Full-Time

Field Support Representative

Member Care

Posted on 9/7/2025

Sidecar Health

Sidecar Health

201-500 employees

Health insurer offering transparent cash prices

Compensation Overview

$42k - $52k/yr

Florida, USA

Hybrid

Must reside in Florida for consideration; role involves visiting clients onsite across Florida.

Category
Customer Experience & Support (1)
Requirements
  • Must reside in Florida for consideration
  • 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)
  • Strong empathy and relationship skills
  • Reliable transportation and willing to drive up to several hours to visit groups in the field
  • Open schedule availability
Responsibilities
  • 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
Desired Qualifications
  • Bilingual **(preferred)**
  • Healthcare and/or insurance experience **(preferred)**

Sidecar Health provides health insurance plans, including ACA-compliant options, with a focus on price transparency and empowering members. Members can see the average cash price for medical services upfront, helping them compare costs and choose care. Revenue comes from member premiums, and the company can benefit from the difference between cash prices it negotiates and premiums collected, aiming to offer lower rates than traditional insurer-negotiated prices. A digital member ID card serves as proof of coverage and simplifies scheduling care. The goal is to make healthcare more affordable and transparent by giving members clear price information and straightforward plans.

Company Size

201-500

Company Stage

Series D

Total Funding

$328M

Headquarters

El Segundo, California

Founded

2018

Simplify Jobs

Simplify's Take

What believers are saying

  • Raised $165M Series D from Koch Disruptive Technologies to expand into Florida.
  • Partnered with Ohio State Wexner Medical Center for fixed-price care agreements in 2024.
  • Appointed Sharath Pasupunuti as CTO to scale AI-driven pricing and claims processing.

What critics are saying

  • Oscar Health undercuts with ACA-compliant plans and broader networks in Ohio and Florida.
  • Single multinational employer defection collapses 80% revenue from four-state focus.
  • CMS fines enforce No Surprises Act on fixed benefits shifting overruns to members.

What makes Sidecar Health unique

  • Sidecar Health guarantees upfront costs for nearly every U.S. doctor visit before care.
  • Operates without networks, referrals, or prior authorizations, achieving under 1% clinical denials.
  • Displays clinical quality scores from Global Appropriateness Measures alongside provider costs.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Retirement Plan

Paid Vacation

Paid Holidays

Stock Options

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

0%

2 year growth

0%
Business Wire
Mar 4th, 2026
Sidecar Health guarantees upfront costs for nearly every doctor visit in the US

Sidecar Health now displays guaranteed costs for nearly every doctor visit in the US before members receive care. Members can search for providers in the app and immediately see what their visit will cost, or what they'll earn if the provider charges less than the plan pays. The health insurance company's model assigns every service a Benefit Amount based on local provider prices. If members choose care below that amount, they keep half the savings; if they choose higher-priced care, they pay the difference. The company also displays clinical quality scores powered by Global Appropriateness Measures alongside costs. Sidecar Health operates without networks, referrals or prior authorisations, resulting in a clinical denial rate below 1%, compared to the industry average of 19%. The company serves employers ranging from 51-person shops to major multinationals.

The Associated Press
Feb 3rd, 2026
Sidecar Health appoints Sharath Pasupunuti as CTO to scale AI-driven healthcare platform

Sidecar Health has appointed Sharath Pasupunuti as chief technology officer to oversee engineering, data and platform development as the health insurance company scales its consumer-driven model. Pasupunuti brings nearly 20 years of experience building AI-enabled healthcare platforms. He most recently served as senior vice president of engineering at Hinge Health and previously led development of GE Healthcare's Edison AI platform. At Sidecar Health, he will expand engineering teams and strengthen the technical foundation supporting the company's growth with large employers. Sidecar Health operates without networks or prior authorisations, allowing members to see costs upfront and pay providers directly. The company uses AI to improve pricing accuracy, streamline claims processing and guide care navigation, with fewer than 1% of claims clinically denied.

PR Newswire
May 8th, 2025
Sidecar Health Expands Quality Transparency For Members With New Clinical Ratings

LOS ANGELES, May 8, 2025 /PRNewswire/ -- Sidecar Health, a pioneering consumer-driven health insurance carrier, today announced an enhancement to its member experience with the inclusion of clinical quality scores — deepening its long-standing commitment to empowering members with the information they need to make smarter healthcare decisions. The enhanced quality ratings are powered by data developed by Global Appropriateness Measures (GAM), a physician-led organization born out of the Johns Hopkins School of Medicine. This new feature builds on Sidecar Health's longstanding commitment to empowering consumers with upfront information about how much care costs — and the fact that higher prices often don't mean better quality. The score appears as a 0.00 to 5.00 rating alongside a provider's profile within the Sidecar Health portal. The scores complement the consumer reviews and cost information already available to Sidecar Health members

PR Newswire
Dec 19th, 2024
Sidecar Health And The Ohio State University Wexner Medical Center Announce Groundbreaking Fixed-Price Care Agreement

COLUMBUS, Ohio, Dec. 19, 2024 /PRNewswire/ -- Sidecar Health, a pioneering consumer-driven health insurance carrier, today announces a new, transparent pricing agreement with The Ohio State University Wexner Medical Center, home to the third-largest cancer hospital in the United States. This innovative agreement represents a significant advancement in transparent healthcare pricing and marks the first agreement of its kind for the academic medical center. Sidecar Health members will benefit from a fixed-price model that removes traditional barriers such as prior authorizations, unpredictable claim editing, and complicated medical management programs. This streamlined approach allows members to access advanced care at any Ohio State University medical facility, including The Ohio State University Comprehensive Cancer Center – Arthur G. James Cancer Hospital and Richard J

Modern Healthcare
Jun 27th, 2024
Top digital health funding: Ashton Kutcher VC backs obesity care

Insurance technology company Sidecar Health said it raised $165 million in Series D financing, with Koch Disruptive Technologies leading the round.

INACTIVE