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Jenkins Insurance & Retirement is a private insurance practice not affiliated with or endorsed by the U.S. government or the federal Medicare program.

Join Our Team

We're Always Looking for Dedicated Advisors

We are always looking for dedicated individuals to join our broad team of advisors. If you're passionate about helping people and want to build a meaningful career in Medicare insurance, we want to hear from you.

Why CRSG

Why join the Jenkins Insurance & Retirement team?

Building a career in Medicare doesn't have to mean going it alone. We give you the tools, training, and support to build a book of business you're proud of.

Uncapped earning potential

Medicare insurance is one of the most consistent income streams in financial services. As the Baby Boomer generation ages into Medicare, demand is only growing. Commissions are paid directly by the carriers — your income grows with your book of business.

Mentorship from a working agent

You won't be handed a stack of brochures and left to figure it out. Jordan personally mentors new agents through the licensing process, plan training, and their first client conversations — you'll learn the business from someone who's actively selling it, not from a script.

Training and licensing support

We guide you through your state insurance license, AHIP Medicare certification, and carrier contracting. We'll help you understand the difference between Medicare Advantage, Medicare Supplement, and Part D so you can confidently walk any client through their options.

Your own hours — your own contract

You set your schedule, your goals, and your pace. And when you build a book of business with CRSG, you own your carrier contracts. That means your clients, your commissions, and your renewals are yours — not ours. If you ever decide to move on, your book of business moves with you. We believe that's the only fair way to build a long-term partnership.

Work with a trusted, established brand

Jenkins Insurance & Retirement is a trusted local name serving Wyoming and Utah families. Our reputation means clients already trust us — which means warmer conversations and faster relationships for new agents on our team.

Be part of something meaningful

Medicare is complicated and people genuinely need help. Every day you'll have conversations that matter — helping someone avoid a penalty they didn't know existed, finding a plan that saves them hundreds a year, or simply being the trusted voice in a confusing system.

What We Look For

You don't need a perfect resume

We've brought on advisors from all kinds of backgrounds — healthcare, sales, education, customer service, even retail. What matters more than experience is character. We can teach Medicare. We can't teach integrity.

  • Integrity above everything else — our clients trust us and we take that seriously
  • Strong communication skills and genuine care for people
  • Willingness to learn — Medicare has nuances that take time to master
  • Self-motivation and drive to build your own client relationships
  • Wyoming or Utah residency preferred (or willingness to get licensed in both states)
  • Prior insurance or financial services experience is a plus, but not required
"The Medicare market is one of the most stable, recession-proof opportunities in insurance. Every single day, 10,000 Americans turn 65. That's 10,000 people who need exactly what we do. I built this team to help more of them — and to give the right people a real career doing it."
Jordan Jenkins

Jordan Jenkins

Founder, Jenkins Insurance & Retirement

20+

Carrier Contracts

100%

Independent

10,000/day

Americans Turn 65

WY & UT

States We Serve

How It Works

From first call to first client

We make the path to your first client as clear as possible.

  1. 1

    Reach out

    Fill out the form below or call Jordan directly. No resume required at this stage — just a quick conversation.

  2. 2

    Introductory call

    We'll spend 20–30 minutes getting to know each other, answering your questions, and walking through what the role actually looks like day to day.

  3. 3

    Licensing

    If it's a fit, we'll guide you through your state insurance license and AHIP Medicare certification. We'll be there every step.

  4. 4

    Carrier contracting

    We'll get you contracted with the carriers we work with so you can offer clients real options across the market — and those contracts are yours to keep.

  5. 5

    Training and first clients

    Jordan will shadow your early client conversations, help you build confidence, and make sure you're set up to succeed long-term.

Apply Now

Let's start a conversation

Fill out the form below and Jordan will reach out within one business day. No commitment required — just a conversation.

No commitment required. We'll simply reach out to start a conversation.