Help Desk Technician Tier 2

  • International Computer Sciences Inc
  • Annapolis, Maryland
  • 04/28/2026
Full time Information Technology Telecommunications IT Support Cisco

Job Description

Job DescriptionJob DescriptionJob Title: Help Desk Technician - Tier 2 Full time - In Office - Annapolis, MD
About us: ICSI is a leading Managed Service Provider (MSP) dedicated to delivering top-notch IT solutions to our clients. We pride ourselves on our commitment to excellence and our ability to solve complex IT challenges. Our team includes experts from ICSI, a leader in managed IT services, known for increasing IT and security maturity levels. Essential Duties & Responsibilities:
  • Diagnose and resolve technical issues, including Microsoft core business applications and operating systems.
  • Deliver comprehensive troubleshooting and backend support to end users.
  • Troubleshoot and resolve complex workstation issues and provide general server support.
  • Perform initial triage for network degradation, outages, compromised accounts, and other critical technical incidents.
  • Support Microsoft technologies such as Windows Server, Exchange, and SharePoint.
  • Maintain and update system documentation within ConnectWise and IT Glue.
  • Enhance customer satisfaction through high quality service and support.
  • Ensure compliance with all company policies and procedures.
  • Carry out additional duties as assigned by the supervisor.
  • Participate in the on call rotation during non business hours.
Knowledge/Skills:

  • Strong diagnostic and troubleshooting skills for a wide range of technical issues.
  • Networking knowledge (DHCP, DNS, Wi-Fi setup, VLAN concepts).
  • Strong knowledge with Microsoft 365, Entra ID/Azure AD, and user provisioning workflows.
  • Solid understanding of Windows and macOS operating systems, networking fundamentals, and common business applications.
  • Excellent analytical, problem solving, and communication skills.
  • Ability to work independently as well as collaboratively within a team.
  • Relevant certifications such as CompTIA A+, Network+, or Microsoft certifications are a plus.
  • Strong customer service orientation with the ability to manage multiple tasks and adapt quickly to change.
  • Prior experience with ConnectWise is a plus.
Experience with:
  • Windows Server (2012+) / Active Directory
  • Windows 10 & 11
  • Office 365 / Microsoft 365 / Entra ID
  • Backup solutions: Datto, Veeam
  • Network/security: SonicWall, Cisco Meraki
  • Security platforms: SentinelOne, Webroot, Barracuda, Avanan
  • Mobile device management: Intune/MDM
Qualifications:
  • Proven experience in an IT support role, preferably within an MSP environment.
  • Hands on experience with Microsoft 365, Exchange, and Active Directory.
  • Experience supporting cloud environments (Azure, AWS, Google Cloud) is a plus.
  • Demonstrated ability to diagnose and resolve technical issues efficiently and professionally.
Benefits/Perks
  • Competitive compensation
  • Fun, supportive workplace culture
  • Pay commensurate with experience and qualifications
  • Opportunities for career development and advancement
  • Engaging, fast paced MSP environment
Physical Requirements:
  • Regular, reliable attendance
  • Ability to lift and carry up to 50 lbs
  • Ability to communicate clearly over the phone