FlexHired LogoFlexHired
Logo of Sidecar Health

Sidecar Health

Field Support Representative

Job Summary

The role involves supporting members in navigating their health plans by providing excellent customer service, in-person assistance, and building positive relationships with clients and members. Bilingual proficiency in Spanish and English, as well as the ability to travel across Florida, are essential. Candidates should demonstrate strong communication, problem-solving, and relationship skills, with a background or interest in healthcare or insurance preferred. The position offers comprehensive health benefits, retirement, paid time off, and the opportunity to grow within a mission-driven company dedicated to transforming healthcare.

Required Skills

Problem-Solving
Communication Skills
Customer Service
Relationship Building
Independent Work
Bilingual (Spanish-English)
Healthcare Knowledge
Insurance Licensing

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
Equity
Retirement Plan (401k)
Paid Vacation
Company Holidays

Job Description

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.

The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.

If you want to use your talents to transform healthcare in the United States, come join us!

**Must reside in Florida for consideration**

About the Role

Our Member Care team is at the forefront of our business. Your role is easily the most important: support our members on their healthcare journeys. We're growing our team and looking for warm, passionate people to join us to help deliver the best experience in healthcare.

As a Field Support Representative, your job will be to help our members by answering their questions, solving their problems, and ensuring they have access to the care they need in Florida. Our Field Support team works in the field supporting members at their worksites and they partner closely with our Account Management, Claims, and Provider teams to assist group members who need support using their Sidecar Health benefits. Many of the members you’ll serve are Spanish-speaking, so bilingual communication is essential to delivering a high-quality experience.

What You’ll Do

  • Visit our clients onsite across Florida and support members in navigating their Sidecar Health plans
  • Act as in-person support for client groups and members after enrollment and during other periods of escalated necessity
  • Assist our Account Management team in identifying and establishing positive relationships with key individuals and HR departments at the client groups they work with
  • Work in a traditional member care capacity, answering calls, responding to web chats and/or responding to emails
  • Provide excellent customer service in a timely and positive manner
  • Build rapport and maintain positive relationships with existing members to understand their needs and ensure a memorable member experience
  • Act as in-person support for client groups and members after enrollment and during other periods of escalated necessity
  • Assist our Account Management team in identifying and establishing positive relationships with key individuals and HR departments at the client groups they work with
  • Work in a traditional member care capacity, answering calls, responding to web chats and/or responding to emails
  • Provide excellent customer service in a timely and positive manner
  • Build rapport and maintain positive relationships with existing members to understand their needs and ensure a memorable member experience

What You’ll Bring

  • Bilingual in Spanish and English — you can speak and write fluently in both languages, and you’re comfortable switching between them based on member needs
  • Access to reliable personal transportation and willingness/ability to drive across Florida as necessary to service groups and members on-location (we will compensate for travel expenses)
  • Reliability, strong communication, and accountability that enables you to work successfully and independently
  • Ability to problem-solve in real-time, turning issues and complaints into solutions and wins
  • Ability to teach members about Sidecar Health best practices
  • Desire to grow and develop within the company (high visibility working with other teams comes with opportunities for advancement)
  • Florida State Health and Life insurance license
  • Strong empathy and relationship skills
  • Reliable transportation and willing to drive up to several hours to visit groups in the field
  • Open schedule availability
  • Healthcare and/or insurance experience (preferred)

What You'll Get

  • Competitive salary and equity package
  • Comprehensive Medical, Dental, and Vision benefits
  • A 401k retirement plan
  • Paid vacation and company holidays
  • Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

Sidecar Health adopts a market-based approach to compensation, where base pay varies depending on location and is further influenced by job-related skills and experience. The current expected salary range for this position is $40,000 - $52,000.

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.

Interested in this job?

Application deadline: Open until filled

Logo of Sidecar Health

Sidecar Health

Looking for a new kind of health insurance? Sidecar Health offers transparent & affordable health insurance for individuals, and you can choose any doctor you like. Learn more.

See more jobs
Date PostedMarch 27th, 2025
Job TypeFull Time
LocationRemote
Salary$40,000 - $52,000
Exciting fully remote opportunity for a Field Support Representative at Sidecar Health. Offering $40,000 - $52,000 (full time). Explore more remote jobs on FlexHired!

Safe Remote Job Search Tips

Verify Employer Thoroughly

Research the company's identity thoroughly before applying. Check for a professional website with contacts, active social media, and LinkedIn profiles. Verify details across platforms and look for reviews on Glassdoor or Trustpilot to confirm legitimacy.

Never Pay to Get a Job

Legitimate employers never require payment for applications, training, background checks, or equipment. Always reject upfront payment requests or demands for bank details, even if they claim it's for purchasing necessary work gear on your behalf.

Safeguard Your Personal Information

Protect sensitive data like SSN, bank details, or ID copies. Share this only after accepting a formal, written job offer. Ensure it's submitted via a secure company system or portal, never through insecure channels like standard email attachments.

Scrutinize Communication & Interviews

Watch for communication red flags: poor grammar, generic emails (@gmail), vague details, or undue pressure. Be highly suspicious of interviews held only via text or chat apps; legitimate companies typically use video or phone calls.

Beware of Unrealistic Offers

If an offer's salary or benefits seem unrealistically high for the work involved, be cautious. Research standard pay for similar roles. Offers that appear 'too good to be true' are often scams designed to lure you into providing information or payment.

Insist on a Formal Contract

Always secure and review a formal, written job offer or employment contract before starting work or sharing final personal details. Ensure it clearly defines your role, compensation, key terms, and conditions to avoid misunderstandings or scams.

Related Jobs

Full Time
$38,000 - $50,000
Remote · Atlanta, Georgia, United States
Full Time
€43,000 - €45,800
EMEA (Remote)
Full Time
$50,000 - $60,000
Remote - United States
Full Time
€57,000 - €60,000
Germany (Remote)
Full Time
£57,000 - £59,800
United Kingdom (Remote)

Subscribe Newsletter

Never miss a remote job opportunity. Subscribe to our newsletter today and receive exclusive job alerts, career advice, and industry insights delivered straight to your inbox.