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

Medicare Sales Representative

Connie Health

Connie Health Medicare Sales Representative

Connie Health is a fast-growing Medicare brokerage on a mission to empower older Americans to make confident, worry-free Medicare plan decisions. We offer a tech-enabled Medicare navigation platform that combines an AI-driven technology with local Medicare experts to help people select optimal healthcare plans and navigate their benefits. Our culture is mission-driven, collaborative, and innovative, as we strive to transform healthcare through data-driven insights and personalized guidance. We value Relationships First, Data-Driven decision making, and being Accountable in delivering unbiased, high-quality advice to our members.

At Connie Health, we're revolutionizing the way older Americans navigate Medicare. As we expand into new and existing markets, we're seeking a Medicare Sales Representative.

Role Overview

As a Medicare Sales Representative, you will be assisting customers, primarily via phone, in selecting and enrolling in health insurance plans. This role may include handling inbound calls, providing product information, answering questions, and guiding customers through the enrollment process. You will be responsible for meeting sales targets, adhering to compliance standards, and providing a positive customer experience.

What You'll Do

  • Serve as a trusted advisor to Medicare beneficiaries, helping them confidently navigate their insurance options
  • Conduct in-depth needs assessments via phone to understand each client's healthcare and coverage requirements
  • Educate clients on Medicare options, election periods, and available services to help them make informed decisions
  • Match beneficiaries with the most suitable health plans based on their unique needs
  • Guide clients through the enrollment process with care, accuracy, and personalized support
  • Build meaningful relationships while delivering excellent, solutions-focused customer service
  • Qualify inbound leads and create new sales opportunities through proactive engagement
  • Consistently meet or exceed sales goals while tracking performance and progress
  • Stay current on CMS regulations, HIPAA policies, and Medicare compliance requirements
  • Accurately document all sales and service activities in the CRM system
  • Collaborate with managers, trainers, and team members to refine skills and achieve individual and team goals
  • Support additional duties and special projects as needed

What You Bring

  • 23 years of Medicare sales experience
  • Active Health & Life Insurance License
  • Current AHIP certification
  • Strong technical skills and comfort using multiple systems (iOS, Salesforce, Five9, Slack preferred)
  • Excellent verbal and written communication skills
  • Bilingual a plus

Why Join Connie Health?

  • Generous vacation policy and paid holidays
  • Comprehensive health insurance coverage
  • 401(k) with company match
  • A collaborative, mission-driven, and innovative culture
  • Remote work flexibility and growth opportunities

We are proud to be an Equal Opportunity Employer and are committed to building a diverse and inclusive team. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, sexual orientation, national origin, disability, or veteran status.

Connie Health
Vacancy posted 2 days ago
Similar jobs that could be interesting for youBased on the Medicare Sales Representative in Chicago, IL vacancy
  • $47.79k - $81.09k

     ...Hybrid Field Sales Representative We're building a world of health around every individual shaping a more connected, convenient and compassionate...  ..., upsells, and retains members using the Aetna Individual Medicare product portfolio. The position follows a hybrid... 
    Suggested
    Hourly pay
    Full time
    Work at office
    Local area

    CVS Health

    Chicago, IL
    3 days ago
  •  ...Aftermarket Sales Representative/Account Manager Travel: Up to 80% of the time Must-Haves Prefer a minimum of two years of experience in technical sales, specifically emphasizing post-sales involvement, in one or more of the following areas: capital equipment... 
    Suggested
    Work at office

    Veracity

    Chicago, IL
    4 days ago
  • $82.4k - $119.45k

     ...perspectives, turn inputs into actions, and uphold trust through integrity.  Skills and Competencies Minimum of 3 years of B2B sales experience with a proven track record in new business development and solution-based selling Strong ability to identify customer... 
    Suggested
    Full time

    Moody's Corporation

    Chicago, IL
    5 days ago
  • $50k - $100k

     ...Entry Level Sales Representative: Job Summary: Are you financially happy in your current role? Does your current position have opportunities for growth and a rewarding career? If you need to make more money and have a pathway to career advancement, then Leaf Home... 
    Suggested
    Full time
    H1b
    Work at office
    Local area
    Relocation package
    Weekend work
    Afternoon shift

    LeafHome

    Elmwood Park, IL
    1 day ago
  • $70k - $90k

     ...Sales Representative (Area Account Manager) Brainlab revolutionized digital medical technology with the introduction of software for radiosurgery and surgical navigation. Today, Brainlab is an industry leader in digital surgery, radiotherapy and integrated operating... 
    Suggested
    Contract work
    Casual work
    Worldwide

    Brainlab

    Chicago, IL
    1 day ago
  • $105k

     ...You are motivated, persistent, and ready to grow your sales career. As an Industrial Outside Sales Representative (OSR) with Badger, you will manage a territory with both established customers and untapped potential. You will spend your time in the field meeting clients... 
    Base plus commission
    Work at office
    Local area

    Badger Daylighting

    Chicago, IL
    3 days ago
  • $89k

    A Day in the Life of the Direct Sales Representative- MDU: Earn Up to $89,000+ with the Potential to Exceed Six Figures!   Take control of your income in a role where your effort directly drives your earnings. Start with a $40,000 base salary and unlock uncapped... 
    Full time
    Contract work
    Local area

    Astound

    Evanston, IL
    3 days ago
  • $18 per hour

     ...Overview 2020 Companies is hiring a full‑time Brand Representative, representing our client, Dell. About The Job The Brand Representative...  ...quarterly basis Incentives will be provided based on designated sales goal performance for Dell products Build partnerships and trust... 
    Hourly pay
    Weekly pay
    Full time
    Flexible hours

    2020 Companies

    Chicago, IL
    3 days ago
  • $100k

     ...month 7; 2nd payout of $2,500 after month 12. Join an elite group of sales professionals bringing customized, white glove experiences directly in the customer’s home. Field Sales Representatives at AT&T are driven to connect – every interaction is an opportunity to introduce... 
    Temporary work
    Local area
    Relocation package
    Afternoon shift

    AT&T

    Chicago, IL
    3 days ago
  •  ...Sales RepresentativeWe are actively looking for a candidate to fill the Sales Representative position, responsible for selling OEM Lubricants and Coatings in the Chicago and Mid-West regions.Primary DutiesSales of Lubricants and Coatings products to new and existing customers... 

    MRINetwork

    Chicago, IL
    22 hours ago
  •  ...that always delivers! Why Join Us? Sell essential, recession-resistant services Represent a trusted brand with high customer retention Be part of a supportive sales team that offers consistent 1:1 coaching, ongoing sales learning, and real growth... 
    Relocation package

    UniFirst

    Melrose Park, IL
    22 hours ago
  •  ...Job Description About the Opportunity A well-established company is confidentially seeking a motivated and driven Outside Sales Representative to cover a defined rural territory spanning west of Chicago to the Rockford, IL area. This is a fantastic opportunity for a... 
    For contractors

    JMRYANG & Company

    Chicago, IL
    25 days ago
  • $50k

     ...As we expand nationally, we're looking for motivated professionals to join our high-impact sales team. Position Overview We're seeking a highly driven National Sales Representative (Travel Required) to join our national field team. This role is ideal for someone who... 
    Local area
    Remote work
    Work from home

    Naturals2Go Holdings, LLC

    Chicago, IL
    1 day ago
  • $200k - $400k

     ...Industrial Service Sales Representative - Manufacturing, Food Processing, Chemical, Power Gen, etc. Competitive Base + Unlimited Commission | Guaranteed Year 1 Income | Company Vehicle Are you a true hunter and closer with an established book of business in manufacturing... 

    Smart Work | Network, Inc.

    Chicago, IL
    4 days ago
  • $25k

     ...Become a part of our caring community With over 10 million sales interactions annually, Humana understands that while great products...  ...MarketPoint Career Channel Team is looking for accomplished Medicare Sales Field Agents. This is a field-based role, and you must live... 
    Full time
    Apprenticeship
    Live in
    Work at office
    Local area
    Remote work
    Work from home
    Home office
    Night shift
    Weekend work

    Humana

    Chicago, IL
    22 hours ago
  • $50k - $70k

     ...Job Description Job Description Title: Outside Sales Representative Territory Location: Chicago, IL area Are you a driven, energetic, and helpful sales professional looking to make great money? Work with one of Forbes’ America's Best Midsize Employers* and... 
    Weekly pay
    Contract work
    For contractors
    Weekend work
    Afternoon shift

    Empire Today

    Chicago, IL
    more than 2 months ago
  •  ...Job Description About the Opportunity A well-established company is confidentially seeking a motivated and driven Outside Sales Representative to cover a defined rural territory spanning west of Chicago to the Rockford, IL area. This is a fantastic opportunity for a... 
    For contractors

    JMRYANG & Company

    Chicago, IL
    4 days ago
  •  ...restoring homes, and delivering a sweeter experience from the first handshake to the final shingle. We're looking for Roofing Sales Representatives who are ready to bring their energy, drive, and people skills to a growing company that's redefining what it means to work... 
    Contract work
    Local area

    Apple Roofing

    Chicago, IL
    3 days ago
  • $120k - $250k

     ...AmeriPro Roofing , an industry-leading name in exterior home remodeling for over two decades, is immediately hiring Outside Sales Representatives.   In this role, you will be the face of our brand, using direct, door-to-door canvassing to connect with local homeowners... 
    Full time
    For contractors
    Work at office
    Local area
    Immediate start
    Day shift
    Afternoon shift

    AmeriPro Roofing

    Oak Lawn, IL
    13 days ago
  • $89k

     ...A Day in the Life of the Direct Sales Representative- Universal: Earn Up to $89,000 with the Potential to Exceed Six Figures! Door-to-Door residential outside sales Take control of your income in a role where your effort directly drives your earnings. Start with a $39... 
    Full time
    Local area

    Astound

    Oak Park, IL
    3 days ago
  •  ...Roofing #WeAreNotTheSame Infinity is currently seeking highly-motivated, professional, detail-oriented individuals to join our roofing sales team as an independent seller. Coming on board as an independent seller with us, you will be trained and given all the tools... 
    For contractors

    Infinity Roofing and Siding

    Chicago, IL
    3 days ago
  • $41.6k

     ...Job Description Job Description Job Posting: Outside Sales Representative Company: Chicago Glass and Mirror Location: Chicago, IL Position Type: Full-Time Salary: $41,600 per year (plus commissions) Benefits:  ~ Competitive Salary  ~ Mileage Reimbursement... 
    Full time
    For contractors

    Glasstemp Inc

    Bellwood, IL
    29 days ago
  •  ...envelope products and solutions that make buildings more energy efficient, durable, and sustainable. Job Summary The Technical Sales Representative is responsible for developing new business in the commercial space with GC’s, builders, architects, installers, and 3rd... 
    For contractors

    Carlisle Construction Materials

    Chicago, IL
    3 days ago
  •  ...We are expanding our presence in the USA market and seeking a dynamic Architectural Representative to promote our cutting-edge products to design professionals, driving adoption and sales growth. About the Role The Architectural Representative will serve as the primary... 
    For contractors
    Work at office
    Remote work

    Mitrex - Building-Integrated Solar Technology

    Chicago, IL
    22 hours ago
  •  ...Keltec, Inc. is seeking a driven and technically proficient Technical Sales Representative to join our sales team specializing in air-oil separators. In this role, you will be responsible for generating new business and managing existing accounts by providing technical... 
    Work at office

    Keltec

    Chicago, IL
    4 days ago
  •  ...Job Description Job Description Our organization is expanding, and we are looking to hire a Outside Sales Representative in Chicago, IL and the surrounding area. This position provides the opportunity for rapid income growth and advancement upon proven proficiency... 
    Local area

    EMPOWER Business Group

    Chicago, IL
    7 days ago
  • $150k - $175k

     ...Title : Area Sales Representative - Aesthetic/Dermatology Territory: Chicago  Company : leading global provider of innovative and award winning medical technologies that focuses on well-being and excellent results. Description: Achieve and exceed... 
    Contract work

    Top Candidate Search Group

    Chicago, IL
    22 hours ago
  • $50.5k - $70k

     ...Overview Drive Your Career Forward – Join Snap-on as a Route Sales Representative! Are you ready to sell tools, build relationships, and grow your career? At Snap-on, our Mobile Company Stores are more than vans—they’re rolling showrooms, hands-on solution centers... 

    Snap-on

    Harwood Heights, IL
    4 days ago
  • $60k - $80k

     ...Job Description Job Description Title: Outside Sales Consultant Location: Chicago, IL Are you a driven, energetic, and helpful sales professional looking to make great money? Work with one of Forbes’ America's Best Midsize Employers* and be rewarded for your... 
    Weekly pay
    Contract work
    For contractors
    Night shift
    Weekend work
    Afternoon shift

    Luna

    Chicago, IL
    more than 2 months ago
  •  ...Job Description Job Description Territory Sales Representative – Dental Sleep Medicine DynaFlex | Growing National Team DynaFlex is one of the largest and most trusted dental laboratories in the United States, and our Dental Sleep Medicine division is rapidly... 
    Sleeping nights
    Night shift
    Weekend work

    DynaFlex

    Chicago, IL
    11 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Medicare Sales Representative. Be the first to apply!