Windows Hosting & RDP Support Contractor

Overview

Hybrid
Depends on Experience
Contract - Independent
Contract - 6 Month(s)
No Travel Required

Skills

Windows Server
RDP

Job Details

IT Contractor: Windows Hosting & RDP Support

Our client is building AI-powered Copilots and workflow automation for modern accounting firms! Their platform helps tax firms automate data intake and service delivery, and they re scaling fast.

They re seeking an experienced IT Contractor to support their customers in hosted Windows environments. You ll troubleshoot RDP access issues, printing problems, profile inconsistencies, and hosted application errors and help tax professionals stay productive during their busiest season.

What You'll Own And Drive

  • Customer-Facing Tech Support: Diagnose and resolve customer issues related to Remote Desktop (RDP) access, including login failures, session lag, and connection drops in hosted Windows environments.
  • Hosted Application Support: Support users running tax software like QuickBooks, Lacerte, and Drake within virtual desktop or RDP environments. Troubleshoot performance and compatibility issues.
  • User and Access Management: Manage user accounts, reset passwords, resolve profile corruption, and assist with MFA setup or account lockouts.
  • Peripheral Troubleshooting: Assist with printing, drive mapping, and shared folder issues common to remote desktop environments.
  • Backup Oversight: Monitor and verify system and user data backups for hosted environments. Identify and escalate backup failures and assist in the execution of restore operations when needed. Contribute to improving backup workflows and reliability.
  • Escalation Handling: Independently triage and resolve Tier 1 2 issues and escalate system-wide or complex problems to the engineering team with clear documentation and logs.
  • Documentation and FAQs: Contribute to internal and customer-facing documentation by capturing fixes, recurring issues, and process improvements.

What They re Looking For

  • Experience providing customer-facing support for Windows Server and Remote Desktop Protocol (RDP) environments, including issue triage and resolution in helpdesk or IT support settings.
  • Strong working knowledge of Active Directory, Group Policy, and user profile management across multi-user environments.
  • Experience configuring and maintaining hosted desktop platforms such as Amazon WorkSpaces, EC2-based Windows Server with RDP, or Citrix. Responsibilities include user provisioning, patching, network access control, and desktop image management.
  • Proficiency in diagnosing and resolving infrastructure and access issues related to networking, DNS, VPN connectivity, and local or remote printing.
  • Clear and empathetic communication in English, both written and verbal.
  • Ability to work independently, take initiative, and resolve issues without waiting for task assignments.

Bonus Skills

  • Experience supporting US-based accounting or tax firms
  • Familiarity with accounting/tax applications like QuickBooks or Lacerte
  • Scripting and automation knowledge
  • Understanding of cloud-hosted Windows environments (e.g. AWS Workspaces, Azure)
  • Familiarity with compliance frameworks like SOC2 or IRS Pub 1075

Contract Details

  • Hourly or daily rate, depending on experience
  • US Remote, but at least 2 4 hours overlap with Pacific Time preferred
  • Initial 3-month contract, with the potential for renewal based on performance

Interview Process

  • Introductory call
  • Technical interview or scenario-based assessment
  • Offer

They are a small team that moves quickly. If you thrive in customer-facing environments, have deep expertise in Windows hosting, and enjoy working independently, they d love to meet you.

Employers have access to artificial intelligence language tools (“AI”) that help generate and enhance job descriptions and AI may have been used to create this description. The position description has been reviewed for accuracy and Dice believes it to correctly reflect the job opportunity.