Lead Systems Administrator
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Job Description
Lead Systems Administrator responsible for Microsoft 365 Messaging technologies and email security solutions. Collaborating with teams to ensure operational excellence and compliance across messaging services.
Responsibilities:
- Serve as the technical lead and subject matter expert for Microsoft 365 Messaging technologies, including Exchange Online and related Microsoft services
- Lead administration and engineering of Microsoft Exchange Online, Microsoft 365 messaging services, and hybrid mail environments
- Design, implement, and maintain enterprise email security solutions using Proofpoint Email Protection, Targeted Attack Protection, Email Fraud Defense, and related Proofpoint technologies
- Design and support complex enterprise mail flow and advanced email routing, including SMTP routing, secure connectors, hybrid Exchange routing, third-party integrations, domain management, transport rules, and mail relay services
- Manage email authentication technologies, including SPF, DKIM, and DMARC, to improve email security and reduce spoofing
- Design and maintain policies supporting phishing protection, malware prevention, data loss prevention, encryption, and email compliance
- Partner with Cybersecurity teams to investigate messaging threats, email incidents, and security events
- Develop standards, operational procedures, and self-service documentation for messaging technologies
- Automate administrative functions using PowerShell, Microsoft Graph API, Azure Automation, or related scripting technologies
- Monitor messaging health, service availability, mail flow, queue performance, routing efficiency, and security metrics
- Lead operational support for Microsoft 365 messaging platforms while participating in incident response and problem management activities
- Collaborate with Identity and Access Management teams on authentication, Conditional Access, and secure administrative access
- Work closely with Microsoft, Proofpoint, and other technology vendors to resolve complex issues and implement strategic improvements
- Evaluate emerging Microsoft 365 and messaging technologies and provide architectural recommendations
- Provide technical leadership, mentoring, and knowledge transfer to other infrastructure engineers and operational support teams
- Partner with Cybersecurity, Infrastructure, Identity, Networking, Compliance, and Application teams to deliver secure, scalable, and highly available messaging services while driving automation, operational excellence, and strategic modernization initiatives.
Requirements:
- Bachelor’s degree in Computer Science, Information Systems, Cybersecurity, or a related field, or equivalent work experience
- Microsoft and/or Proofpoint certifications
- Expert knowledge of Microsoft 365 administration with emphasis on Exchange Online
- Extensive experience supporting enterprise messaging environments serving large organizations
- Strong experience with Proofpoint Email Protection, Targeted Attack Protection, Email Fraud Defense, and Proofpoint administration
- Deep understanding of SMTP, DNS, MX records, SPF, DKIM, DMARC, TLS, and secure email routing
- Experience with Microsoft Defender for Office 365, Microsoft Purview, and Microsoft Entra ID
- Knowledge of Microsoft Exchange Hybrid deployments and migration strategies
- Experience supporting enterprise email compliance, retention, eDiscovery, and regulatory requirements
- Experience integrating messaging platforms with identity providers and security technologies
- Strong PowerShell scripting and automation experience
- Familiarity with Microsoft Graph API and Microsoft 365 automation
- Knowledge of networking concepts, including DNS, load balancing, firewalls, certificates, and network security
- Excellent troubleshooting, root cause analysis, and incident management skills
- Strong documentation, architecture, and communication skills
- Ability to adapt to an evolving cloud-first technology environment.
Benefits:
- Medical, dental, vision and life insurance
- Retirement savings – 401(k) plan with generous company matching contributions (up to 6%), financial advisory services, potential company discretionary contribution, and a broad investment lineup
- Tuition reimbursement up to $5,250/year
- Business-casual environment that includes the option to wear jeans
- Generous paid time off upon hire – including a paid time off program plus ten paid company holidays and three floating holidays each calendar year
- Paid volunteer time — 16 hours per calendar year
- Leave of absence programs – including paid parental leave, paid short- and long-term disability, and Family and Medical Leave (FMLA)
- Business Resource Groups (BRGs) – BRGs facilitate inclusion and collaboration across our business internally and throughout the communities where we live, work and play. BRGs are open to all.
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