Remote Jobs at Sidecar Health

Affordable health insurance with price transparency

El Segundo, California, United States

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Senior Full Stack Engineer, LLM Integrations

Sidecar Health

Candidates should possess 5+ years of software development experience with deep knowledge of JavaScript/TypeScript, and experience with AWS Serverless development, including Lambda, DynamoDB, and SQS. They should also have experience integrating LLM/AI APIs such as OpenAI and Anthropic, along with experience using Next.js and a strong understanding of key AI concepts like temperature tuning, embeddings and vector search, Retrieval-Augmented Generation (RAG), conversation memory management, and p…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconSenior (5 to 8 years)
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Pricing Configuration Specialist

Sidecar Health

Candidates must possess a Bachelor's degree and at least 3 years of experience in PPS coding, DRG Grouping, and APC Payment methodology. Experience with industry standard groupers like 3M or Optum is required, along with knowledge of healthcare benefits, contracts, and fee schedules. Strong analytical skills and excellent communication and interpersonal abilities are also necessary.

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconMid-level (3 to 4 years)
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Director of Underwriting

Sidecar Health

Candidates must possess a Bachelor's degree and at least 8 years of progressive experience in group underwriting within health insurance or healthcare-related financial services, including leadership and decision-making responsibilities. Proven ability as a player-coach, success partnering with Sales, deep knowledge of group underwriting methodologies, funding arrangements, stop-loss, and healthcare cost drivers are essential. Strong analytical, problem-solving, communication, negotiation, and r…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconExpert & Leadership (9+ years)
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Regional Vice President of Sales, ASO

Sidecar Health

Candidates must have a Bachelor's degree and at least 8 years of experience selling health insurance, healthcare services, or related solutions to national or jumbo accounts (10k+ lives). Proven success in enterprise sales, consistently meeting or exceeding new business sales targets within ASO and self-funded employer groups, is required. Strong broker and consultant relationships, a deep understanding of ASO models, healthcare cost containment strategies, and employer benefits dynamics are ess…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconExpert & Leadership (9+ years)
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Director of Actuarial Pricing

Sidecar Health

Candidates must possess a Bachelor's Degree and at least 8 years of actuarial experience, preferably in health insurance or healthtech, including people leadership. A minimum of ASA designation is required, with FSA/MAAA preferred. Strong proficiency in advanced Excel and SQL is necessary, along with familiarity with actuarial tools. The ideal candidate will be a crisp communicator adept at translating complex mathematical concepts into executive-level insights and decisions, demonstrating a bia…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconExpert & Leadership (9+ years)
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Regulatory Accounting Manager

Sidecar Health

- Bachelor's degree in Accounting, Finance, or related field required - CPA certification required (active and in good standing) - 8+ years of progressive accounting experience in a regulated insurance entity - 5+ years of hands-on experience with statutory accounting principles and NAIC reporting

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconSenior (5 to 8 years)
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Payroll Manager

Sidecar Health

- 5+ years of payroll processing experience, preferably in a lead or senior role within a fast-paced environment - Strong experience managing payroll processes and systems in a startup or high-growth company - Expertise with salary, hourly, and commission-based payroll calculations and multi-entity structures - Deep knowledge of payroll compliance requirements, tax regulations, and GAAP standards - Advanced Excel skills and experience with payroll software systems - Exceptional attention to deta…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconJunior (1 to 2 years)
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Director of Product Management

Sidecar Health

- 8+ years of product management experience, with at least 1-2 years managing or mentoring product managers - Demonstrated success owning consumer-facing product strategy and delivering seamless user experiences - Experience working with or building AI/ML-powered products, especially to streamline or personalize experiences - Strong collaboration skills across technical and non-technical teams - Comfort working in ambiguous, fast-moving environments with a bias for action - Excellent communicati…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconSenior (5 to 8 years), Expert & Leadership (9+ years)
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Sales Development Representative

Sidecar Health

- 1+ year of experience in an outbound SDR/BDR role or similar high-volume prospecting environment - Strong communication skills and comfort reaching out to prospects through multiple channels - Ability to manage structured daily activity while staying organized and resilient - Familiarity with Salesforce, Outreach, and LinkedIn Navigator (or willingness to learn quickly) - A growth mindset — coachable, driven, and committed to improving each week - Track record (or clear potential) for hitting …

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconEntry Level & New Grad, Junior (1 to 2 years)
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Claims Operations Manager

Sidecar Health

- Proven experience leading or managing a team, with a focus on coaching and results - 5+ years of experience in claims processing or a related field (healthcare experience preferred) - 5+ years in a leadership or supervisory role - 3+ years of experience using metrics to manage team performance (quality, productivity, utilization) - Strong organizational, problem-solving, and communication skills - Comfortable working with claims systems and regulatory processes (a plus) - Proficiency with Micr…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconMid-level (3 to 4 years), Senior (5 to 8 years)
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Senior Product Manager

Sidecar Health

- 5+ years of experience in product management building delightful consumer products - Bachelor’s or Master’s degree in Computer Science, Information Systems, Business Administration, or a related field - Expertise in designing and building intuitive user experiences, with a strong sense of design and usability - Experience building effective and trustworthy generative AI products and understanding how this changes the development process - Use of AI tools to explore ideas and accelerate the des…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconSenior (5 to 8 years)
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IT Support Engineer, Call Centers

Sidecar Health

- 5+ years of experience in telecommunications engineering - At least 3 years of experience focusing on Genesys Cloud platform - Understanding and experience using LLM's - Strong technical knowledge of Genesys Cloud, PureConnect, or PureEngage environments - Strong technical knowledge of AWS public cloud services including all of networking stack tools, ECS, EC2, Lambda, Amazon Connect, Amazon Bedrock - Experience with integrating REST API based SaaS - Ability to write and maintain code in Pytho…

  • Compensation iconSalary not specified
  • Employment type iconFull Time
  • Experience level iconSenior (5 to 8 years)
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