Helpdesk Technician II

Cybersheath
United States
RemoteCareer-pivot friendly

Who this role is best for

A natural match if you have 5+ years of remote helpdesk experience and familiarity with Microsoft cloud technologies.

Best fit for

  • Candidates with 5+ years of remote helpdesk experience and a track record in Microsoft cloud technologies
    — “Minimum of 5+ years’ experience working on an Information Technology Helpdesk using remote support tools
  • Individuals who thrive in a fast-paced remote environment and can manage multiple priorities
    — “Ability to work independently, remotely, and as part of a team
  • Professionals with a background in supporting both on-premise and cloud infrastructure
    — “Experience with On-premise and Cloud environments

Things to consider

  • Travel is expected at approximately 20% of the time, which may impact remote work flexibility
    — “Work Environment This role is Remote with the potential for travel to client sites
  • The role requires working outside standard hours, including evenings and on-call shifts
    — “Some on-call, shift, and evening work

How to stand out

  • Highlight your experience with Microsoft Office 365, Azure, and Active Directory in your resume
    — “Experience with Microsoft Office 365 / Azure administration
  • Emphasize your ability to independently solve complex technical issues
    — “Successful candidates ... work, and solve issues independently
  • Showcase your documentation skills and ability to maintain detailed records
    — “Create and maintain comprehensive documentation for internal and client systems
  • Demonstrate your ability to balance client support with internal team collaboration
    — “Demonstrated ability to work in a team environment
  • Include experience with RMM tools like Automate or Labtech in your resume
    — “Experience using Remote Monitoring and Management (RMM) tools
Pace · Fast PacedCollaboration · MediumAutonomy · MediumDecision Impact · IndividualLevel · Junior

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • provide day-to-day operational support for desktop and server operating systems
  • deploy and maintain security tools and management agents
  • create and maintain comprehensive documentation for internal and client systems
Typical background
2+ years working for a Managed Service Provider (MSP)5+ years’ experience working on an Information Technology Helpdesk

Skills & requirements

Required

Remote Support ToolsHelpdesk Ticketing SystemRemote Monitoring And Management (rmm) ToolsExceptional Customer Service

Preferred

Connectwise ManageAutomateLabtechContinuumNinjaone

Stack & domain

Remote Support ToolsHelpdesk Ticketing SystemRemote Monitoring And Management (rmm) ToolsDesktop And Server Operating SystemsNetworking DevicesLine Of Business ApplicationsCloud Backup And Disaster RecoveryHardware PeripheralsMobile DevicesSecurity Tools And Management AgentsThird-party Vendor RemediationCustomer ServiceTroubleshootingProblem-solvingVerbal And Written CommunicationTeamworkTime ManagementDocumentationProject ManagementIT SystemsCloud EnvironmentsNetworking

About the role

Original posting from Cybersheath via Greenhouse

CyberSheath Services International LLC is a rapidly growing Security and IT Managed Services Provider primarily focused on providing Cybersecurity services to the Defense Industrial Base (DIB). We are excited to be expanding our staff due to our growth and are looking to add an additional Helpdesk Technician Level II to our team! 

CyberSheath integrates compliance and threat mitigation efforts and eliminates redundant security practices that don’t improve and, in fact, may weaken an organization’s security posture. Our professionals tell clients where to stop spending, where to invest, and how to take what they are already doing and integrate it in a way that delivers improved security.  

Successful candidates for CyberSheath are self-motivated, think out of the box, work, and solve issues independently. Additionally, our most successful people are self-starters and willing to put on many hats in order to succeed. CyberSheath is fast-growing and seeks candidates who want to be part of our upward trajectory. 

The Helpdesk Technician Level II provides day to day support for the implementation, troubleshooting, and maintenance of client IT systems, managing client IT system infrastructure and any process related to these systems. The ideal candidate will possess a detailed understanding of diverse IT systems, both On-premise and Cloud environments, and apply that understanding to provide support to CyberSheath customer’s systems, networks, and applications. Consistently providing both excellent customer service and astute technical support is imperative to success in this role. 

Essential Responsibilities (included but not limited to): 

Ability to provide exceptional customer support in a fast-paced remote Managed Services Practice 

Remotely troubleshoot and resolve client requests involving end-user hardware, software, and cloud services 

Provide day-to-day operational support for: 

Desktop and Server Operating Systems (Windows, Mac, Linux) 

Microsoft Office 365, Azure, Teams, OneDrive, SharePoint 

Networking Devices (firewalls, switches, wireless access points) 

Line of Business Applications 

On-premise and Cloud Backup and Disaster Recovery 

Hardware peripherals (printers, monitors, docking stations, webcams, etc.) 

Mobile Devices / Mobile Device Management (MAM / MDM) 

Provide escalation support as necessary for Level I Helpdesk staff 

Assist with the onboarding and offboarding of clients, systems, and users 

Deploy and maintain security tools and management agents 

Maintain current notes and time entries for all requests in the helpdesk ticketing system 

Create and maintain comprehensive documentation for internal and client systems 

Work with third-party vendors to remediate issues as needed 

Required Education, Experience, & Skills 

Minimum 2+ years working for a Managed Service Provider (MSP) 

Minimum of 5+ years’ experience working on an Information Technology Helpdesk using remote support tools 

Experience using a helpdesk ticketing system for incident tracking and time entry (ConnectWise Manage preferred) 

Prior experience using Remote Monitoring and Management (RMM) tools (i.e. – Automate, Labtech, Continuum, NinjaOne, etc.)  

Ability to provide exceptional customer service in all situations 

Possess strong troubleshooting, problem-solving, and verbal/written communication skills 

Experience with Microsoft Windows desktop and server operating systems  

Experience with Microsoft Office 365 / Azure administration 

Proficiency with Microsoft Server Active Directory / Group Policy  

Moderate networking experience including remote configuration and troubleshooting (TCP/IP, WIFI, VPN) 

Knowledge of Microsoft Cloud Technologies including Office 365, Azure, Azure Entra ID, Endpoint Protection, Intune, Autopilot, etc. 

Knowledge of scripting and automation tools a plus 

Demonstrated ability to work in a team environment 

Must be authorized to work for any employer in the U.S 

Preferred Education, Experience, & Skills 

Bachelor’s degree from an accredited university in Computer Science, Engineering, or a related field  

Experience with Security Technologies: 

Multifactor Authentication 

Encryption 

SIEM/SOAR 

Endpoint Detection and Response 

Preferred Certifications: 

Microsoft MD100/101, AZ900, AZ104, CompTIA Security+, Network+ 

Excellent organizational skills including the ability to balance conflicting priorities 

Ability to work independently, remotely, and as part of a team 

Work Environment 

This role is Remote with the potential for travel to client sites

Travel expectations - approximately 20%

Some on-call, shift, and evening work 

CyberSheath is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, national origin, age, protected veteran status, among other things, or status as a qualified individual with a disability. 

#LI_Remote

Budgeted Pay Range$70,000—$83,000 USD

Source: Cybersheath careers (Greenhouse)

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