Senior Microsoft 365 Engineer

Location: Chicago, US
Posted: 7d ago

EngineeringSoftware SystemsOperations Execution

About this role

&nbsp; Optiver's Global Enterprise Clients team owns the global Microsoft 365 platform — collaboration, messaging, identity, and mobile access — that our entire worldwide workforce runs on every day. It's treated as critical production infrastructure, not a back-office system. You'll join an established, distributed group of senior Microsoft 365 engineers spread across our global offices, operating a single global platform, in a hands-on role with real architectural influence: engineers here design solutions, validate them with peers, and implement them directly. Observability, continuous capability uplift, CI-driven change, and self-healing automation are central to how we keep this platform reliable at scale. What you'll do <ul> <li>·Set direction and design standards for our global Microsoft 365 platform across collaboration, messaging, identity, and device access</li> <li>Lead arcitectural decisions end-to-end — design, peer validation, implementation — driving change from inception through global rollout and adoption, with full ownership of global deliverables</li> <li>Drive systemic simplification, reducing legacy patterns, hybrid complexity, and accidental architecture</li> <li>Define and operate our collaboration and content platforms, including information architecture, governance, permissions, and lifecycle management</li> <li>Own enterprise messaging architecture, including global mail flow, routing, hybrid integration, and coexistence</li> <li>Architect identity and access foundations, covering authentication models, access control, lifecycle management, and hybrid integration</li> <li>Define and own mobile access architecture for iOS and Android</li> <li>Architect the Azure foundations that support Microsoft 365, identity, automation, monitoring, and remediation</li> <li>Treat observability as non-negotiable — design deep monitoring, alerting, and telemetry, using tooling that surfaces systemic risk and informs decisions</li> <li>Own BAU operations for the platform, including incidents, degradations, change execution, and continuous improvement</li> <li>Design, implement, and operate self-healing automation that closes the loop between detection, remediation, and prevention</li> <li>Build and maintain production-grade automation using industry-standard tooling, including AI-assisted development where it accelerates delivery without reducing ownership</li> </ul> What you'll get You'll join a culture of collaboration and excellence, surrounded by curious thinkers and creative problem-solvers. Motivated by a passion for continuous improvement, you'll thrive in a supportive, high-performing environment alongside talented colleagues, collectively tackling some of the toughest challenges in the financial markets. In addition, you'll receive: <ul> <li>The opportunity to work alongside best-in-class professionals from over 40 different countries</li> <li>Highly competitive compensation package, including a global profit-sharing pool and performance-based bonus structure</li> <li>401(k) match up to 50%</li> <li>Comprehensive health, mental, dental, vision, disability, and life coverage</li> <li>25 paid vacation days alongside market holidays</li> <li>Extensive office perks, including breakfast, lunch and snacks, regular social events, clubs, sporting leagues and more</li> </ul> Who you are <ul> <li>7+ years' experience as a senior Microsoft 365 engineer or architect, owning and operating mid-to-large enterprise platforms</li> <li>Deep hands-on expertise in SharePoint Online platform engineering and Exchange Online mail flow, including hybrid scenarios</li> <li>Strong command of identity and access architecture, including Entra ID / Azure AD and Entra ID Connect (Conditional Access, tenant restrictions, B2B, RBAC, enterprise apps, service principals, app proxy)</li> <li>Proven track record simplifying complex hybrid environments</li> <li>Strong PowerShell engineering skills and comfort with Microsoft Graph, Azure CLI, Terraform, and GitHub-based Infrastructure-as-Code workflows</li> <li>Highly proficient with Log Analytics and KQL</li> <li>Comfortable designing and operating Azure resources — policies, subscriptions, workbooks, storage accounts, VNETs, Traffic Manager</li> <li>Experience defining and owning MDM/Intune policy and configuration for iOS and Android, across both BYOD and corporate-managed settings</li> <li>Comfortable debating architecture with senior peers and backing decisions with data</li> <li>A clear, trusted communicator and technical mentor who raises the bar for others</li> <li>Thrives in a high-ownership, continuous-improvement environment, with demonstrated experience owning initiatives end-to-end — from conception through implementation, rollout, skills transfer, and sustained operation</li> <li>Able to autonomously run and deliver global projects across a distributed team and time zones, and drive change without heavy oversight</li> </ul> Experience that helps <ul> <li>Tertiary qualification in C

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