Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Medicare Tele-Sales Agent

Full-time

Vested Trust Insurance Group

Medicare Tele-Sales Agent

Full-Time | In-Office | Jacksonville, FL
W-2 Position | Paid Licensing | Warm Leads Provided | Career Growth Opportunities

Build a Long-Term Career Helping Seniors Navigate Medicare

At Vested Trust Insurance Group (VTI), we believe insurance is built on trust, education, and doing what's right for the client. Our mission is to help Medicare beneficiaries make informed healthcare decisions while providing our team members with the training, support, and development needed to build rewarding long-term careers.

We're not looking for seasonal salespeople. We're looking for coachable, competitive communicators who want to develop into professional Medicare agents and build a meaningful career in the insurance industry.

Whether you're already licensed or willing to become licensed, we provide paid licensing assistance, in-house training, warm leads, and ongoing mentorship to help you succeed.

Unlike organizations focused solely on volume, our business is built around long-term member retention and ethical enrollment practices. We reward agents for placing the right plan for each member and maintaining lasting client relationships.

Why Join Vested Trust Insurance Group?

Career Development

  • Paid Florida 2-40 Health License training and licensing support

  • Comprehensive in-house Medicare sales training

  • Ongoing coaching and mentorship from experienced leaders

  • Structured career advancement opportunities

  • Long-term career path within the insurance industry

  • Professional development focused on compliance, ethics, and client service

Sales Support

  • Warm leads provided

  • Proven sales processes and systems

  • In-office team environment with hands-on support

  • Compliance-focused sales approach

  • Technology and resources designed to help you succeed

Culture

  • Team-oriented and supportive environment

  • Performance-driven culture focused on growth

  • Leadership committed to employee development

  • Recognition for achievement and continuous improvement

  • Opportunity to build a stable, long-term career

What You'll Do

Medicare Sales & Client Education

  • Conduct outbound and inbound phone consultations with Medicare beneficiaries

  • Educate prospective members on Medicare plan options and coverage solutions

  • Identify customer needs and recommend appropriate plan options

  • Build trust through professional, consultative conversations

  • Help clients understand benefits, costs, and coverage details

  • Guide members through the enrollment process accurately and compliantly

Compliance & Documentation

  • Conduct all sales activities in accordance with CMS regulations and company guidelines

  • Follow approved sales scripts and compliance requirements

  • Maintain accurate documentation and client records

  • Participate in ongoing compliance and product training

  • Ensure all enrollments are completed accurately and ethically

Relationship Building

  • Develop long-term relationships with members

  • Provide exceptional customer service throughout the enrollment process

  • Follow up appropriately with prospects and clients

  • Focus on placing members in plans that best fit their needs

What We're Looking For

Required Qualifications

  • High school diploma or equivalent

  • Ability to obtain a Florida 2-40 Health Insurance License within 14 days of hire (paid for by VTI)

  • Ability to pass Florida Department of Financial Services background, fingerprint, and credit review requirements

  • Legally authorized to work in the United States as a W-2 employee

  • Ability to reliably commute to or relocate to Jacksonville, Florida

  • Comfortable working full-time in an office environment

  • Comfortable conducting sales conversations on recorded lines

  • Ability to follow compliance procedures and CMS regulations

Preferred Qualifications

  • Active Health Insurance License

  • Medicare sales experience

  • Call center experience

  • Customer service experience

  • Phone sales experience

  • Service industry experience

  • Previous commission-based sales experience

Licensed candidates are strongly encouraged to apply. Unlicensed candidates who are motivated and willing to become licensed are also encouraged to apply.

Ideal Candidate Profile

The most successful agents at VTI are:

  • Highly coachable and eager to learn

  • Competitive and motivated by goals

  • Strong communicators who connect easily with others

  • Resilient and able to handle rejection professionally

  • Self-disciplined and accountable

  • Driven to build a long-term career rather than find a short-term job

  • Ethical professionals who consistently do the right thing

  • Team players who contribute to a positive work environment

Candidates with backgrounds in sports, sales, hospitality, customer service, call centers, retail, or other performance-driven environments often excel in this role.

Key Success Traits

Coachability

Our top performers actively seek feedback, implement coaching, and continuously improve.

Competitive Drive

You enjoy setting goals, tracking progress, and pushing yourself to achieve results.

Communication Skills

You can build rapport, listen actively, and communicate clearly and professionally over the phone.

Resilience

You maintain a positive attitude and strong work ethic even during challenging days.

Integrity

You prioritize doing what's right for the client and understand the importance of compliance and ethical sales practices.

Compensation & Benefits

  • Competitive compensation structure

  • Performance-based incentives

  • Warm leads provided

  • Paid licensing support

  • Comprehensive training program

  • Ongoing coaching and mentorship

  • Career advancement opportunities

  • Professional development and continuing education

  • Full-time W-2 employment

Why Vested Trust Insurance Group?

At VTI, we don't simply hire agents—we develop professionals.

We invest in people who want to build lasting careers, serve clients with integrity, and grow within an organization committed to excellence. If you're coachable, competitive, and ready to build a future in Medicare sales, we'll provide the training, support, and opportunity to help you succeed.

Apply Today

If you're looking for more than just a job and want to build a rewarding long-term career in the insurance industry, we encourage you to apply.

Join Vested Trust Insurance Group and become part of a team dedicated to helping seniors make confident healthcare decisions while building a career you can be proud of.

Vacancy posted 2 days ago
Similar jobs that could be interesting for youBased on the Medicare Tele-Sales Agent in Jacksonville, FL vacancy
  •  ...partnerships with reputable associations, unions, and administrations, we offer exceptional opportunities for individuals seeking a lucrative sales profession with no cold-calling, prospecting, or lead buying challenges.   Horace Mann is looking for individuals who want to... 
    Suggested
    Full time

    Horace Mann

    Jacksonville, FL
    2 days ago
  • $150k

     ...generators, helping clients save time and money while enhancing their operations and memorable events. We are immediately hiring Technical Sales Reps to join our dynamic team. Why Mobile Air? Here are some of the perks & rewards: Full-time positions Take home company vehicle... 
    Suggested
    Weekly pay
    Full time
    Work at office
    Immediate start
    Remote work
    Work from home

    Mobile Air & Power Rentals

    Jacksonville, FL
    2 days ago
  •  ...Experienced Licensed Insurance Agent? Grow Your Business with AmeriLife Career AgencyYou've built the skills. You've earned your license...  ...goals. What We OfferAccess to a broad portfolio of Health, Medicare, Life, and Annuity productsCompetitive commissions with... 
    Suggested
    For contractors

    AmeriLife

    Jacksonville, FL
    3 days ago
  • $50k - $150k

     ...Job Description Job Description   Subaru of Jacksonville is hiring a high-energy New & Used Car Sales Consultant to join our award-winning dealership team. In this role, you will help customers find the perfect vehicle—whether it’s a new Subaru or a certified... 
    Suggested
    Weekend work
    Afternoon shift

    Subaru of Jacksonville

    Jacksonville, FL
    21 days ago
  • $120k - $180k

     ...Job Description Job Description   Subaru of Jacksonville is looking for an experienced, high-energy Internet / Sales Consultant to join our sales team, drive performance, and deliver an exceptional customer experience. We’re Florida’s top Subaru-only dealership... 
    Suggested

    Subaru of Jacksonville

    Jacksonville, FL
    21 days ago
  •  ...Job Description Job Description Automotive Sales Consultant – High Income Potential Auto Gallery Jacksonville | Jacksonville, FL NOW HIRING – AUTOMOTIVE SALES PROFESSIONALS! Are you motivated, competitive, and ready to take your income to the next level?... 
    Immediate start

    Auto Gallery Jacksonville

    Jacksonville, FL
    23 days ago
  •  ...Supplemental Sales Agent - Jacksonville, FL Jacksonville, FL Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial... 
    Work at office
    Weekend work

    Worksite Field Sales

    Jacksonville, FL
    2 days ago
  • Position Overview The Insurance Agent serves as the first point of contact between the insurance company and prospective clients, meeting...  ...; bachelor’s degree preferred. Prior experience in insurance sales, underwriting, or financial services is highly desirable. State... 
    Work at office
    Remote work
    Weekend work
    Afternoon shift

    Wb Agency

    Jacksonville, FL
    3 days ago
  • $69k

     ...term career with a nationally recognized organization that promotes from within and rewards performance. Whether you're experienced in sales or simply coachable and driven to succeed, you'll receive the training, mentorship, and support needed to grow into leadership.... 
    Remote job
    Work from home
    Flexible hours

    HSS Careers

    Jacksonville, FL
    11 days ago
  • Remotetravelcareers is seeking a remote Booking Agent to help customers book and manage their travel reservations. You’ll provide excellent service, confirm details, and assist clients with any booking questions—all online. In this role, you’ll assist with flights, hotels... 
    Remote work

    Remotetravelcareers

    Jacksonville, FL
    3 days ago
  •  ...recover from unexpected events, and pursue their goals. State Farm agents operate as local business owners, providing personalized...  ...neighbor, State Farm is there.® Role Description The Insurance Sales Specialist will work on-site in Jacksonville, FL in a full-time... 
    Full time
    Work at office
    Local area

    State Farm Agent

    Jacksonville, FL
    1 day ago
  • $67k - $70k

     ...Job Description Job Description Remote Sales Agent HMG Careers | Remote - Canada and United States Your ambition doesn't need an office. Build a sales career working from home. To succeed, you'll need to be organized and disciplined. In addition to a great income... 
    Remote job
    Work at office
    Work from home

    HMG Careers

    Jacksonville, FL
    5 days ago
  •  ...DescriptionJob DescriptionTake Charge of Your Future and become a Sales Specialist!Are you self-driven, goal-oriented, and craving the...  ...building.Health, Dental & Vision Benefits: Available for qualifying agents.Compensation & DetailsLife & Health license required (don’t have... 
    Full time

    Grandsard Agency

    Jacksonville, FL
    1 day ago
  •  ...virtual appointments - Use our proven internal blueprint and warm leads—NO COLD calling necessary Represent core values: Service Over Sales, always putting clients first Set and achieve aggressive personal and team goals. Use tracking systems to monitor metrics and... 
    Full time

    Globe Life: Moore Organizations

    Jacksonville, FL
    1 day ago
  • Overview As a Remote Travel Specialist, you’ll play a mission-critical role in supporting our clients from their very first trip idea all the way to their safe return home. You’ll be the steady, knowledgeable guide who keeps their travel experience seamless, stress-...
    Remote work

    Sweet Carolina Travels

    Jacksonville, FL
    1 day ago
  • $80k

     ...level.Responsibilities:Responsible for maintaining relationships with our existing client base as well as creating new onesGenerating sales from a wide variety of clients from various industriesSeeking out new clientsRekindling working relationships from clients who... 
    Full time
    Work at office
    Work from home
    Night shift

    Academy Bus

    Jacksonville, FL
    3 days ago
  • $45k

     ...for you. At this location, this position offers Entry-Level Sales candidates with little to no experience a base salary of $45k/...  ...~ Meru Health mental health and Mercer SmartConnect Medicare programs ~ Livongo Diabetes and High Blood Pressure programs... 
    Base plus commission
    Work at office
    Local area

    Rotech Healthcare

    Jacksonville, FL
    1 day ago
  •  ...Sales Account ManagerTeam JAS is looking for a driven, goal-oriented Sales Account Manager with a passion for results to join our team in Jacksonville, FL. We serve a global customer base of airlines, OEMs, and MROs with distribution, component repair, and PMA parts.Founded... 
    Work experience placement

    Team JAS

    Jacksonville, FL
    4 days ago
  • Prestige Travel Agency by Mich is seeking a Travel Customer Experience Representative to support clients throughout their travel journey, from booking through post-trip follow-up. This remote role suits someone passionate about travel, customer service, and delivering ...
    Remote work

    Manatal

    Jacksonville, FL
    4 days ago
  •  ...New Car Sales ManagerHanania Automotive Corporate - Jacksonville, FL 32244DescriptionAre you a dynamic leader with a passion for automotive sales and exceptional customer service? Hanania Automotive Group is seeking an experienced New Car Sales Manager to steer our new... 
    Local area

    Hanania Auto Group

    Jacksonville, FL
    5 days ago
  •  ...Home2Close is recruiting for an Outstanding, Outside B2B sales position. As part of its launch across the U.S. As part of our launch...  ...Florida. You will be closing deals face-to-face with real estate agents and BIC’s of small to medium-sized firms. You’ll be expected to... 
    Currently hiring

    Home2Close

    Jacksonville, FL
    21 days ago
  •  ...commercial performance for Veetee’s product portfolio. Day-to-day activities include maintaining regular contact with customers, analyzing sales data, forecasting demand, and collaborating with internal teams such as marketing, supply chain, finance, and operations to deliver... 
    Full time
    Contract work

    Veetee Group

    Jacksonville, FL
    1 day ago
  • $32.5k - $37.5k

     ...salaryOpportunity for advancementPaid time offTraining & developmentTuition assistance401(k) matchingCompany parties Call Center Sales Agent - Entry Level NO Remote positions Available Salary Range Salary: $32,500 to $37,500 Annual Salary Plus Commission Salary Plus 12%... 
    Hourly pay
    Full time
    Remote work
    Worldwide

    Bold City Logistics LLC

    Jacksonville, FL
    1 day ago
  •  ...Looking to enhance your resumé this fall? Vector Marketing is filling part-time sales positions for this fall. Students have the opportunity to work part-time around classes in a role that can improve presentation skills, time management skills, and networking. Sales representatives... 
    Weekly pay
    Extra income
    Temporary work
    Part time
    Work from home
    Flexible hours

    Vector Marketing

    Jacksonville, FL
    3 days ago
  • $180k - $282.5k

     ...professional development resources that allow you to hone existing skills and learn new ones “I can succeed as the Public Private Solutions Sales Specialist (West) at Capital Group.” The Public Private Solutions (PPS) Sales Specialist is a client facing specialist role... 
    Full time
    Temporary work
    Local area
    Flexible hours

    Capital Group

    Jacksonville, FL
    3 days ago
  • Almaaventurera is looking for a Remote Travel Customer Representative to support clients throughout their travel experiences. This role is entirely remote, focusing on assisting customers with their inquiries via email, phone, and messaging platforms. The ideal candidate...
    Remote work

    Almaaventurera

    Jacksonville, FL
    2 days ago
  •  ...experienced mentors ◾Track performance and progress using our internal systems and support tools ◾Represent the values of Service Over Sales, putting clients’ well-being first ◾Participate in incentive programs, team competitions, and leadership summits ◾At least 18... 
    Full time

    Globe Life: Moore Organizations

    Jacksonville, FL
    2 days ago
  • A travel support company is looking for a remote Trip Support specialist to assist clients with bookings and provide trip details. You will handle reservations and offer friendly support through various communication channels. Ideal candidates should have strong communication...
    Full time
    Part time
    Remote work

    Remotetravelcareers

    Jacksonville, FL
    2 days ago
  • A leading travel services provider is seeking a Customer Service Representative specializing in travel, responsible for assisting clients with bookings and inquiries. The ideal candidate will possess strong communication skills and a passion for problem-solving and travel...
    Remote work
    Flexible hours

    HB Travels

    Jacksonville, FL
    5 days ago
  • About the job Remote Travel Representative SpecialistAbout the job positionAs a Remote Travel Specialist, you will be an essential part of our team, guiding clients through every stage of their journey—from the moment they plan their trip to their safe return home. Your...
    Remote work

    Prestigetravelagencybymich

    Jacksonville, FL
    4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Medicare Tele-Sales Agent. Be the first to apply!