winrm-troubleshooting

Diagnose WinRM connectivity failures and apply remediation steps.

11|1|Updated Mar 27, 2026

Search Tags:#troubleshooting #diagnostics #powershell #lab #winrm #hyper-v #remoting

Ready to run

npx skills add https://github.com/raandree/CopilotAtelier --skill winrm-troubleshooting

💬 Prompt for ChatGPT / Claude Chat▼

Please help me install this Agent Skill.
Skill: winrm-troubleshooting
Source: https://github.com/raandree/CopilotAtelier/tree/main/Skills/winrm-troubleshooting
Command: npx skills add https://github.com/raandree/CopilotAtelier --skill winrm-troubleshooting

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

WinRM connectivity issues are a common barrier to remote administration on Windows servers. This Skill guides you through diagnosing and fixing WinRM failures across lab and production environments, including Hyper-V lab VMs managed by AutomatedLab.

Core Features & Use Cases

Diagnostic workflow covering service state, listeners, firewall, authentication, HTTP.sys conflicts, and configuration limits.
Comprehensive remediation guidance with quick-start recipes and end-to-end connectivity verification.
On-demand diagnostics via a remote script that collects service state, listeners, firewall rules, and recent WinRM events.

Quick Start

Run the WinRM troubleshooting workflow from the Hyper-V host to collect state and guide remediation.

Frequently Asked Questions about winrm-troubleshooting

High-intent search queries and answers about installing and using this skill.

FAQPage Schema

Why does WinRM remoting fail with an HTTP 500 error when using Enter-PSSession?▼

WinRM remoting fails across lab environments due to service state, firewall, or authentication misconfigurations. This Skill runs a structured diagnostic workflow to check listeners, Kerberos/NTLM settings, and HTTP.sys conflicts, providing actionable remediation guidance.

How do I troubleshoot WinRM connectivity issues in a Hyper-V lab?▼

Run the WinRM troubleshooting workflow from the Hyper-V host to collect service state, firewall rules, and recent WinRM events. This Skill provides a structured diagnostic workflow with step-by-step checks to identify and resolve connectivity failures.

What causes Kerberos or NTLM authentication problems in PowerShell remoting?▼

PowerShell remoting authentication failures often stem from Kerberos or NTLM misconfigurations, listener issues, or HTTP.sys conflicts. This Skill checks authentication settings, service state, and configuration limits to isolate and resolve the problem.

Can I use this WinRM troubleshooting workflow for Windows hosts managed by AutomatedLab?▼

Yes, this Skill diagnoses and fixes WinRM failures across lab and production environments, specifically including Hyper-V lab VMs managed by AutomatedLab. It collects remote service state, listeners, and firewall rules to guide remediation.

How do I verify WinRM listener and firewall configuration on a remote Windows server?▼

Verify WinRM listeners and firewall rules by running the on-demand remote diagnostic script included in this Skill. It collects listener details, firewall rules, and recent WinRM events, then guides you through end-to-end connectivity verification.