Senior IT Helpdesk Specialist

Milford, CT
Full Time
Information Technology
Mid Level

Senior IT Helpdesk Specialist (Full-Time)  
HR & Recruiting Firm  
Location: Mostly Onsite 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

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