Medicare Insurance Sales Agent (Remote Role)

Gallagher
Tampa, FL


Welcome to Gallagher - a global community of people who bring bold ideas, deep expertise, and a shared commitment to doing what’s right. We help clients navigate complexity with confidence by empowering businesses, communities, and individuals to thrive. At Gallagher, you’ll find more than a job; you’ll find a culture built on trust, driven by collaboration, and sustained by the belief that we’re better together. Whether you join us in a client-facing role or as part of our brokerage division, our benefits and HR consulting division, or our corporate team, you’ll have the opportunity to grow your career, make an impact, and be part of something bigger. Experience a workplace where you’re encouraged to be yourself, supported to succeed, and inspired to keep learning. That’s what it means to live The Gallagher Way.

Overview

Your Way Insurance is a people-first organization built on compassion, integrity, and service. Our greatest strength lies in our talented and driven team, dedicated to helping seniors find Medicare plans that truly fit their needs, the right way. Through our one-stop shopping experience, we make it easy to compare top national health insurance carriers and choose coverage with confidence.

Now part of Gallagher, a global leader in insurance, risk management, and consulting, you’ll join a network of professionals committed to empowering individuals, businesses, and communities to thrive. Whether you're supporting clients directly or contributing behind the scenes, you'll be part of a culture defined Your Way: shared values, excellence, and a passion for doing what's right.

We believe every candidate brings something unique to the table, including you. This is a remote position located anywhere in the United States.

An application with us takes only 3 minutes!

How you'll make an impact

  • Conduct personalized needs analyses for customers to understand their Medicare.
  • Walk customers through various Medicare plan options and help them make informed decisions.
  • Enroll customers into the best-fitting Medicare plan, ensuring a seamless and efficient process.
  • Provide exceptional customer service by addressing inquiries and concerns promptly and professionally.
  • Stay up to date with the latest Medicare regulations and industry trends to provide accurate information to customers.
  • Collaborate with a team of experienced professionals to enhance overall customer satisfaction and achieve team goals.

Why Join Your Way Insurance:

  • Comprehensive Training: Benefit from a multi-week training and on-boarding process to equip you with the knowledge and skills required to excel in your role.
  • Licensing Support: We provide paid insurance licensing to help you kick-start your career as a Medicare Consultant.
  • Inbound Calls: Enjoy working with pre-qualified leads through inbound calls, eliminating the need for cold calling.
  • Incentives and Contests: Take part in various contests and incentives to boost your performance and earn additional rewards.
  • Residuals: Start earning residual income from Year 1, providing ongoing financial stability.
  • Flexible Hourly Rate starting at $21.00 depending on experience
  • $25-$100 bonus per sale
  • Fully Remote Position
About You

Required: High School diploma or equivalent. Bachelor's degree preferred. Minimum 6 months experience as a Licensed Medicare Advisor. Must have health licensed obtained in resident state prior to start and in good standing. Ability to work overtime as business needs required.

  • Demonstrated commitment to customer service and customer satisfaction.
  • Exceptional verbal communication skills can explain complex information clearly
  • Empathetic and compassionate approach towards customers, ensuring a supportive environment throughout the consulting process.
  • Results-oriented attitude with a strong drive to succeed and exceed sales targets.
  • Sales experience in a related field is preferred but not required.
Compensation and benefits

We offer a competitive and comprehensive compensation package. The base salary range represents the anticipated low end and high end of the range for this position. The actual compensation will be influenced by a wide range of factors including, but not limited to previous experience, education, pay market/geography, complexity or scope, specialized skill set, lines of business/practice area, supply/demand, and scheduled hours. On top of a competitive salary, great teams and exciting career opportunities, we also offer a wide range of benefits.

Below are the minimum core benefits you’ll get, depending on your job level these benefits may improve:

  • Medical/dental/vision plans, which start from day one!
  • Life and accident insurance
  • 401(K) and Roth options
  • Tax-advantaged accounts (HSA, FSA)
  • Educational expense reimbursement
  • Paid parental leave

Other benefits include:

  • Digital mental health services (Talkspace)
  • Flexible work hours (availability varies by office and job function)
  • Training programs
  • Gallagher Thrive program – elevating your health through challenges, workshops and digital fitness programs for your overall wellbeing
  • Charitable matching gift program
  • And more...

**The benefits summary above applies to fulltime positions. If you are not applying for a fulltime position, details about benefits will be provided during the selection process.

We value inclusion and diversity

Click Here to review our U.S. Eligibility Requirements

Inclusion and diversity (I&D) is a core part of our business, and it’s embedded into the fabric of our organization. For more than 95 years, Gallagher has led with a commitment to sustainability and to support the communities where we live and work.

Gallagher embraces our employees’ diverse identities, experiences and talents, allowing us to better serve our clients and communities. We see inclusion as a conscious commitment and diversity as a vital strength. By embracing diversity in all its forms, we live out The Gallagher Way to its fullest.

Gallagher believes that all persons are entitled to equal employment opportunity and prohibits any form of discrimination by its managers, employees, vendors or customers based on race, color, religion, creed, gender (including pregnancy status), sexual orientation, gender identity (which includes transgender and other gender non-conforming individuals), gender expression, hair expression, marital status, parental status, age, national origin, ancestry, disability, medical condition, genetic information, veteran or military status, citizenship status, or any other characteristic protected (herein referred to as “protected characteristics”) by applicable federal, state, or local laws.

Equal employment opportunity will be extended in all aspects of the employer-employee relationship, including, but not limited to, recruitment, hiring, training, promotion, transfer, demotion, compensation, benefits, layoff, and termination. In addition, Gallagher will make reasonable accommodations to known physical or mental limitations of an otherwise qualified person with a disability, unless the accommodation would impose an undue hardship on the operation of our business.

Posted 2026-06-29

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