Office Manager & Executive Assistant (temporary)

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 Los Angeles and be able to work onsite in El Segundo twice a week**

About the Role

At Sidecar Health, we’re building an award-winning culture and a workplace people love coming to. We’re seeking a full-time Office Manager & Executive Assistant for a temporary role with potential to convert to permanent, joining our People team to elevate our HQ operations and executive support. In this role, you’ll ensure a smooth, welcoming, and energized office environment while also providing high-level administrative support to our executive team. You’ll be the go-to for all things HQ- and exec-related—someone who thrives on organization, hospitality, and anticipating needs before they arise.

Office Management

• Oversee daily operations of our El Segundo HQ, ensuring a functional, well-stocked, and welcoming workspace
• Coordinate in-office events, including scheduling, catering, and onsite logistics
• Serve as the main point of contact for property management, vendors, and service providers
• Manage office mail and light facilities support as needed
• Keep common areas tidy, organized, and stocked with supplies, snacks, and beverages

Executive Support

• Provide administrative support to our CEO, COO, and executive leaders
• Manage complex calendars, meetings, and logistics across multiple stakeholders
• Organize quarterly executive offsites, including travel coordination, room blocks, and meals
• Support quarterly board meetings, including scheduling, communications, and logistics
• Assist with executive travel bookings as needed

People Team Support

• Partner with the People team on recruiting coordination, onboarding/offboarding, and other administrative tasks
• Support team events and celebrations
• Jump in as needed to help the People team run smoothly

What You’ll Bring

• 2+ years of experience in office management and/or executive support (startup or fast-paced environment a plus)
• Proven ability to manage executive calendars, meetings, and travel logistics
• A service-first mindset - you make others feel supported, seen, and set up for success
• Highly organized with strong time management skills and attention to detail
• Comfortable rolling up your sleeves—from strategic planning to stocking the fridge
• Clear, professional communication skills and ease working cross-functionally
• Flexible, adaptable, and energized by building a connected hybrid workplace
• Bachelor's Degree