Senior M365 Exchange Engineer

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Group 1001 is a consumer‑centric, technology‑driven family of insurance companies on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can‑do culture. Group 1001’s culture emphasizes the importance of collaboration, communication, core business focus, risk management, and striving for outcomes. This goal extends to how we hire and onboard our most valuable assets – our employees.

The M365 Exchange Engineer is responsible for the design, implementation, management, and support of Microsoft 365 Exchange Online environments. This role will also provide advanced engineering expertise for Proofpoint Platform solutions, support multi‑tenant environments, and play a key role in M&A and divestiture projects. The ideal candidate will have a strong background in enterprise messaging, security, and cloud collaboration technologies, with proven experience in complex, multi‑organization scenarios.

• Design, deploy, and manage Microsoft 365 Exchange Online environments, including hybrid configurations and migrations from on‑premises Exchange
• Provide advanced engineering and operational support for Proofpoint Platform solutions, including email security, archiving, and data loss prevention
• Manage and support multi‑tenant M365 environments, ensuring secure and efficient collaboration across business units and external partners
• Lead and support M&A and divestiture activities, including tenant‑to‑tenant migrations, domain consolidations, and user/data transitions
• Develop and maintain technical documentation, standard operating procedures, and knowledge base articles
• Monitor system health, performance, and security, proactively identifying and resolving issues
• Collaborate with security, compliance, and infrastructure teams to ensure alignment with organizational policies and regulatory requirements
• Provide technical guidance and mentorship to junior engineers and support staff
• Participate in on‑call rotation and provide escalation support as needed

• Extensive hands‑on experience with Microsoft 365 Exchange Online, including administration, troubleshooting, and Power Shell automation
• Strong knowledge of Proofpoint Platform solutions, with experience in engineering, deployment, and ongoing management
• Demonstrated expertise in multi‑tenant M365 environments, including cross‑tenant collaboration and security best practices
• Understanding of Microsoft 365 Enterprise licensing including its features, implications, and strategies
• Proven track record supporting M&A and divestiture projects, including tenant‑to‑tenant migrations and domain management
• Solid understanding of email security, compliance, and data protection concepts
• Demonstrated expertise in managing email‑related DNS records (e.g., MX, SPF, DKIM, DMARC)
• Experience with hybrid Exchange environments and migration tools (e.g., AvePoint, Quest, Bit Titan, and native Microsoft tools)
• Proven ability to perform SMTP troubleshooting
• Familiarity with related M365 services (Teams, SharePoint, One Drive) and integration points
• Experience integrating cloud platforms with Outlook/Exchange and Proofpoint, ensuring seamless interoperability and secure data flow
• Strong analytical, problem‑solving, and communication skills
• Ability to work independently and as part of a remotely distributed team

• Microsoft 365 Certified:
  Messaging Administrator Associate or equivalent certification
• Proofpoint Certified Specialist or equivalent certification
• Experience with scripting and automation (Power Shell, Python)
• Background in enterprise IT environments, preferably in regulated industries
• Experience with identity and access management (Azure AD, SSO, MFA)

This role may require occasional travel and participation in after‑hour support for critical incidents or project work.

Our compensation reflects the cost of labor across several U.S. geographic markets. The base pay for…