IT Engineer

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!

**California residents only**

About the Role

As Sidecar Health's IT Engineer, you will enhance IT and InfoSec Operations while improving user experience through effective infrastructure implementation. You’ll provide user-facing support, create documentation, and resolve technical issues. Collaborating closely with the Security, Technical Operations, and DevOps teams, you’ll contribute to key projects, ensure smooth operations, and help strengthen our IT environment. Occasional visits to our El Segundo office will be required for in-office events.

What You’ll Do

• Manage user systems such as Microsoft Azure, Jamf, Intune, Jira, and Confluence
• Identify and implement improvements to IT tools and processes
• Provide technical support and resolve issues through efficient ticket handling
• Partner with IT leadership to prioritize and distribute support requests effectively
• Lead and contribute to operations and infrastructure projects, leveraging your expertise to enhance IT systems
• Refine, manage, and document Identity and Access Management (IAM) processes, including Single Sign-On (SSO) and multi-factor authentication (MFA)
• Optimize Mobile Device Management (MDM) systems like Jamf and Intune through automation, monitoring, reporting, and patch management
• Support security reviews, audits, and compliance initiatives as needed
• Participate in on-call rotations for IT/InfoSec incident response
• Assist with evaluating and configuring Virtual Desktop Infrastructure (VDI) solutions for a remote workforce

What You'll Bring

• 3+ years of experience in an IT role with a focus on user and machine management
• Proficiency in managing multi-platform environments, SaaS tools, and legacy systems
• Strong analytical skills to evaluate processes and tools and recommend improvements
• Excellent verbal and written communication for effective collaboration and documentation
• Adaptability to manage multiple priorities in a dynamic, lean environment
• An Information Security mindset, with experience in compliance frameworks like SOC 2 or HIPAA
• Basic understanding of network security principles, such as firewalls, VPNs, and intrusion detection/prevention systems
• Eagerness to learn new skills, tools, and grow technically
• Prior experience with Azure, Active Directory, and Jamf is essential; additional experience is a plus
• Bachelor’s degree required. Certifications like CompTIA Security+, Microsoft Certified: Azure Administrator, or equivalent are a plus but not mandatory

What You'll Get

• Competitive salary, bonus opportunity, and equity package 
• Comprehensive Medical, Dental, and Vision benefits 
• A 401k retirement plan 
• Paid vacation and company holidays 
• Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.