• Job Description

  Req#: ITSUP011901

  Join Our Team as an IT Support Specialist!
  Make Tech Work for People—Not the Other Way Around

  Location: Westoport, CT
  Full-Time | Reports To: Director of Information Technology

  Do you thrive on solving technical problems and making someone’s day better through technology? Are you looking for a role that blends hands-on tech, customer service, and real impact? If so, we want to meet you.

  About the Role:
  As our IT Support Specialist, you’ll be the frontline of technology support across the organization—ensuring devices run smoothly, users are empowered, and IT operations stay secure and efficient. You’ll work closely with internal staff and external vendors to keep everything connected and running seamlessly.

  What You’ll Do:

  • Tech Support & Troubleshooting
  • Deliver top-notch customer support—in person, over the phone, or remotely.
  • Resolve a wide range of hardware/software issues quickly and professionally.
  • Device Setup & Maintenance
  • Configure and deploy laptops, smartphones, desktops, printers, routers, switches, wireless access points, and IoT devices.
  • Handle installations, updates, password resets, backups, and configurations.
  • User Support & Administration
  • Manage inventory and asset tracking for hardware/software.
  • Maintain ticketing system and uphold IT policies and best practices.
  • Onboarding & Offboarding
  • Lead IT onboarding sessions for new employees.
  • Set up and reclaim equipment during role transitions.
  • Technology Improvement & Vendor Relations
  • Test and evaluate new hardware/software tools.
  • Work with vendors for installations, upgrades, and troubleshooting (MFP, ISP, VoIP, etc.).

  What You Bring:

  • 2+ years of hands-on IT support experience.
  • Strong knowledge of Windows 10, Mac OS, Microsoft 365, and remote desktop tools.
  • Familiarity with Active Directory, Exchange, TCP/IP, DNS, DHCP, and patch management.
  • Excellent communication and interpersonal skills—with a genuine passion for helping others.
  • Certifications like CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate are a big plus!
  • Physical & Other Requirements:
    Able to lift up to 35 lbs and perform basic physical IT installations (including climbing ladders).
  • Comfortable working in environments with possible exposure to infectious materials or emotionally distressed individuals.
  • Must pass background, drug, and criminal screenings (random testing may occur).

  Why You'll Love working for Us:

  • Competitive wages
  • Flexible shifts
  • Growth opportunities
  • Bonus & incentive programs
  • Competitive Benefits Package: including medical, dental, vision, 401K match, company paid time-off, life insurance policy, insurance deductibles and voluntary Aflac insurance for our full-time employees.

  Want to know what makes our employees eager about going to work every day? The people we serve. Being a part of Maplewood requires passion and a desire to help others. Each employee has the ability to touch the hearts of all our seniors and be a part of something bigger than themselves. It’s not just a job. It’s an extraordinary life.
  
  Maplewood Senior Living is a state-of-the-art, forward-thinking senior living provider. We offer a home-like, luxury environment for our residents, allowing them to live “the good life” in a safe environment. As an associate of Maplewood Senior Living, you will have the ability to make a profound difference in the lives of seniors each and every day. As we continue to grow, we are seeking IT Support Specialist to become part of our family. We invite you to take your first step toward a rewarding career with us!

  Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities
  This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.

• About the company

  Maplewood Senior Living provides caring and compassionate senior living. Visit our website to learn more.

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