Sr. Microsoft 365 Engineer

Chicago, IL


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Type: Direct-Hire

Category: Information Technology

Reference ID: 10082757

Shortcut: http://addisongroup.gosnaphop.com/eI3kpo


Role: Senior Microsoft 365 Engineer - Power Platform & Automation

Industry: Professional Services / Information Technology

Location: Chicago, IL – Hybrid

Assignment Type: Direct Hire / Permanent

Salary: $110,000 – $120,000 / year

Work Schedule: Hybrid – Monday, Wednesday, Thursday onsite


About the Opportunity

Our client, an established professional services organization headquartered in Chicago, is seeking a Senior Microsoft 365 Engineer to join its Infrastructure and Engineering team.

This is a senior-level, hands-on engineering opportunity focused on designing, implementing, securing, and optimizing enterprise Microsoft 365 solutions, with a strong emphasis on Microsoft Power Platform, specifically Power Apps and Power Automate.

The ideal candidate brings deep Microsoft 365 engineering expertise across Exchange Online, SharePoint Online, Microsoft Teams, OneDrive, and Microsoft Entra ID, along with demonstrated experience building Power Apps, automating business workflows, and developing solutions using PowerShell and Microsoft Graph.

This position goes beyond traditional Microsoft 365 administration. We're seeking someone who can independently engineer solutions, troubleshoot complex technical challenges, lead migrations, and help the organization maximize its investment in Microsoft technologies.

Key Responsibilities

Microsoft 365 Engineering & Administration

  • Design, implement, administer, and optimize enterprise Microsoft 365 services.
  • Support Exchange Online, SharePoint Online, Microsoft Teams, OneDrive, and Microsoft Entra ID.
  • Serve as a senior escalation point for complex Microsoft 365 issues involving identity, mail flow, collaboration, licensing, compliance, and user experience.
  • Monitor service health, performance, adoption, configuration, and operational risks.
  • Develop and maintain technical documentation, operational procedures, and engineering standards.
  • Partner with Infrastructure, Information Security, Service Desk, and business stakeholders to deliver secure and scalable solutions.

Power Platform & Business Process Automation

  • Design, build, implement, and support Power Apps applications and Power Automate workflows.
  • Identify opportunities to automate manual business processes and improve operational efficiency.
  • Develop enterprise solutions using Microsoft Power Platform.
  • Troubleshoot and optimize existing Power Apps and Power Automate solutions.
  • Partner with business stakeholders to understand requirements and translate them into technical solutions.
  • Integrate Microsoft 365 services and business applications through automation.
  • Help establish Power Platform governance, security, and application lifecycle standards.

PowerShell, Microsoft Graph & Automation

  • Develop and maintain advanced PowerShell scripts to automate Microsoft 365 administration.
  • Utilize Microsoft Graph and APIs to integrate systems and automate recurring processes.
  • Create repeatable automation workflows to improve efficiency and reduce manual intervention.
  • Troubleshoot automation failures and optimize existing scripts and integrations.
  • Establish standardized processes for Microsoft 365 administration and deployments.

Security, Compliance & Governance

  • Implement and maintain Microsoft 365 security and compliance controls.
  • Support Microsoft Purview, including:
    • Data Loss Prevention (DLP)
    • Retention policies
    • eDiscovery
    • Sensitivity labels
    • Auditing and compliance
  • Manage identity and access controls using Microsoft Entra ID.
  • Support least-privilege administration and security best practices.
  • Collaborate with Information Security to identify and remediate security risks.
  • Help improve Microsoft Secure Score and overall platform governance.

Migrations & Identity Management

  • Plan and execute Microsoft 365 tenant migrations and workload consolidations.
  • Support domain migrations and service transitions.
  • Manage hybrid identity environments involving Active Directory and Entra Connect.
  • Troubleshoot authentication, synchronization, and access issues.
  • Support Exchange Online migrations, mail flow configuration, DNS changes, and collaboration workload migrations.
  • Perform migration testing, validation, and post-migration troubleshooting.

Required Qualifications

  • 7+ years of progressive IT experience, including at least 5 years of hands-on Microsoft 365 engineering or administration.
  • Strong hands-on experience with Microsoft Power Platform, specifically Power Apps and Power Automate.
  • Demonstrated experience personally building, deploying, and supporting Power Apps and automated workflows in production environments.
  • Advanced Microsoft 365 experience, including:
    • Exchange Online
    • SharePoint Online
    • Microsoft Teams
    • OneDrive
    • Microsoft Entra ID
  • Strong PowerShell scripting experience.
  • Experience using Microsoft Graph and APIs for automation and integration.
  • Experience administering Microsoft 365 within a mid-to-large enterprise environment.
  • Strong understanding of Microsoft 365 security, governance, and compliance.
  • Hands-on experience with Microsoft Purview, DLP, retention policies, eDiscovery, and sensitivity labels.
  • Experience with Microsoft 365 tenant or domain migrations.
  • Experience supporting Active Directory, hybrid identity, and Entra Connect.
  • Strong troubleshooting and problem-solving abilities.
  • Ability to independently own complex technical initiatives and escalations.
  • Excellent communication, documentation, and collaboration skills.
  • Bachelor's degree in Information Technology, Computer Science, Cybersecurity, or a related discipline, or equivalent professional experience.

Preferred Qualifications

  • Power Platform administration and governance experience.
  • Experience managing Power Platform environments, security, and application lifecycle processes.
  • Microsoft Intune experience.
  • Microsoft Defender XDR experience.
  • Experience with broader Microsoft Power Platform capabilities.
  • Microsoft 365 Copilot deployment or administration experience.
  • Experience with Copilot governance, data readiness, and AI-driven productivity solutions.
  • Experience administering Copilot agents.
  • Experience mentoring engineers or establishing technical standards.

What We're Looking For

We're looking for a true Senior Microsoft 365 Engineer who also has strong Power Platform development and automation experience.

The ideal candidate should be comfortable managing complex enterprise Microsoft 365 environments while also getting hands-on with building Power Apps, developing Power Automate workflows, writing PowerShell scripts, and integrating systems using Microsoft Graph.

You should be able to discuss specific examples of applications and automations you've personally built, the business problems they solved, and how you supported those solutions after implementation.

This is not a traditional help desk, desktop support, or basic Microsoft 365 administrator position.

The strongest candidates will combine:

  • Deep enterprise Microsoft 365 engineering experience
  • Hands-on Power Apps development
  • Power Automate workflow design and implementation
  • Advanced PowerShell scripting
  • Microsoft Graph/API integration
  • Microsoft 365 migrations
  • Security, compliance, and governance expertise
  • Independent technical ownership and strong problem-solving skills

Team & Work Environment

This position is part of the organization's Infrastructure and Engineering team and reports to the Manager of Infrastructure and Engineering.

The Senior Microsoft 365 Engineer will collaborate with Infrastructure, Information Security, Service Desk, business stakeholders, and external technology partners.

The role offers an opportunity to influence how Microsoft 365 and Power Platform technologies are designed, implemented, secured, and adopted across the enterprise.

Additional Details

  • Location: Chicago, IL
  • Work Schedule: Hybrid – onsite Monday, Wednesday, and Thursday
  • Employment Type: Permanent / Direct Hire
  • Salary: $110,000–$120,000
  • Start Date: ASAP

Why Consider This Opportunity?

  • Competitive salary of $110K–$120K
  • Hybrid work schedule in Chicago
  • Senior-level ownership of an enterprise Microsoft 365 environment
  • Significant involvement with Power Apps and Power Automate
  • Opportunity to build solutions that directly improve business operations
  • Exposure to enterprise automation, security, governance, and migration initiatives
  • Work with modern Microsoft technologies including Power Platform, Microsoft Graph, Purview, and Copilot
  • Collaborate across Infrastructure, Security, and business teams
  • Opportunity to influence Microsoft 365 engineering standards and platform strategy
Addison Group is an Equal Opportunity Employer. Addison Group provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. Addison Group complies with applicable state and local laws governing non-discrimination in employment in every location in which the company has facilities. Reasonable accommodation is available for qualified individuals with disabilities, upon request.


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