Systems Engineer (Okta/Identity Systems Engineer)

• Develop and maintain the client's M&A playbooks, runbooks, operating frameworks, and tooling to enable repeatable and predictable integrations.
• Own the full technical M&A lifecycle, including IT due diligence, day-one integration, and post-close stabilization.
• Build and execute detailed integration roadmaps with clear milestones, risk tracking, and stakeholder visibility.
• Partner closely with Enterprise Security to ensure all integrations meet CoreWeave's security and compliance standards.
• Serve as a subject matter expert for enterprise collaboration platforms including Google Workspace, Microsoft 365, Slack, Zoom, Teams, Box, GitHub, and SharePoint.
• Design and implement modern identity architectures, including Active Directory, Entra ID, Okta, SSO/MFA, SAML, OAuth, SCIM, and identity federation models.
• Execute tenant-to-tenant migrations, coexistence strategies, and service rationalization plans.
• Drive consolidation to CoreWeave-standard platforms to improve operational simplicity and scalability.
• Participate in on-call rotation as a senior escalation point for IT engineering issues.
• Continuously improve tooling, automation, documentation, and integration processes.
• Communicate clearly and proactively with executives, cross-functional partners, and acquired organizations.

• 7-10+ years of experience in enterprise IT engineering, systems administration, or systems architecture.

• 3+ years of hands-on experience leading M&A technical integrations or large-scale SaaS and tenant migrations.

• Deep technical expertise in:

• SaaS collaboration platforms (Google Workspace, Microsoft 365, Slack, Zoom, etc.).

• Modern identity systems (Active Directory, Entra ID, Okta).

• Authentication and access controls including SSO, MFA, Conditional Access, Device Trust, and Zero Trust principles.

Strong automation and scripting skills using PowerShell, Python, Golang, or similar languages.

Experience with configuration management and infrastructure-as-code frameworks such as Terraform and Ansible.

Experience implementing observability and monitoring for SaaS and core IT systems.

Proven ability to produce clear technical documentation and lead complex, cross-functional technical initiatives.

Preferred

• Experience integrating rapidly scaling, cloud-native, or high-growth organizations.
• Experience with API-based integration and automation platforms (e.g., Workato).
• Hands-on experience with AWS, Google Cloud Platform, or Azure identity and related networking integrations.
• Relevant certifications (Microsoft/Azure, Okta, AWS, Google Cloud Platform, Security+, ITIL).
• Familiarity with compliance frameworks such as SOC 2, ISO 27001, SOX, and GDPR.