About Sidecar Health
We offer health insurance that gives members control over costs and choices. We provide flexible, affordable health insurance for employees. Members can choose any doctor without network restrictions or referrals. Members receive upfront cost information and typically see over 99% of claims approved, without prior authorization. Our plans also provide better access to prescriptions without step therapy or formularies. Our major medical insurance provides comprehensive coverage and protects against unplanned care. We aim to eliminate surprise costs by ensuring members know their costs upfront and don’t pay more than their deductible for care unless they choose to. We share savings with members who find a provider for less than their plan pays. We serve groups of all sizes, including large employers (51+ employees) and strategic accounts (500+ employees). We were founded in 2018.
Mission & Values
Our mission is to make quality healthcare affordable and accessible for everyone.
Our values include:
- Problem-solving: We embrace new ideas and develop creative solutions.
- Ownership: We hold ourselves and each other accountable.
- Bias for action: We always move forward.
- Empathy: We actively work to understand each other’s perspectives.
Team & Culture
Our team has 201-500 employees. Our team, known as ‘Sidekicks,’ is united by a common goal: revolutionizing healthcare. We thrive on collaboration, celebrate diversity, and prioritize shared success for each other and our members. We value initiative and collaboration, which creates a dynamic culture. We hold quarterly in-person events for collaboration and social engagement.
Benefits & Perks
We offer benefits that support physical, mental, and financial wellbeing.
Our benefits include a Sidecar Health major medical insurance plan, with 100% of premiums covered for employees and their families. We also cover 100% of premiums for dental, vision, and life insurance for employees. Employees get unlimited mental health therapy visits with any therapist using their Sidecar Health plan. We provide monthly 3-day weekends, invest in employee growth through regular career conversations, and offer competitive compensation, stock options, and a 401(k) retirement plan. Employees receive 12 weeks of paid parental leave, paid time off, and company holidays. We hold quarterly in-person events for collaboration. Compensation is market-based, with base pay varying by location and influenced by job-related skills and experience.
Frequently Asked Questions
Sidecar Health offers health insurance plans that give members control over costs and choices. Key features include the ability to see any doctor without networks or referrals, upfront cost transparency, and over 99% of claims approved without prior authorization. The plans also provide access to prescriptions without step therapy or formularies, comprehensive major medical coverage, and protections for unplanned care. Members receive savings if they find care for less than their plan pays.
Employee benefits include 100% covered premiums for the Sidecar Health major medical insurance plan for employees and their families, and 100% covered premiums for dental, vision, and life insurance. Employees receive unlimited mental health therapy visits, monthly 3-day weekends, investment in career growth, competitive compensation with stock options, 12 weeks of paid parental leave, paid time off, company holidays, and a 401(k) retirement plan. Compensation is market-based, varying by location, skills, and experience.
Sidecar Health fosters a culture that prioritizes collaboration, diversity, and shared success among team members, referred to as ‘Sidekicks.’ The company emphasizes problem-solving, ownership, a bias for action, and leading with empathy. There is a focus on initiative, dynamic teamwork, and quarterly in-person events for collaboration and engagement.
Sidecar Health’s operational structure includes teams dedicated to Member Care, Claims, Finance, Actuary, People, Channel Sales, Marketing, Legal & Compliance, Product, Technology, Business, and Insurance Operations. The leadership team includes a CEO & Co-founder, COO & Co-founder, Chief People Officer, Chief Marketing Officer, Chief Financial Officer, Market Presidents, General Counsel and Chief Compliance & Risk Officer, Chief Public Affairs Officer, and Chief Technology Officer. The company also has a Board of Directors and a Board of Advisors.
Sidecar Health was founded in 2018.
Sidecar Health has 201-500 employees.
Sidecar Health hires globally with a remote-first approach, allowing employees to work from anywhere.
Yes! Sidecar Health is actively hiring with 5 open remote jobs available now.
Yes, Sidecar Health is a remote-first company.
Sidecar Health's website is www.sidecarhealth.com .
You can find Sidecar Health on X (Twitter) , Facebook , and LinkedIn .
5 remote jobs at Sidecar Health
Explore latest remote opportunities and join a team that values work flexibility.
Remote companies like Sidecar Health
Explore remote-first companies similar to Sidecar Health. Discover other top-rated employers that offer flexible schedules and work-from-anywhere options.

Vital Data Technology
Empowering health plans with an AI-driven platform for real-time analytics and intelligent automation to improve member health and lower costs.

Venteur
AI-driven ICHRA solutions for personalized employee health benefits

League
Develops an AI-powered healthcare consumer experience platform.

Accela
Providing cloud solutions for government operations, citizen engagement, and digital services to over 275 million citizens globally.
Project: Career Search
Rev. 2026.3
[ Remote Jobs ]
Direct Access
We source jobs directly from 21,000+ company career pages. No intermediaries.
Discover Hidden Jobs
Unique jobs you won't find on other job boards.
Advanced Filters
Filter by category, benefits, seniority, and more.
Priority Job Alerts
Get timely alerts for new job openings every day.
Manage Your Job Hunt
Save jobs you like and keep a simple list of your applications.


