Sr. IT Systems Engineer

Hi Marley • Boston, MA

1d • $89,000 - $164,000 • Hybrid

About The Position

Hi Marley is seeking a Sr. IT Systems Engineer to own and elevate the company's internal technology stack. This role focuses on infrastructure, SaaS ecosystem, and AI-enabled workflows, ensuring operational excellence, automation, and security. The engineer will be responsible for designing and automating core IT systems, integrating and hardening SaaS applications, and building compliant controls and documentation. This is an opportunity to shape a modern, resilient, and compliant enterprise. The role requires hands-on engineering within established architectural frameworks and involves collaboration with senior technology and security leadership. Teamwork and enthusiasm are key cultural components, and the role requires presence in the Boston office three days a week.

Requirements

• 5+ years of hands-on experience in IT systems engineering and SaaS operations.
• Strong experience with identity, SSO, and provisioning workflows (Microsoft Entra, SCIM, SAML).
• Experience supporting end users of LLM-powered tools and agents (e.g., Claude, ChatGPT, Cursor): provisioning access, helping people build and fix simple agents or automations, and guiding safe use within established policy.
• Knowledge of email security and authentication standards (SPF, DKIM, DMARC).
• Proficiency using Jamf for MDM/endpoint management.
• Ability to automate workflows using Python, APIs, or low/no-code automation tools (e.g. Zapier).
• Practical experience administering Microsoft 365, Slack, and Jira/Confluence in a production environment.
• Strong communication and cross-functional collaboration skills, with a service-oriented mindset.

Nice To Haves

• 7+ years of hands-on experience in IT systems engineering and SaaS operations.
• 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

• Implement conditional access control in our IdP, SCIM provisioning, and automated onboarding/offboarding workflows integrated with our HRIS and internal ticketing system.
• Build and maintain a modern Jira Service Management (JSM) request portal with structured forms, approvals, and embedded knowledge articles to reduce email-based IT intake.
• Develop and maintain macOS MDM compliance baselines, enforce security controls, support zero-touch deployment, and manage device lifecycle operations.
• Enable employees to get the most out of Hi Marley's internal AI tools, including provisioning and managing access to AI platforms, supporting colleagues building AI agents and automations, and troubleshooting AI-related issues.
• Coach safe, policy-aligned use of AI tools and MCP connectors, following the governance framework set by Security.
• Automate high-volume IT and People Ops workflows using scripts, APIs, and low-code tools to improve self-service and reduce manual provisioning.
• Administer core platforms (Microsoft 365/Entra, Slack, Jira/Confluence, Zoom, Salesforce) and implement lightweight governance for roles, permissions, and configuration consistency.
• Maintain SPF/DKIM/DMARC configurations, tune Exchange Online and email security policies, and support secure routing and deliverability improvements.
• Responsibilities may evolve over time, and additional tasks may be 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