Tier II Desk-Side Support Engineer – Boston

Tier II Desk-Side Support Engineer - Boston
Join our dynamic team as a Tier II Desk-Side Support Engineer in Boston, where you’ll play a pivotal role in driving enterprise modernization initiatives. This is your chance to deliver exceptional, white-glove support during critical migration and cutover activities, ensuring smooth user experiences and seamless technological transitions for a major enterprise client.
In this fast-paced, client-facing role, you’ll provide onsite technical support, troubleshoot endpoints, assist with Microsoft 365 applications, and support users across multiple office locations. Your expertise will directly impact the success of migration projects involving Microsoft 365, identity transformation, and acquisition integrations, making a real difference in a collaborative, high-touch environment.

Required Skills:

• 3–5+ years of enterprise desktop support experience
• Deep knowledge of Windows 10/11 desktops and laptops
• Hands-on supporting Microsoft 365 applications (Outlook, Teams, OneDrive, SharePoint, Exchange Online)
• Strong troubleshooting skills in Outlook, Teams, OneDrive, Windows, Active Directory, and network connectivity
• Excellent communication and customer service abilities
• Ability to prioritize multiple support requests in a fast-paced environment

Nice to Have Skills:

• Experience supporting Microsoft 365 migration projects
• Familiarity with Entra ID / Azure AD and modern authentication methods
• Knowledge of Intune or endpoint management platforms
• Exposure to Okta or enterprise IAM solutions
• Experience in M&A support and integration activities
• Background supporting executive or VIP users

Preferred Education and Experience:

• Relevant technical certifications are a plus
• Proven experience supporting onsite end users in corporate environments

Other Requirements:

• Primarily onsite support during migration periods, with limited remote flexibility depending on project phase
• A proactive mindset and a customer-centric approach are essential

TSG is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. #LI-AM1