--- title: 'People Operations & Employee Experience Coordinator at Sidecar Health' canonical: 'https://feeny.ai/job/people-operations-employee-experience-coordinator-sidecar-health-los-angeles-0se9c99vzt45' type: 'job' last_seen: '2026-11-12' --- # People Operations & Employee Experience Coordinator at Sidecar Health - **Company:** Sidecar Health - **Location:** Los Angeles, CA - **Work type:** remote - **Posted:** 2026-11-03 - **Last confirmed live:** 2026-11-12 - **Apply:** https://job-boards.greenhouse.io/sidecarhealth/jobs/6231433004 ## Job description Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and accessible 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! ## About the Role Sidecar Health is looking for a People Operations & Employee Experience Coordinator to join a small, high-impact People team reporting directly to the Chief People Officer. This is not a task-executor role - it is a builder role for someone early in their career who wants to own culture and connection programs, sharpen processes, and help shape what it feels like to work at Sidecar Health. If you have seen best-in-class People practices at a tech company and want to bring those instincts somewhere they will matter immediately, please read on! ## What You'll Do - Serve as a primary point of contact for employee questions and requests, triaging the shared People inbox and resolving issues quickly and accurately - Partner with the CPO and existing People Operations team member to maintain HR systems, ensure data accuracy, and support onboarding and offboarding logistics - Build and manage our employee engagement programs, virtual connection rituals, and company events that build culture across a distributed workforce - Audit the end-to-end onboarding process, map every manual step and friction point, and present a concrete improvement plan that incorporates AI and automation opportunities ## What you will grow into - Own and continuously iterate on company-wide culture and engagement initiatives — from recurring employee rituals to in-person offsites and leadership meetings — so that connection and belonging are a core part of our culture - Drive process design and optimization across People Operations, identifying opportunities to leverage AI and automation to reduce manual work and improve the employee experience at every touchpoint - Provide polished executive support — scheduling, coordination, and professional communications — for senior leadership while remaining primarily anchored in People Operations and culture-building rather than administration ## What You'll Bring - 1–2+ years in a People or HR function at a technology company, where you absorbed what great employee experience looks like in practice - A track record of designing or improving processes independently — not just following them — including comfort using AI or automation to eliminate manual work - Exceptional written and verbal communication skills, polished enough to work directly with senior executives and clear enough to connect with employees across every level - A self-starter mindset: you identify gaps, propose solutions, and take ownership without waiting to be asked - Genuine enthusiasm for building culture and human connection, especially in a distributed or remote-first environment ## Nice to have - Experience at a remote-first or distributed tech company where you have built virtual connection programs or engagement rituals from scratch - Exposure to program management frameworks or tools that help you track and deliver cross-functional initiatives - Familiarity with People Operations platforms and HRIS tools used in high-growth tech environments - A track record of introducing new people programs or culture initiatives rather than simply maintaining inherited ones ## What You'll Get - Competitive salary, annual bonus opportunity, and an equity package - Medical coverage from day one, with 100% of the premium paid by Sidecar for you and your dependents. Choose an HSA-eligible plan or a $0 deductible plan - Dental and vision with 100% of your premium covered, and 80% covered for your dependents - A 401(k) retirement plan - Paid vacation, company holidays, and paid parental leave - The opportunity to make an impact at a rapidly growing, mission-driven company transforming healthcare in the U.S. 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. ## About Sidecar Health ## Company Overview - **One-liner**: Sidecar Health is a health insurance company that provides ACA-compliant, employer-sponsored major medical plans with transparent pricing and no provider networks. - **Entity Type**: Private (Series D) - **Headquarters**: Manhattan Beach, California, USA - **Founded**: 2018 - **Founders**: Patrick Quigley (CEO) and Veronica Osetinsky (COO) ## Core Business - **Primary industry**: Health Insurance / Healthcare Technology - **Target customers**: B2B — Large employers (fully insured and self-funded/ASO groups); previously served individuals - **Mission**: To make quality healthcare affordable and accessible for all by bringing price transparency and consumer choice to health insurance ## Products & Services - **Sidecar Health Employer Plans**: ACA-compliant major medical coverage for large employers. The model provides members with transparent, upfront pricing on care, allows them to shop for services, and shares savings when they choose lower-cost providers. Members keep 50% of the difference between the plan’s typical local cost and what they actually spend. The company covers members in 46 states and partners with employers across 50 industries. Plans are available as fully insured and administrative services only (ASO) for self-funded employers. [sidecarhealth.com](https://www.sidecarhealth.com/) ## Market Standing - **Valuation**: Not publicly disclosed - **Key Metric – Total Funding**: $328M (across 4 rounds) - **Annual Revenue**: $50M (estimated, per LinkedIn data) [linkedin.com](https://www.linkedin.com/company/sidecarhealth) - **Notable Investors**: Koch Disruptive Technologies (led Series D), Drive Capital (led Series C), Cathay Innovation (led Series B), GreatPoint Ventures, Morpheus Ventures [linkedin.com](https://www.linkedin.com/company/sidecarhealth) - **Notable Advisors/Board Members**: Anne Wojcicki (CEO & Co-Founder, 23andMe), Andrew Liveris (President, Brisbane 2032 Olympic Committee), The Honorable David J. Shulkin, M.D. (Former Secretary of Veterans Affairs), Adam Stavisky (Former Walmart SVP, US Benefits) [sidecarhealth.com](https://www.sidecarhealth.com/about-us) - **Growth Signals**: Headcount grew 18.7% YoY to 202 employees; active job postings surged 466.7% monthly and 1600% quarterly; expanded large group employer plans from Ohio to Georgia (2023) and Florida (2024); launched ASO capabilities for self-funded national employers in 2025. [linkedin.com](https://www.linkedin.com/company/sidecarhealth) ## Competitive Advantages - **No provider networks**: Members can see any doctor or use any facility, removing the limitations of traditional narrow networks. - **Transparent pricing engine**: The company shows guaranteed, local costs for care upfront, enabling members to shop and compare. - **Shared savings model**: A behavioral economics approach that incentivizes members to be cost-conscious, which the company claims lowers overall costs for the entire group. - **Carrier ownership**: Sidecar Health established its own insurance carrier (Sidecar Health Insurance Company) in 2021, allowing it to underwrite its own products and control the full insurance stack. - **High claims approval rate**: The company reports approving over 99% of claims. [linkedin.com](https://www.linkedin.com/company/sidecarhealth) ## Strategic Focus - **Shift to employer market**: After proving the model with individual plans, the company pivoted exclusively to employer-sponsored coverage, targeting large national employers. - **Geographic expansion**: After launching in Ohio, the company expanded to Georgia and Florida, with a stated goal of covering members in 46 states. - **Product breadth**: Offering both fully insured and ASO (self-funded) plans to capture different segments of the large employer market. - **AI investment**: Actively hiring a Lead Product Manager, AI, signaling an investment in AI-powered capabilities. [job-boards.greenhouse.io](https://job-boards.greenhouse.io/sidecarhealth) ## Why Work Here - **Mission-driven work**: The company is explicitly focused on fixing a broken healthcare system, which attracts talent from tech, policy, and healthcare backgrounds. - **Remote-first culture**: All current open positions (engineering, product, marketing, sales, member care) are listed as remote. [job-boards.greenhouse.io](https://job-boards.greenhouse.io/sidecarhealth) - **Strong ratings**: 4.2/5.0 on LinkedIn (117 reviews), with Culture rated 4.4 and Career rated 4.1. [linkedin.com](https://www.linkedin.com/company/sidecarhealth) - **Growth trajectory**: With a recent $165M Series D, rapid job posting growth, and a headcount expansion of nearly 19% YoY, the company is in a scaling phase — offering advancement opportunities. - **Diverse team composition**: Team members come from backgrounds as tech leaders, policymakers, and healthcare professionals. The company is an Equal Opportunity employer. [job-boards.greenhouse.io](https://job-boards.greenhouse.io/sidecarhealth) - **Open roles (as of mid-2026)**: 17 active job postings including Senior Software Engineer (Backend/Full Stack), VP of Marketing, VP of Strategic Accounts, Director of Account Management, Lead Product Manager (AI), and more. [linkedin.com](https://www.linkedin.com/company/sidecarhealth) ## Sources 1. [sidecarhealth.com - About Us](https://www.sidecarhealth.com/about-us) 2. [sidecarhealth.com - Homepage](https://www.sidecarhealth.com/) 3. [job-boards.greenhouse.io - Sidecar Health Careers](https://job-boards.greenhouse.io/sidecarhealth) 4. [linkedin.com - Sidecar Health Company Profile](https://www.linkedin.com/company/sidecarhealth) ## Other roles at Sidecar Health - [Senior Manager, Public Policy & Government Affairs](https://feeny.ai/job/senior-manager-public-policy-government-affairs-sidecar-health-remote-9rqv4kykc8dt) - [Lead Product Manager, Marketplace AdTech](https://feeny.ai/job/lead-product-manager-marketplace-adtech-sidecar-health-remote-gafkps4wp12z) - [Regional Sales Manager, Broker Sales (Tampa)](https://feeny.ai/job/regional-sales-manager-broker-sales-tampa-sidecar-health-remote-sthcxrvz5kd3) - [Senior Software Engineer, Full Stack (Member Experience)](https://feeny.ai/job/senior-software-engineer-full-stack-member-experience-sidecar-health-remote-bzkw41b5tnap) - [Staff Data Analytics Engineer](https://feeny.ai/job/staff-data-analytics-engineer-sidecar-health-remote-ty366nskbbn3) - [Staff Software Engineer, Full Stack (Member Benefits)](https://feeny.ai/job/staff-software-engineer-full-stack-member-benefits-sidecar-health-remote-jed2cz2vjnqa) - [VP of Finance](https://feeny.ai/job/vp-of-finance-sidecar-health-remote-svc5b8sd95fr)