account Executive
Medical Mutual of Ohio —Chicago, IL
- Hybrid work
- Microsoft Excel
- Microsoft Outlook
- Marketing
- Health savings account
- Disability insurance
IL-Woodridge Senior Insurance Agent & Leadership Opportunity Life, Health & Medicare | Independent Agent | Uncapped Income
AMERICAN SENIOR BENEFITS LLC —Woodridge, IL
- $50,000 - $100,000 a year
- Full-time
- Mid-level
- Mentoring
- Recruiting
- Flexible schedule
CHICAGOLAND INSURANCE SALES AGENT | FINANCIAL ADVISOR | MANAGEMENT TRAINEE
AMERICAN SENIOR BENEFITS LLC —Woodridge, IL
- $41,500 - $101,000 a year
- Full-time
- Military
- Mentoring
- Recruiting

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medicare agent jobs near des plaines il

Independent Licensed Insurance Agent

HealthMarkets -
Des Plaines, IL

Quick Apply

Job Details

Full-time
From $65,000 a year
5 days ago

Benefits

Work from home
Flexible schedule
Life insurance

Qualifications

Teamwork
Sales
Customer relationship management
Prospecting
Insurance sales
Life & Health Insurance License

Full Job Description

Independent Licensed Insurance Agent (1099)

HealthMarkets | Hybrid (Des Plaines, IL)

Build Your Own Book. Control Your Income. Make an Impact.

If you’re competitive, self-driven, and motivated by uncapped earnings and long-term growth, this is not your typical sales role. It’s an opportunity to build your own business with the backing of one of the largest independent health insurance agencies in the U.S. — with the potential to eventually build and lead a team of your own.

At HealthMarkets, you’re not just selling policies. You’re helping individuals, families, and seniors make confident healthcare decisions while creating long-term financial success for yourself. We are especially interested in candidates who already hold an active Life & Health Insurance License, but we are also open to motivated individuals who are ready to enter the industry and complete the necessary licensing requirements.

HealthMarkets provides the tools, training, leads, technology, and ongoing support to help you succeed while giving you the independence to build your business your way.

What You’ll Do

Consult with individuals, families, and seniors to understand their insurance needs.
Educate clients and guide them through coverage options using a consultative approach.
Sell a wide portfolio of products, including:
Individual & Family Health Insurance
Medicare Advantage & Medicare Supplement Plans
Supplemental Coverage (Dental, Vision, Accident, Critical Illness)
Life Insurance
Manage inbound live transfer leads + generate your own pipeline through:
Social media marketing
Networking
Outbound calling
Utilize HealthMarkets’ technology platform to quote, compare, and enroll clients.
Build and maintain long-term client relationships to generate residual income.
Develop your book of business with the opportunity to grow into leadership and eventually build, mentor, and manage a team of agents.

More Than an Agent Opportunity — A Path to Leadership

This opportunity can grow with you.

While your initial focus will be on developing your own client base and becoming a successful producer, HealthMarkets offers opportunities for agents who demonstrate strong performance, initiative, and leadership potential to advance and build a team of their own.

For someone who wants more than an individual sales career, this can provide a path to:

Mentor and support newer agents.
Build and develop your own team.
Take on increased leadership responsibility.
Advance through HealthMarkets' agent levels.
Expand your earning potential as your business and leadership responsibilities grow.

If your long-term goal is to lead people, develop a team, and grow your own business, we especially want to hear from you.

What a Typical Day Looks Like

Taking inbound calls from pre-qualified leads
Prospecting and building your own book of business.
Engaging with clients via phone, social, and referrals
Managing your pipeline and follow-ups in the CRM
Participating in ongoing training and development

What Makes This Opportunity Different

No quotas. No territories. No cap on income
You control your schedule.
Hybrid flexibility – work remote with in-office collaboration.
Residual income that builds over time
Recession-resistant industry
Opportunity to grow from Tier 1 → Tier 4 agent levels.
Ability to build a career based on your own performance, ambition, and goals.

Compensation

1099 Independent Contractor
One day sales cycle commission paid twice a week
First-year expected earnings: $65,000 – $85,000+
Uncapped commission structure
Residual income opportunities
Additional long-term growth potential as you advance and develop your business

Training & Support

Work For Yourself, Not By Yourself!

Structured onboarding program (including in-office training in Des Plaines, IL)
Access to qualified leads
Advanced quoting and enrollment technology
Ongoing mentorship and development
Strong carrier partnerships and operational support
Continued development opportunities for agents interested in advancing into leadership.

What We’re Looking For

We’re targeting individuals who thrive in a performance-driven, independent environment:

Self-starter with little to no need for direction
Highly motivated by income and performance
Entrepreneurial mindset (“I own my results” mentality)
Strong communication and people skills
Comfortable with both inbound leads and outbound prospecting
Competitive, resilient, and driven
Excited by the potential to move into leadership and eventually build and manage a team.

Licensing Requirements

Already licensed? Even better. We are particularly interested in candidates who currently hold an active Life & Health Insurance License and are ready to begin building their business.

Not licensed yet? We still want to hear from you. We are open to strong sales-minded, entrepreneurial candidates who are committed to obtaining their license and completing the necessary training before beginning their career as an agent.

Licensing options may include:

Accelerated licensing options, including programs that may be completed in as little as one day in Springfield, IL.
Traditional online licensing coursework that can typically be completed within approximately one month.

The most important factor is a candidate's willingness to commit to the licensing process and invest in building a long-term career in the industry.

Who This Role Is Perfect For

Someone who wants to bet on themselves
Someone tired of income ceilings and micromanagement
Someone who wants freedom + earning potential
Someone who sees themselves leading, mentoring, and managing a team in the future.
Someone who is willing to put in the work to build something long-term

Disclaimer: Licensed Insurance Agents with HealthMarkets Insurance Agency are self-employed acting as independent contractors and not as employees. HealthMarkets independent licensed insurance agents shall for all purposes be deemed to be independent contractors and shall have no authority to act or represent themselves as an employee or partner of HealthMarkets Insurance Agency. An Independent licensed insurance agent with HealthMarkets is a commission only opportunity. HealthMarkets Insurance Agency, Inc., is licensed as an insurance agency nationwide except in MA. Not all agents are licensed to sell all products. Service and product availability may vary by state.

Pay: From $65,000.00 per year

Benefits:

Flexible schedule
Work from home

Experience:

Sales: 2 years (Preferred)

License/Certification:

Life & Health Insurance License (Preferred)

Ability to Commute:

Des Plaines, IL 60018 (Required)

Work Location: Hybrid remote in Des Plaines, IL 60018

Quick Apply

Refine Your Search

medicare agent jobs in des plaines il

Independent Licensed Insurance Agent

Regional Manager

Medicare Sales Independent Contractor (1099) - Remote

Medicare Sales Agent - Independent Contractor (1099) Opportunity

Remote Independent Medicare Sales Agent (1099)

Remote Medicare Sales Agent - Independent Contractor (1099)

Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois

Medicare Sales Field Agent - North Chicago

Medicare Sales Field Agent - DuPage and Northern Cook Counties

Medicare Sales Field Exclusive General Agent for Blue Cross Blue Shield of Illinois and Texas (Oak Brook /Chicagoland Market)

Medicare Sales Field Agent - Lake and McHenry Counties

Medicare Sales Field Agent

IL-Woodridge Insurance Agent

Bilingual Medicare Sales Field Agent (Spanish) - Lake and McHenry Counties

Il-Schaumburg Insurance Agent

Licensed Health Insurance Sales Agent - WORK FROM HOME

Licensed Medicare Agents — Work From Home

Account Executive

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

CHICAGOLAND INSURANCE SALES AGENT | FINANCIAL ADVISOR | MANAGEMENT TRAINEE

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