Tier 2 IT Support Specialist jobs in United States
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The 20 MSP · 19 hours ago

Tier 2 IT Support Specialist

positionAnnapolis, MD
timeFull-time
remoteHybrid
seniorityMid Level
money$65K/yr - $80K/yr
date3+ years exp

The 20 MSP is recruiting for EnglerIT, an IT Managed Services Provider with over 20 years of experience in delivering tailored IT solutions. The Tier 2 IT Support Specialist will provide technical support for end users, troubleshoot various IT issues, and ensure systems remain stable, secure, and efficient.

Business DevelopmentCyber SecurityInformation ServicesInformation TechnologyMarketing

Responsibilities

Provide Tier 2 onsite and remote technical support for end users, workstations, servers, and client environments
Troubleshoot hardware, software, operating systems, VPNs, security tools, and business applications
Administer and support Windows Server, Active Directory, Azure AD, Group Policy, DNS/DHCP, and Microsoft 365
Perform system upgrades, patching, imaging, software deployments, and hardware repairs
Support network infrastructure including firewalls, switching, wireless, VPNs, and physical cabling
Deliver desktop support across Windows and macOS, with exposure to iOS and Android
Document work using ITSM/RMM tools (e.g., Kaseya BMS/VSA, IT Glue)
Travel to client sites as needed and collaborate with internal teams to ensure service continuity

Qualification

Windows OSActive DirectoryMicrosoft 365Networking fundamentalsWindows ServerDesktop supportRMM/PSA toolsCertificationsPowerShellVirtualizationDocumentation platformsExposure to macOSCommunication skills

Required

3+ years of IT support, technical support, or systems administration experience
Strong knowledge of Windows OS, Windows Server, Active Directory, Azure AD, Microsoft 365, and networking fundamentals
Experience repairing and supporting desktop and laptop hardware
Strong communication skills and experience working in a multi-client or MSP environment
Valid driver's license and ability to travel regionally

Preferred

Certifications (CompTIA A+, Network+, Security+, Microsoft, or equivalent experience)
Virtualization experience (VMware, Hyper-V)
PowerShell or automation exposure
Experience with RMM/PSA and documentation platforms
Exposure to macOS, mobile platforms, or Google Workspace

Benefits

Paid Time Off and holidays
Medical, dental, and vision insurance
Certification reimbursement and professional development support
A culture built on drive, accountability, collaboration, and excellence

Company

The 20 MSP

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The 20 MSP specializes in MSP Business Development, providing MSP Consulting and MSP Network Support.
dateFounded in 2013
location
Plano, Texas, USA
people-size201-500 employees
web-link
https://www.the20.com

Funding

Current Stage
Growth Stage

Leadership Team

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Tim Conkle
CEO & Founder
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Recent News

CRN
The 20 MSP Grows With Three Acquisitions In California, Michigan
2025-11-05
Morningstar.com
The 20 MSP Announces Latest Trio of Acquisitions
2025-11-04
EIN Presswire
Coleman Technologies Named MSP of the Year for Delivering Secure, Scalable IT That Fuels Business Growth
2025-08-29
Company data provided by crunchbase