Senior Systems Administrator

Empower

Senior Systems Administrator managing Microsoft 365 and Entra platforms for a financial services company. Responsible for administration, security, and cloud modernization initiatives within enterprise environments.

Posted 5/9/2026full-timeRemote • 🇺🇸 United StatesSenior💰 $87,400 - $123,400 per yearWebsite

Tech Stack

Tools & technologies

Cloud

About the role

Key responsibilities & impact

Own and administer Microsoft 365 services with a primary focus on Exchange Online, including mail flow, transport rules, hygiene, performance, and availability.
Manage and secure identity platforms using Entra ID, including Conditional Access, MFA, and role-based access controls.
Administer and optimize email security platforms, including Proofpoint, threat protection, policy tuning, and incident response.
Design and implement scalable solutions across Microsoft 365 and Entra to support enterprise growth and reliability.
Lead and execute cloud migration and modernization initiatives from on-premises environments to Microsoft 365 and Entra.
Establish and enforce governance, security, and compliance standards across Exchange Online, identity, and collaboration platforms.
Monitor service health, performance, and usage, and proactively identify and resolve reliability and scalability issues.
Troubleshoot and resolve complex, cross-platform issues spanning Exchange Online, Entra ID, and integrated services.
Automate administrative workflows and operational processes using PowerShell and other scripting tools.
Leverage AI-driven tools and Microsoft 365 Copilot capabilities to improve operational efficiency, automate routine tasks, and enhance user experience.
Identify and implement opportunities to integrate automation and AI solutions into system administration, monitoring, and support processes.
Develop and integrate solutions using Power Platform, including Power Apps and Power Automate, where it drives operational efficiency.
Collaborate with engineering, security, and business stakeholders to deliver secure and scalable solutions.
Contribute to platform standards, documentation, and operational best practices.
Mentor team members and provide technical guidance across Microsoft 365 and identity domains.
Participate in additional initiatives and projects aligned with cloud and platform operations as business needs evolve.

Requirements

What you’ll need

Bachelor’s degree in Computer Science, Information Systems, or related field, or equivalent experience.
4 years of hands-on experience administering Microsoft 365 environments at scale.
Deep expertise in Exchange Online, including mail flow, connectors, security, and troubleshooting.
Strong experience with Entra ID and modern identity and access management practices.
Experience with enterprise email security solutions such as Proofpoint.
Proven experience supporting or leading cloud migration and modernization efforts.
Strong scripting and automation experience using PowerShell.
Hands-on experience with Power Platform, including Power Apps, Power Automate, and Power BI.
Solid understanding of security, compliance, and governance within Microsoft 365.
Experience operating in complex, enterprise environments with cross-team dependencies.
Strong problem-solving, communication, and collaboration skills.

Benefits

Comp & perks

Medical, dental, vision and life insurance
Retirement savings – 401(k) plan with generous company matching contributions (up to 6%)
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.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Microsoft 365Exchange OnlineEntra IDPowerShellPower PlatformPower AppsPower Automateemail securitycloud migrationautomation

Soft Skills

problem-solvingcommunicationcollaborationmentoringtechnical guidance