Logo for A Square Group (ASG)

Senior Help Desk Specialist

Role overview

Qualifications

  • 5-7+ years of Help Desk or IT support experience in an enterprise or government environment
  • Demonstrated depth of platform knowledge and Tier 2/3 troubleshooting ability
  • Hands-on experience with Drupal website development and content/configuration changes
  • Strong written and verbal communication skills

Responsibilities

  • Handle complex Tier 2 and Tier 3 tickets, including cross-platform issues and system-level troubleshooting
  • Deliver weekly 'Slack 101' orientation training for CMS resources new to the WMS Program
  • Maintain and update Help Desk SOPs, process documentation, and the knowledge base (KB)
  • Provide user support for login issues, permissions, platform functionality, and web standards/policy guidance

Key facts

  • Remote from: Anywhere
  • Full time
  • Senior (5-10 years)
  • Desktop Support Specialist
  • English

Hard skills

Other skills

  • Troubleshooting (Problem Solving)
  • Training And Development
  • Communication
  • Teamwork
  • Mentorship

About the company

A Square Group (ASG) logo

A Square Group (ASG)

IT Services & IT Consulting

A Minority, Woman-Owned, Small Disadvantaged Business. CMMI L3 | ISO 9001:2008 | ISO 20000-1:2011 |ISO 27001:2005 Certified. We enable clients to achieve the business goals through technology, process and governance. Our experienced professionals work in partnership with our clients to ensure their investments deliver superior results – increasing business efficiency and improving business processes. We ensure our solutions integrate with all aspects of our client's​ business: their business systems, work practices, corporate strategy, culture, and people. Our record of excellence in service stands as our hallmark as we continue to increase our client base. a square group's dedication to clients is demonstrated every day in the way we interact with each individual.

Company details

Company typeSME
IndustryIT Services & IT Consulting
Company size51 - 200

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Job description

Job Type Full-time Description

Company Description:

ASG is a Minority- and Woman-Owned, Physician-Owned small business with over 15 years of experience in federal government contracting. We deliver a wide range of technology services, including software development, mobile apps, AI/ML, analytics, data science, big data, DevSecOps, digital transformation, cloud, and cybersecurity. ASG is CMMI Level 3 certified and holds ISO 9001:2015, 20000-1:2018, and 27001:2022 certifications.  

Job Description:

As a Senior Help Desk Specialist, you will provide advanced troubleshooting, platform expertise, and day-to-day continuity across Tier 1, 2 and Tier 3 support. This role does not carry supervisory responsibility, but functions as a trusted technical resource and informal point of reference for newer Specialists and for the Help Desk Manager. In addition to core ticket support, the Senior Specialist may be asked to lead new-user Slack orientation training and support Drupal and DKAN-based website content changes daily on behalf of the development teams. 

Tier Structure Overview:

Tier 1 - Front-line intake and triage: login/access issues, basic content requests, routine how-to questions, initial ticket categorization. 

Tier 2 - Platform-specific troubleshooting: content and workflow issues, dynamic lists, redirects, broken links, collaboration tool support, moderate technical diagnosis. 

Tier 3 - Complex escalations: cross-platform issues, system-level troubleshooting, coordination with the Tools team or platform owners, and issues requiring developer or infrastructure-level investigation. 

The Senior Help Desk Specialist primarily operates across Tier 2 and Tier 3, providing advanced troubleshooting and serving as an escalation point for other Specialists to contact when additional assistance is needed. 

What You Will Do:

Advanced Ticket Support & Technical Escalation 

  • Handle complex Tier 2 and Tier 3 tickets, including cross-platform issues and system-level troubleshooting. 
  • Serve as a technical resource for Tier 1 and Tier 2 Specialists working through unfamiliar or difficult issues. 
  • Provide day-to-day continuity for the Help Desk team when the Help Desk Manager is unavailable, routing urgent items appropriately and keeping work moving. 
  • Support the Help Desk Manager in triaging escalations and identifying trends across ticket volume. 

Website Development & Content Support (Drupal) 

  • Perform Drupal-based website development and configuration changes in response to tickets submitted by the development team. 
  • Support content publishing and workflow progression through the content management system. 
  • Assist with testing of new installations, upgrades, and patches across supported platforms and enterprise-wide shared tooling. 

Training & Knowledge Transfer 

  • Deliver weekly “Slack 101” orientation training for CMS resources new to the WMS Program. 
  • Maintain and update training and support materials for the collaboration and content management tools, incorporating changes as systems evolve. 
  • Mentor newer Help Desk Specialists on platform tools, ticket handling standards, and program-specific procedures. 

User Assistance 

  • Provide user support for login issues, permissions, platform functionality, and web standards/policy guidance. 
  • Support new user request intake and platform access processes. 

Documentation & Process Support 

  • Maintain and update Help Desk SOPs, process documentation, and the knowledge base (KB). 
  • Develop and organize FAQs and user aids by category, updating as system changes occur. 
  • Collaborate with Client Technical Teams, Program support staff, and other contractors to stay current on system changes and improve user-facing resources. 

Systems and Tools Knowledge Required 

Working knowledge of the following: 

  • Content platforms: Drupal, DKAN 
  • Development/access tools: Enterprise GitHub 
  • Collaboration/documentation: Confluence, Jira, Enterprise Slack, Mural, Grafana 
  • Monitoring/analytics: Adobe Analytics, Datadog, NewRelic, SonarQube, VictorOps 
  • Identity/access: MiniOrange (SSO), OKTA 
  • Communications: GovDelivery 
  • Survey/feedback: Qualtrics 
  • Other duties as assigned.
Requirements

What We Need: 

  • 5-7+ years of Help Desk or IT support experience in an enterprise or government environment. 
  • Demonstrated depth of platform knowledge and Tier 2/3 troubleshooting ability, ideally in an enterprise web content management environment. 
  • Hands-on experience with Drupal website development and content/configuration changes. 
  • Experience delivering training or onboarding support to new users. 
  • Strong written and verbal communication skills. 
  • Experience developing and maintaining SOPs, training materials, and knowledge base content. 

Reporting Structure 

This role reports to the Help Desk Manager. The Senior Help Desk Specialist does not have supervisory authority over other team members but is regularly relied upon by both the Help Desk Manager and fellow Specialists as a technical resource and point of continuity for the team, particularly on complex Tier 2/3 issues and during the Help Desk Manager's absence. 

Clearance Requirement:

  • Ability to obtain and maintain public trust background investigation/clearance per client requirements. 

Additional Information:

At ASG, we value diversity and always treat all employees and job applicants based on merit, qualifications, competence, and talent. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, or status as a protected veteran.

Applicants in need of special assistance or accommodation during the interview process or in accessing our website may contact us by sending an email to careers@a2-g.com. We will treat your request as confidentially as possible. In your email, please include your name and preferred method of contact, and we will respond as soon as possible.

Perks:

At ASG, we want you to be well and thrive. Our benefits package includes:

  • Healthcare Benefits
  • Life
  • Disability
  • Paid Time Off
  • 401k Matching
  • Employee Referral Bonus
  • Education Assistance
  • Learning and Development resources
  • EOE, including Disability/Veterans

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Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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