Sr. IT Systems Engineer

Hi Marley • Boston, MA

1d • $94,500 - $175,500 • Hybrid

About The Position

Hi Marley is seeking a Sr. IT Systems Engineer to lead the company's identity, endpoint, and IT service management strategy. This role involves architecting Microsoft Entra and device trust, managing the macOS fleet, and developing Jira Service Management workflows to empower other teams. The engineer will have end-to-end ownership of these systems, from design to support, rather than just managing tickets. Collaboration and enthusiasm are key cultural aspects, and this role requires three days per week in the Boston office.

Requirements

• 5-7+ years of hands-on experience in IT systems engineering, identity and endpoint architecture, or a comparable senior IT engineering role.
• Experience owning Jira administration: workflows, project configurations, issue types, and schemes, plus building request types and approval workflows in Jira Service Management (JSM) or similar ITSM tooling.
• Proven ownership of Jamf for macOS MDM, zero-touch deployment, and fleet-wide security hardening.
• Deep, hands-on experience with Microsoft Entra: Conditional Access, device trust and compliance-driven access policies, SCIM, and SAML.
• Knowledge of email security and authentication standards (SPF, DKIM, DMARC, MTA-STS, BIMI).
• Proven ownership of Zapier or similar low/no-code automation tools: building and maintaining multi-step automations end to end. No coding required.
• Strong communication and cross-functional collaboration skills, with a service-oriented mindset.

Nice To Haves

• Experience administering Zoom and supporting conference room or meeting room AV hardware.
• Basic scripting or API experience (Python, PowerShell) for advanced automation use cases.
• Experience supporting AI copilots or LLM-powered internal tools (e.g., ChatGPT, Cursor).
• Exposure to AWS, Twilio, or modern SaaS infrastructure used for internal systems.
• Background in SOC2/ISO-aligned environments, familiarity with audit evidence and access reviews.
• Experience with SaaS license optimization and cost management across a distributed environment.

Responsibilities

• Own Jira administration across the business, including building and maintaining workflows, project configurations, issue/ticket types, and schemes.
• Maintain the Jira Service Management (JSM) portal, request types, and approval workflows for routing and resolving IT requests.
• Set tiering, SLAs, and escalation paths to manage the IT queue.
• Own Microsoft Entra end to end, including group-based access control, Conditional Access and device trust policies, SCIM provisioning, and automated onboarding/offboarding workflows integrated with HRIS.
• Serve as the senior owner and escalation point for the macOS fleet, managing MDM baselines and zero-touch deployment in Jamf, fleet-wide security hardening, device lifecycle operations, and troubleshooting.
• Administer and govern core platforms like Microsoft 365/Entra, Slack, and Confluence, establishing roles, permissions, and configuration standards.
• Own Hi Marley's automation stack using Zapier and other low/no-code tools to eliminate manual IT and People Ops work, reduce provisioning time, and minimize toil.
• Own SPF/DKIM/DMARC configuration, Exchange Online security policy, and secure routing and deliverability for the company's email infrastructure.
• Responsibilities may evolve over time, with additional tasks assigned as new systems, workflows, and technologies are introduced.

Benefits

• Equity grants for all employees
• A 4% matching 401(k) program
• Medical, dental, vision, disability, and life insurance coverage for employees working 30+ hours per week
• Monthly wellness stipend
• Paid parental leave
• A flexible vacation policy

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed