IT Systems Engineer — Microsoft 365 & Google Workspace (Contractor)

Role: IT Systems Engineer

About interos.ai: interos.ai is defining the category of supply chain risk intelligence, building the world’s most trusted and transparent supply chains. Our pioneering platform automates the discovery and continuous monitoring of supply chain risk across every tier — enabling faster, data‑driven threat mitigation and resilience at global scale. As the first and only automated supplier intelligence platform, interos.ai gives organizations real\-time visibility into extended supply chains to protect against regulatory risk, unethical labor, cyber threats, and systemic vulnerabilities — all through a single pane of glass.

With customers spanning commercial, Federal, A\&D, and public sectors, including Global Fortune 500 companies and members of the Five Eyes nations, interos.ai offers a rare opportunity to help shape an early, fast‑growing market that’s transforming global security and economic resilience. At interos.ai, you’ll join a team that’s not afraid to challenge conventions, explore new ideas, and iterate quickly in pursuit of the best solutions. We operate in a space that’s evolving fast, and so are we. Our work is meaningful, the problems we tackle are complex, and the pace requires focus, curiosity, and adaptability.

We know interos.ai isn’t the right fit for everyone — and that’s okay. We’re looking for people who are humble in how they collaborate, hungry to succeed, and smart in how they work to solve problems (EQ). People who thrive here are energized by broad exposure and a dynamic scope of work, comfortable navigating ambiguity, open to feedback, proactive in taking ownership, and motivated by making a real impact. If you’re seeking a predictable routine or a highly structured environment, you may find our pace challenging.

However, if you’re someone who leans into change, enjoys solving hard problems with great teammates, and wants to contribute to technology that truly matters, you’ll fit right in. We’re excited to meet individuals who bring expertise in their craft, a willingness to experiment, and a mindset grounded in continuous learning.

About the role: We are looking for an experienced IT Systems Engineer contractor to assist with pre\-migration preparation work in advance of a vendor\-led migration from Microsoft 365 to Google Workspace. The ideal candidate has deep hands\-on experience administering both Microsoft 365 and Google Workspace, and is comfortable working independently to clean up and inventory existing environments, configure the target Google Workspace environment, and support the setup of security integrations — all in close coordination with the migration vendor and under the direction of the IT Manager.

What You'll Do:

• Inventory existing Microsoft 365 environment configuration including users, licenses, data, groups, and third\-party integrations.
• Clean up and organize existing data, files, and user accounts in preparation for migration.
• Identify and document third\-party application integrations and assess compatibility with the target Google Workspace environment.
• Coordinate with the migration vendor to ensure the environment is ready for migration and that pre\-migration requirements are met.
• Document and report on the current Microsoft 365 environment configuration, including services, policies, user accounts, groups, and licenses.
• Report on the current Entra ID configuration, including user lifecycle settings, group policies, conditional access rules, and role assignments.
• Manage and maintain the identity connection between Entra ID and Google Workspace, including directory synchronization and user provisioning.
• Administer and configure Google Workspace services including Gmail, Drive, Calendar, Meet, Chat, and Admin Console.
• Manage Google Cloud Directory Sync (GCDS) or equivalent for user provisioning and directory integration.
• Configure organizational units (OUs), access controls, sharing policies, and security settings to align with existing security controls.
• Automate deployment and lifecycle management of identity tools across both platforms.
• Configure and maintain the identity federation between Entra ID and Google Workspace, including SSO, SCIM provisioning, and MFA enforcement.
• Serve as a technical resource for the IT team on matters related to identity, collaboration tools, and system configurations in Google Workspace.
• Handle Tier 3 and Tier 4 helpdesk escalations related to Google Workspace.
• Respond immediately to security or usability concerns.
• Proactively monitor systems and address potential issues before they impact end users.
• Test software, review application logs, and document findings.
• Maintain comprehensive documentation of all system configurations, migration steps, and procedures.
• Provide weekly status reports to the IT Manager summarizing progress, risks, and upcoming milestones.

What You Bring:

• 3\+ years of relevant experience in IT systems administration.
• Bachelor’s Degree in Computer Science, Information Technology, or a related field (or equivalent practical experience).
• Demonstrated, production\-level experience administering Microsoft 365 — including Exchange Online, SharePoint, OneDrive, Teams, Entra ID, and Intune.
• Demonstrated, production\-level experience administering Google Workspace — including Admin Console, Gmail, Drive, Calendar, Meet, and Google Directory/GCDS.
• Experience supporting a Microsoft 365 to Google Workspace migration or comparable platform transition, including environment preparation and integration work.
• Proficiency in PowerShell scripting for automation of identity management, system administration, and IT operations tasks.
• Experience designing and implementing IT automation workflows, including user provisioning, access management, and system configuration tasks.
• Strong written and verbal communication skills, including the ability to communicate technical concepts to non\-technical stakeholders.
• Strong analytical, problem\-solving, and organizational skills.
• Ability to work independently and under pressure in a fast\-paced environment.

Bonus Points For:

• Experience configuring identity federation between Entra ID and Google Workspace, including SCIM and SSO setup.
• Experience with Jira or Jira Service Management for project and ticket tracking.
• Experience with designing and maintaining scripted automation and workflow\-based automation.
• Experience with Azure automation services, including Automation Account Runbooks, Function Apps, and Logic Apps.
• Experience with DKIM, DMARC, and SPF configuration in the context of email platform transitions.
• Familiarity with third\-party SaaS integrations (Slack, Zoom, DocuSign, Salesforce, etc.) and their configuration within Google Workspace.
• Experience with Google Workspace Vault for eDiscovery and retention configuration.

Reports to: Manager, IT \& Systems Engineering

Supervisory Responsibility: This position has no supervisory responsibilities.

Work Environment: This is a fully remote role. The contractor is expected to maintain a professional, reliable home office environment with stable internet connectivity and access to necessary equipment.

Physical Demands: This is largely a sedentary role. Physical requirements include visual acuity, speech and hearing, and hand and eye coordination necessary to operate a computer keyboard and standard office equipment.