Sr System Engineer - M365

At Tailored Brands, we help people love the way they look and feel for their most important moments. Our Technology team loves the way they feel and thrive at work, with:
• Flexible work opportunities, including remote and hybrid options
• Small, empowered teams that have fun delivering real value for our customers
• A culture that values a 50-year legacy while eagerly embracing the future
Want to be part of this? We currently have an exciting opportunity for Sr System Engineer (M365), End-User Engineering, to join our Tailored Technology team. This individual will manage and support the end user devices and applications in the environment.
What you'll do
• Possess a robust knowledge of the Microsoft 365 suite and be responsible for systems analysis, design, development, integration, enhancement, and deployment as well as application support for various applications.
• Administer Teams messaging settings, including policies, and configurations.
• Administer SharePoint Online environment.
• Help engineer and adopt solutions with Microsoft Teams, SharePoint Online, OneDrive, Power Automate and similar technologies as part of M365 bundle.
• Advise and lead/co-lead M365 projects from start to finish, including proof of concepts, pilots, and initiatives and brief the status of those in a professional manner.
• Lead the deployment of new modules, upgrades, and fixes.
• Implement AzureO365 integrations.
• Collaborate with cross-functional teams to implement and better use M365 platform and services across the company and divisions.
• Develop and maintain product roadmaps, customer plans, and strategic goals.
• Deliver technical guidance based on Microsoft and company Best Practices.
• Should possess in-depth knowledge of Active Directory, Azure Active Directory and related identity services including multi-factor authentication.
• Assist in managing tickets within the ticket queue.
• Communicate with end users across the entire business to effectively drive recommendations and priorities across organizational boundaries.
• Support end-users with answers to technical questions, describing best practices, and share that knowledge with end-users and team members.
• Work with customers to analyze project requests and align proposed solutions with the product roadmap, customer plans, and strategic goals.
• Leverage standard templates, tools, and organizational strategy to define services and ensure practices and processes are standardized and repeatable.
• Design, Create, Test, and Maintain internal Windows Client Imaging infrastructure.
• Evaluate and Test Hardware and Software platforms.
• Bring external perspective and ideas from relevant sources, keep current with technology, government/policy impacts and industry best practices.
• Build organizational capability by strengthening and adding new capabilities, technical skills, and competencies, and eliminates low-value activity with view to long range goals.
What you'll bring
• 10+ years of overall IT experience
• 8+ years M365 Administration with an emphasis on SharePoint/OneDrive/Teams in an Enterprise environment with 1000+ users.
• 5+ years scripting/automation using PowerShell or another scripting language.
• 2+ years Power Automate.
• 2+ years Intune exposure
• 2+ years managing Conditional Access policies.
• Experience with Product Governance.
• Effective in presenting findings, conclusions, alternatives, and information clearly and concisely.
• Strong presentation, organizational, written and communication skills.
• Effective relationship building, negotiation and facilitation skills.
• Advanced research, analytical, and problem-solving skills.
• Working experience with Single Sign-On integration between Azure AD, Office 365 and major SSO providers as well as enterprise SaaS applications skilled at balancing technical decisions with security and end user impacts.
• Working knowledge of messaging and productivity tools, including Microsoft Exchange 2016/2019/Exchange Online support in a hybrid environment
• MCP or equivalent knowledge of Apple systems, Windows operating systems, O365 / M365
• Microsoft 365 Enterprise Administrator Expert preferred.
• Microsoft 365 Fundamentals preferred.
• Teams Administrator Certification preferred.
If you see yourself in this role, but fall short in any areas above, apply anyway! We love to invest in our team members!
The Best Kept Secret in Retail
Tailored Brands is North America's leading specialty retailer of menswear, famous for world-class customer service and unique offerings like tailoring and custom suits. We are best known by our brands, including Men's Wearhouse, Jos. A.