Senior IT Helpdesk Specialist
McInnis Inc., Milford, CT, United States
Senior IT Helpdesk Specialist (Full-Time)
HR & Recruiting Firm
Location: Mostly In-person in Milford, CT, very Occasional Travel
Act as the main contact for IT support requests via phone, email, or ticketing system.
Troubleshoot and resolve hardware, software, and connectivity issues for remote and onsite users.
Provide high-priority, professional support to leadership and executives, ensuring minimal downtime.
Escalate complex technical issues to senior IT management or external vendors when appropriate.
Microsoft Ecosystem & Onboarding
Manage and support
Microsoft 365 , Teams, and user account administration. Lead new employee onboarding, including account creation, device setup, and access management. Develop and refine onboarding documentation and checklists to streamline the process. Gain experience and expand skills in
Microsoft Entra (Azure AD) ,
Intune , and
mobile device management (MDM)
systems. Documentation & Process Improvement Create and maintain IT documentation, internal knowledge bases, and standard operating procedures. Identify recurring issues and develop long-term solutions to improve system reliability. Suggest and collaborate ideas for new tools, systems, and workflow improvements. Maintenance & Security Perform regular system updates, monitoring, and backups. Manage user access controls and maintain compliance with IT policies. (Bonus) Contribute to cybersecurity and endpoint protection initiatives. Project Support Support IT setup and system configuration for new office or client locations (occasional travel). Assist in technology rollouts and adoption of new solutions. Qualifications
Required: 3+ years of IT support or helpdesk experience. Proficiency with
Microsoft 365 , Windows OS, and general networking fundamentals. Excellent troubleshooting and communication skills, including experience supporting
leadership and executive-level users . Strong documentation and process improvement abilities. Ability to work collaboratively in a remote, fast-paced environment. Preferred: Experience working in startup or rapidly growing business environments. Familiarity with
Microsoft Entra (Azure AD) ,
Intune , and
MDM
concepts, and interest in growing into these areas. Experience with remote support and ticketing tools (e.g., Zendesk, Jira, Freshdesk). Basic understanding of IT security best practices. Bonus Skills
Prior experience working within
restaurant, HR & recruiting, or municipal industries
(bonus). Experience with
macOS
environments (bonus). Knowledge of
SharePoint
(bonus, not required).
Hours & Compensation Commitment: Full-time, on-site in Milford, CT, with occasional travel as required Compensation: Competitive salary (depending on experience) Comprehensive Health, Dental, & Vision Paid Time Off Sick time Holidays Life Insurance 401k Contributions Charity Matching Join us in this exciting opportunity to make a meaningful impact on our clients. Apply today and become an integral part of our dynamic team! IND126
Microsoft 365 , Teams, and user account administration. Lead new employee onboarding, including account creation, device setup, and access management. Develop and refine onboarding documentation and checklists to streamline the process. Gain experience and expand skills in
Microsoft Entra (Azure AD) ,
Intune , and
mobile device management (MDM)
systems. Documentation & Process Improvement Create and maintain IT documentation, internal knowledge bases, and standard operating procedures. Identify recurring issues and develop long-term solutions to improve system reliability. Suggest and collaborate ideas for new tools, systems, and workflow improvements. Maintenance & Security Perform regular system updates, monitoring, and backups. Manage user access controls and maintain compliance with IT policies. (Bonus) Contribute to cybersecurity and endpoint protection initiatives. Project Support Support IT setup and system configuration for new office or client locations (occasional travel). Assist in technology rollouts and adoption of new solutions. Qualifications
Required: 3+ years of IT support or helpdesk experience. Proficiency with
Microsoft 365 , Windows OS, and general networking fundamentals. Excellent troubleshooting and communication skills, including experience supporting
leadership and executive-level users . Strong documentation and process improvement abilities. Ability to work collaboratively in a remote, fast-paced environment. Preferred: Experience working in startup or rapidly growing business environments. Familiarity with
Microsoft Entra (Azure AD) ,
Intune , and
MDM
concepts, and interest in growing into these areas. Experience with remote support and ticketing tools (e.g., Zendesk, Jira, Freshdesk). Basic understanding of IT security best practices. Bonus Skills
Prior experience working within
restaurant, HR & recruiting, or municipal industries
(bonus). Experience with
macOS
environments (bonus). Knowledge of
SharePoint
(bonus, not required).
Hours & Compensation Commitment: Full-time, on-site in Milford, CT, with occasional travel as required Compensation: Competitive salary (depending on experience) Comprehensive Health, Dental, & Vision Paid Time Off Sick time Holidays Life Insurance 401k Contributions Charity Matching Join us in this exciting opportunity to make a meaningful impact on our clients. Apply today and become an integral part of our dynamic team! IND126