CharacterStrong

Technical Support Specialist, L2

CharacterStrong

full-time

Posted on:

Location Type: Remote

Location: Remote • Washington • 🇺🇸 United States

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Salary

💰 $70,000 - $85,000 per year

Job Level

Mid-LevelSenior

Tech Stack

LinuxMacOS

About the role

  • Troubleshoot and resolve advanced technical issues related to operating systems (Windows, macOS, Linux), user accounts, security permissions, and device configurations.
  • Support enterprise applications such as Microsoft 365, collaboration tools, and line-of-business systems.
  • Administer and troubleshoot Active Directory, Group Policy, and identity/access management tools.
  • Assist with network connectivity issues, including VPN, Wi-Fi, and basic switch/router configurations.
  • Document troubleshooting steps, resolutions, and knowledge-base articles for recurring issues.
  • Monitor and manage assigned customer support inboxes, ensuring messages are triaged, prioritized, and resolved efficiently.
  • Collaborate closely with Product Management, Engineering, and Infrastructure teams to escalate product defects, clarify expected functionality, and share customer insights.
  • Mentor and support Level 1 Support Specialists by providing guidance, coaching, and technical knowledge-sharing.
  • Participate in on-call rotations or after-hours support as required.
  • Uphold a customer-first mindset while balancing efficiency, accuracy, and technical depth

Requirements

  • 3-4 years of experience in a technical support or helpdesk environment
  • Strong knowledge of Windows and macOS operating systems
  • Proficiency with Microsoft 365, Teams, OneDrive, Outlook, and related applications
  • Experience with Active Directory, user provisioning, and basic networking concepts
  • Solid understanding of IT security best practices and endpoint protection tools
  • Excellent analytical and problem-solving skills
  • Strong verbal and written communication abilities
  • Ability to work independently and handle multiple tasks in a fast-paced environment
Benefits
  • New laptop computer and other needed equipment
  • Annual Individual Budget for Professional Development of $1,000
  • 401k Savings Plan with employer contribution
  • Medical, Dental, & Vision Insurance
  • Life, AD&D, and Disability Insurance
  • Employee Assistance Program, Mental Health Support, and Well-Being Programs
  • 3 weeks Company-Paid Parental Leave (after 6 months of active employment)
  • Flexible Time Off, 6 Paid Sick Days, 11 Paid Company Holidays

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
WindowsmacOSLinuxMicrosoft 365Active DirectoryGroup PolicyVPNnetworkingIT securityendpoint protection
Soft skills
analytical skillsproblem-solvingverbal communicationwritten communicationindependencemultitaskingcustomer-first mindsetmentoringcoachingcollaboration