Senior IT Systems Engineer

Summary

Join Included Health as a Senior IT Systems Engineer and become a key partner in designing, implementing, and managing our identity systems portfolio. Collaborate with IT peers and partner teams across Operations, Cyber Security, Compliance, Product, Engineering, and HR. Leverage your expertise in Okta, Terraform, Infrastructure as Code, and GitHub to enhance our IaC landscape and resolve workflow inefficiencies through automation. This remote role requires strong problem-solving skills, a security-oriented mindset, and a passion for AI and automation. You will mentor team members, lead complex projects, and contribute to a feedback culture. The position reports to the Sr. Manager, Digital Workplace.

Requirements

• 5+ years of relevant work experience
• Hands-on enterprise development expertise with SaaS applications & integrating these services with corporate systems
• Deep experience building and supporting complex integrations and automations for SaaS tooling at scale through API/SDK/CLI usage
• Extensive experience working with infrastructure as code in Terraform
• Excellent written and verbal communication skills
• History of presenting analysis/recommendations in a clear and compelling manner to various audiences (technical peers, managers, business leaders, employees)
• Prior experience working in high-growth, pre-IPO company and/or industry experience in Technology or Healthcare
• Prompt and regular attendance at assigned work location
• Capability to remain seated in a stationary position for prolonged periods
• Eye-hand coordination and manual dexterity to operate keyboard, computer and other office-related equipment
• No heavy lifting is expected, though occasional exertion of about 20 lbs of force (e.g., lifting a computer / laptop) may be required
• Capability to work with leadership, employees, and members in an appropriate manner

Responsibilities

• Partner across the organization and the business to identify and resolve issues related to IT systems and integrations
• Manage business critical systems and SaaS applications. This includes apps such as Okta, Google Workspace, Slack, Jamf, and much more
• Work directly with vendors and partner companies to implement both inbound and outbound SSO integrations with Okta
• Enhance and evolve our IaC landscape starting with Okta Terraform and expanding that to other systems
• Resolve inefficiencies in workflow and manual process through automation
• Implement technical and process improvements to support a security-first environment
• Produce internal and external documentation around process and workflows
• Partner with the security team to implement security policies and ensure all critical vulnerabilities are patched promptly
• Partner with compliance teams to support governance, risk, and compliance efforts across the IT organization
• Mentor members of IT support team and help with service desk requests as an escalation point
• Build a solution around ideas from start to finish
• Lead the entire lifecycle of complex projects
• Manage multiple work streams and keep them all on course, while maintaining task tracking and informing tools
• Participate in feedback culture with transparency and a desire for authentic work relationships

Benefits

• Remote-first culture
• 401(k) savings plan through Fidelity
• Comprehensive medical, vision, and dental coverage through multiple medical plan options (including disability insurance)
• Paid Time Off ("PTO") and Discretionary Time Off ("DTO")
• 12 weeks of 100% Paid Parental leave
• Family Building & Compassionate Leave: Fertility coverage, $25,000 for surrogacy/adoption, and paid leave for failed treatments, adoption or pregnancies
• Work-From-Home reimbursement to support team collaboration home office work