Staff IT Engineer

Role Description

Charlie Health is seeking a Staff IT Engineer to join our IT Engineering team. This is a senior individual contributor role for an engineer who thinks in systems, builds for scale and brings software engineering practices into modern enterprise IT.

This role is closer to platform engineering, DevOps, infrastructure engineering and internal tools than traditional IT support. The Staff IT Engineer will build and improve the platforms that power Charlie Health’s:

• Employee lifecycle
• Identity architecture
• Endpoint trust model
• SaaS ecosystem
• Automation strategy
• AI-enabled operating model

Our IT organization treats IT as a product function. We value ownership, measurable outcomes, automation, reliability and continuous improvement. This role will help define technical direction, establish durable engineering patterns and raise the quality of IT systems through hands-on technical leadership.

Charlie Health is also building toward an AI-native operating model. This role will partner with Engineering as it builds AI-enabled systems, including:

• Agentic workflows
• Multi-agent systems
• Agentic swarms

Focus will be on secure identity, access, governance, logging and auditability.

Qualifications

• 7+ years of experience in IT engineering, infrastructure engineering, platform engineering, DevOps, systems engineering or a closely related technical discipline.
• Strong scripting or software development experience using Python, Bash or similar languages.
• Experience building integrations using REST APIs, webhooks, JSON, service accounts and API authentication patterns.
• Strong experience with identity and endpoint platforms such as Okta, Jamf Pro, Microsoft Intune, Google Workspace or Microsoft 365.
• Strong understanding of least privilege access, device trust, conditional access, non-human identity governance, auditability and Zero Trust principles.

Requirements

• Experience with SaaS automation or iPaaS platforms such as Workato, Okta Workflows, or similar tools.
• Experience with infrastructure-as-code, configuration-as-code, AWS, Lambda, IAM, Linux administration or GitHub Actions.
• Experience supporting enterprise AI platforms, agentic AI workflows, AI-enabled automation or internal AI tooling.
• Familiarity with AI governance concerns such as agent identity, tool access, data boundaries, human-in-the-loop controls and AI activity logging.
• Experience in healthcare, regulated environments, high-growth startups or rapidly scaling enterprise IT organizations.

Benefits

• Comprehensive benefits for all full-time employees.