Tailored Brands, Inc. · 23 hours ago
Sr System Engineer - M365
Tailored Brands, Inc. is North America’s leading specialty retailer of menswear, and they are seeking a Senior System Engineer (M365) to join their Tailored Technology team. This individual will manage and support end-user devices and applications, focusing on the Microsoft 365 suite and collaborating with cross-functional teams to enhance the M365 platform across the company.
Fashion
Responsibilities
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 Azure\O365 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
Qualification
Required
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
Preferred
Microsoft 365 Enterprise Administrator Expert
Microsoft 365 Fundamentals
Teams Administrator Certification
Benefits
Health, dental and vision insurance
Prescription drug
Retirement savings (401k, employer-funded retirement plans, deferred compensation, and other defined-benefit or defined-contribution)
Life insurance
Accident and disability
Paid time off for sick leave
Vacation (80 hours per year)
Bereavement
Jury duty
Holidays (9 days per year)
Wellbeing program
Commuter
Adoption assistance
Legal services
Employee merchandise discounts
Meeting-Free Fridays (encouraged)
Summer Fridays
Holiday Early Departure
Company
Tailored Brands, Inc.
Our Purpose: We help people love the way they look and feel for their most important moments.
H1B Sponsorship
Tailored Brands, Inc. has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (27)
2024 (32)
2023 (24)
2022 (37)
2021 (32)
2020 (26)
Funding
Current Stage
Public CompanyTotal Funding
$500M2020-08-03Debt Financing· $500M
2019-08-20Acquired
2016-02-02IPO
Recent News
2025-11-03
Company data provided by crunchbase