Senior IT Systems Engineer, Hi Marley

• 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

Desirable

• As we continue to grow, we're looking for a Sr. IT Systems Engineer to own the internal technology stack that powers how Hi Marley operates. Hi Marley is building an AI-native operating model: personal agents, team agents, MCP connectors, and AI deeply integrated into how we build, sell, and serve enterprise insurance carriers
• Underneath all of it sits the identity, endpoint, and SaaS ecosystem that every team depends on every day. That layer needs a senior engineer who can make it operationally excellent, automated, secure, and well documented
• This is a hands-on, systems-minded role. Working within the architecture and frameworks set by our senior technology and security leadership, you'll do the engineering that makes them real: automating identity and access lifecycle, hardening the SaaS applications our teams rely on, managing our device fleet, and building the AI-enabled workflows that eliminate manual toil
• You'll script the repetitive work so it runs itself, and build the controls that keep us compliant and audit-ready as we scale
• You'll thrive here if you think in systems and integrations rather than one-off fixes, you reach for automation before repetition, and you care as much about the reliability and security of what you build as the speed of shipping it
• Identity, Access & Lifecycle Automation: Implement conditional access control in our IdP, SCIM provisioning, and automated onboarding/offboarding workflows integrated with our HRIS and internal ticketing system
• IT Service Management & Request Portal Modernization: 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
• Endpoint & Device Management: Develop and maintain macOS MDM compliance baselines, enforce security controls, support zero-touch deployment, and manage device lifecycle operations
• AI-Native Productivity & Internal Tooling: Enable employees get the most out of Hi Marley's internal AI tools. Provision and manage access to Claude, ChatGPT, and Cursor; support colleagues who are building and running personal and team agents, automations, and internal tools; and troubleshoot AI-related issues as they come up. Coach safe, policy-aligned use of AI tools and MCP connectors, following the governance framework set by Security
• Automation, Integrations & Internal Tooling: Automate high-volume IT and People Ops workflows using scripts, APIs, and low-code tools; improve self-service and reduce manual provisioning
• SaaS Administration & Governance: Administer core platforms (Microsoft 365/Entra, Slack, Jira/Confluence, Zoom, Salesforce) and implement lightweight governance for roles, permissions, and configuration consistency
• Email & Internet Security Support: 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