Senior IT Systems Engineer

Hi Marley; Boston (MA); On-site; USD 120,000 - 170,000; Full time

Benefits offered by this job

Startup culture

Stock options

Parental leave

Medical/dental/vision/Life insurance

401k matching

Learning opportunities

Job summary

Hi Marley is seeking a Sr. IT Systems Engineer to own the internal technology stack powering how we operate.

This role focuses on identity, endpoint, and SaaS governance, building automated, secure, and auditable workflows across the organization. You will automate provisioning, manage device fleets, and support AI-enabled tools, with a strong emphasis on reliability, audit readiness, and collaboration across teams.

Qualifications

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

Responsibilities

• Own identity, access lifecycle automation and onboarding/offboarding workflows.
• Maintain a modern Jira Service Management (JSM) portal with structured forms, approvals, and knowledge articles.
• Develop and maintain macOS MDM baselines; enforce security controls and zero-touch deployment.
• Enable employees with AI tools (Claude, ChatGPT, Cursor) and govern safe use.
• Automate high-volume IT and People Ops workflows via scripts, APIs, and low-code tools.
• Administer core platforms (Microsoft 365/Entra, Slack, Jira/Confluence) and implement lightweight governance for permissions.
• Maintain email security configurations (SPF/DKIM/DMARC) and secure routing.
• Support ongoing IAM, security, and audit-related tasks as the company scales

Skills

Identity & SSO

Python automation

Automation scripting

Cross-functional collaboration

AI tools experience

Security governance

Clear communication

Service-oriented mindset

Tools

Jamf

Microsoft 365/Entra

Slack

Jira/Confluence

Exchange Online

Zapier/low-code tools

Job description

• 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

Benefits

• A fun, lively startup culture
• Core values‑based leadership
• A culture of employee engagement, diversity and inclusion
• Open vacation policy - we all work hard and take time for ourselves when we need it
• Ample opportunities to learn and take on new responsibilities in a fast‑paced, growth‑mode startup
• Full benefits package including parental leave, a matching 401k program, and medical, dental, vision, disability, and life insurance
• Generous stock options - we all get to own a piece of what we’re building

Strong experience with identity, SSO, and provisioning workflows (Microsoft Entra, SCIM, SAML)Ability to automate workflows using Python, APIs, or low/no-code automation tools (e.g. Zapier)Proficiency using Jamf for MDM/endpoint management5+ years of hands‑on experience in IT systems engineering and SaaS operationsExperience 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 policyStrong communication and cross‑functional collaboration skills, with a service‑oriented mindsetKnowledge of email security and authentication standards (SPF, DKIM, DMARC)Practical experience administering Microsoft 365, Slack, and Jira/Confluence in a production environment7+ years of hands‑on experience in IT systems engineering and SaaS operationsExposure to AWS, Twilio, or modern SaaS infrastructure used for internal systemsBackground in SOC2/ISO‑aligned environments, familiarity with audit evidence and access reviewsExperience with SaaS license optimization and cost management across a distributed environment