IT Systems Engineer (EST)

About the role

Hello Heart is growing, and we are looking for an Information Technology Systems Engineer to help scale our internal technology infrastructure, improve employee support, and build smarter systems for the teams that power our business.

Responsibilities

• Administer, optimize, and support core software as a service platforms, including Google Workspace, Slack, Zoom, Linear, Iru, Microsoft Office, and Microsoft Intune.
• Build and maintain internal systems, automations, dashboards, and analytics that extend core platforms and improve visibility into access, employee lifecycle workflows, license utilization, and operational performance.
• Use artificial intelligence coding tools, including Claude Code, Codex, Cursor, or similar tools, to accelerate custom scripts, integrations, data analysis, and workflow automation across Iru, Microsoft Intune, and other internal systems.
• Drive high-quality Help Desk delivery, including support for executive leadership, by resolving issues quickly, identifying root causes, and turning recurring requests into scalable, automation-powered solutions.
• Create, maintain, and improve runbooks, troubleshooting guides, and internal documentation to strengthen team consistency, reduce time to resolution, and support long-term operational excellence.
• Partner with Security, Compliance, and Legal to maintain Health Insurance Portability and Accountability Act and regulatory compliance, resolve control gaps, and ensure access management and data handling meet company standards.
• Use information security platforms and continuous monitoring tools to support audit readiness, identify risks, and improve operational controls.
• Provide remote support across all company locations, including office networking, audio and video conferencing hardware, Google Meet, and Zoom.
• Owning the hardware and software lifecycle, including purchasing, deployment, asset tracking, license management, support, and secure retirement.

Qualifications

• Experienced building AI agents and using coding assistants in your daily workflow to delegate multi-step technical work, accelerate scripting, troubleshoot systems, and improve operational efficiency.
• 3+ years of experience in Information Technology Systems Engineering, Systems Administration, or advanced Help Desk escalation, ideally in a fast-paced, high-growth, or scale-up environment.
• Hands-on experience building custom solutions and automations in Google Cloud Platform, with proficiency in Python, Bash, PowerShell, or similar scripting languages.
• Experience working with representational state transfer application programming interfaces and building integrations across business systems.
• Deep knowledge of Google Workspace Enterprise administration, Single Sign-On, System for Cross-domain Identity Management, and mobile device management platforms such as Microsoft Intune, Kandji, or Jamf.
• Experience operating in a regulated environment, including Health Insurance Portability and Accountability Act or Service Organization Control 2, with familiarity using continuous compliance monitoring tools such as Vanta.
• Strong troubleshooting, root-cause analysis, and problem-solving skills, with the ability to identify patterns and build durable solutions.
• Exceptional written and verbal communication skills, with experience supporting remote teams and executive stakeholders.
• Bachelor’s degree or equivalent practical experience.