Start living the best of all your worlds. When you join us as a Licensed Independent Insurance Agent, you'll be building a business that you control with our support. So, you can walk your client through a contract and then walk your child to school. Or walk your dog. Or take a walk in the woods. This is the way to succeed on your terms.
Insurance Advisor
Insurance Advisor
Location: Chicago, Illinois
Job Number HM2023-0523 Date posted 10/27/2026 Salary Range: $50,000 - $120,000 Join UsNot a Job. A Test of Drive, Commitment, and Follow-Through.
If you’re looking for something comfortable or guaranteed, this likely isn’t it. But if you’re motivated, competitive, coachable, and ready to take responsibility for your own success, HealthMarkets offers a clear entry point into the insurance industry — with training, structure, and support, not handholding.
How you build your career with HealthMarkets
As a HealthMarkets licensed independent insurance agent, you’ll help individuals, families, and seniors navigate important insurance decisions with clarity and confidence. Your role is consultative, not transactional — focused on understanding each client’s needs and guiding them to coverage that fits their life, budget, and stage.
You’ll have access to a broad portfolio of products, including:
- Health insurance for individuals and families
- Medicare solutions, including Medicare Advantage and Medicare Supplement plans
- Supplemental insurance such as dental, vision, accident, and critical illness
- Life insurance to help clients protect what matters most
Having access to HealthMarkets’ tools and carrier relationships, you’ll educate clients on their options, compare plans across trusted carriers, and support them through enrollment and beyond.
Who is this path for
- You’re performance-driven and motivated by progress
- You’re willing to learn, train, and earn your license
- You value independence and long-term growth
- You’re comfortable knowing that results come from effort
- You want to build skills that translate into a real business
What a career with HealthMarkets offers
- Resources to support you in obtaining a Health and Life insurance license (licensing fees vary by state)
- Comprehensive training to prepare you for licensing and beyond
- Advanced quoting and enrollment technology to support consultative sales
- Operational support and carrier access once licensed
- Ongoing development to help driven professionals improve and advance
As a licensed independent agent, you’ll collaborate with one of the largest independent health insurance agencies in the United States while remaining fully accountable for your own performance and growth.
We invest in people who invest in themselves.
If you’re ready to own your success, we’re ready to support you.
Disclaimer: Licensed Insurance Agents with HealthMarkets Insurance Agency are independent contractors, not employees. This is a commission-only opportunity. HealthMarkets Insurance Agency, Inc. is licensed nationwide except in MA. Product availability and agent licensing vary by state.
What will I need to do now?
Ready to start building your business as an independent Licensed Insurance Agent? We’re here to help you every step of the way.
- 1.Complete the form
- 2.Talk to a recruiter
- 3.Talk to a senior sales leader
- 4.Earn your license with our help
- 5.Start onboarding and training
Agent success stories
Learn how HealthMarkets has changed the lives and careers of Licensed Independent Insurance Agents all over the country.
Brett Beamesderfer, Kempner, Texas
Yes, you can have it all
“The back-office support is amazing to me. It helped me double my income and retire from the National Guard as a Major. Now, I can attend my kids’ activities, coach tennis for Fort Hood Child & Youth Services, and still help my clients.”
Bridget Kniss, Phoenix, Ariz.
My work. My way.
“I created my business in a way that works for me and my family. It took stress off my plate. I have Multiple Sclerosis, and in a traditional job setting, it would be difficult to manage and succeed. I’m extremely fortunate to be the main breadwinner for my family.”
Bob Parker, Wilkes Barre, Pa.
I’m making a difference
“When I was younger, I was sick, went bankrupt, and got divorced because of medical bills. When I’m talking to someone going through the same thing, I truly enjoy working with them to help calm their mind about their potential medical bills. I can help.”
Nicole Treber, Osceola, Ind.
So thankful for HealthMarkets
“In my old job, I worked like a sled dog to make someone else successful. Now, my successes are mine. Most importantly, after my son’s traumatic brain injury, I could care for him for over a year. I would have never been able to do that with any other job.”
I’m ready to talk
Discover more about becoming a Licensed Independent Insurance Agent.