Oliver Kieselbach
40323ca57e
Findings of a Claude security scan against b4af8c7, each measured first, plus
the MSI channel incident a parallel session found.
- Installer 2.8 extracts the agent ZIP with its own containment check
(Expand-AgentPayload): every entry is resolved against the payload folder
before the first write, a rooted or escaping name refuses the package. The
inbox Expand-Archive of Windows PowerShell 5.1 already refuses such entries
(measured), so the finding was not exploitable as reported; the guarantee is
now the script's own, pinned by tests, and Expand-Archive is banned.
- Installer 2.8 also moves PowerShell's own location out of the agent folder
(Set-Location): on the MSI channel the location pointed at the deleted Msi
folder and the agent start failed with error 267 since 2.7 went live. When
the agent program never started, the Agent folder is removed again so a later
run can install; the stderr line is flattened to one line.
- Run folders younger than an hour stay (a loader may still run there); the
loader's log is taken only from a run folder that is ours.
- Loader 1.4 (minimum installer 2.8) checks before every download attempt that
its run folder is still a real folder of ours, opens the download for reading
before the signature and identity checks and holds it until the run ends, so
what it checked is what runs and nothing can replace or delete it meanwhile.
- Agent: the protected folder security names Administrators as owner; a folder
with another owner or a reparse point is not taken as protected, reparse points
are refused, the base is created protected, install mode protects base and
Agent and refuses to install when it cannot; every start re-checks both.
- Bootstrap MSI 1.3.0 installs its loader under Program Files, where a standard
user cannot create the folder first.
- Tests: containment table, hour rule, held handle, owner and junction tests
(ElevatedFact for the owner assignment), MSI location contract; harness
scenarios for an escaping package (installer and OOBE script), the hour rule,
the Program Files layout and an agent that does not start, with the install
stand-in starting a real program from PowerShell's location. OOBE golden
regenerated.
Co-Authored-By: Claude Fable 5.1 <noreply@anthropic.com>
Autopilot Monitor
Autopilot Monitor is an open-source, real-time monitoring and troubleshooting platform for Windows Autopilot and Microsoft Intune enrollment. It records enrollment events, application installations, policies, device state, and diagnostics while provisioning is still running, instead of collecting logs by hand after a failure. Administrators get live enrollment tracking, Enrollment Status Page (ESP) visibility, detailed session timelines, automated issue detection, on-demand diagnostics, fleet health analytics, and AI-assisted troubleshooting through a hosted Model Context Protocol (MCP) server.
The platform supports classic Windows Autopilot and modern Intune provisioning scenarios, including Windows Autopilot Device Preparation.
Availability
Autopilot Monitor is publicly available — the Community plan is free. Sign in with your work account at autopilotmonitor.com; new organizations complete a short activation step after first sign-in.
Key Features
- Real-time Windows Autopilot monitoring — follow device provisioning while enrollment is still running
- Detailed enrollment timelines — correlate Autopilot, ESP, Intune Management Extension, apps, policies, device state, and system events
- Enrollment Status Page visibility — see which phase, application, or policy is delaying provisioning
- Automated issue detection — define custom analysis rules that identify known failure patterns
- Targeted evidence collection — gather registry values, event log entries, files, log-parser matches, and allow-listed commands when specific conditions are detected
- On-demand diagnostics — request diagnostics packages from enrolled devices remotely
- Fleet health analytics — success rates, deployment duration, device models, applications, errors, and recurring issues
- Session reporting — inspect and share detailed enrollment information for individual devices
- Windows Autopilot Device Preparation support — monitor Device Preparation deployments alongside classic Autopilot scenarios
- Centralized agent configuration — control diagnostic behavior, automatic reboots, timezone adjustment, and other monitoring settings from the web dashboard
- AI-assisted troubleshooting — query enrollment data through the built-in Model Context Protocol server
How it works
Autopilot Monitor consists of several components working together throughout Windows enrollment:
- Bootstrap Script — PowerShell script deployed through Microsoft Intune that starts monitoring early in the provisioning process
- Monitoring Agent — lightweight .NET application that collects telemetry and evidence during enrollment
- Backend API — Azure Functions-based ingestion and processing pipeline
- Web Dashboard — Next.js application for real-time monitoring, troubleshooting, and fleet analytics
- MCP Server — Model Context Protocol server that lets AI assistants query Autopilot Monitor data in natural language
Windows Autopilot and Intune Troubleshooting
Autopilot Monitor helps investigate common Windows provisioning and enrollment problems such as:
- Windows Autopilot deployments that fail or appear stuck
- Enrollment Status Page (ESP) delays and unusually long deployment phases
- Win32 application installation failures and slow application downloads
- Intune Management Extension problems
- Microsoft Entra join, Hybrid Join, and device registration issues
- policies that block or delay provisioning
- inconsistent behavior across hardware models and recurring failures affecting multiple devices
Because telemetry is collected during enrollment, many problems can be investigated without reproducing the issue or manually collecting logs from the affected device.
AI Integration (MCP)
Autopilot Monitor ships a hosted Model Context Protocol server. Connect Claude Desktop, VS Code, or any MCP client that speaks Streamable HTTP with OAuth, and ask questions like:
- "Show me all failed enrollments from the last 24 hours and group them by failure reason."
- "Why did session X fail, and which app install caused the delay?"
- "Which devices had unusually long ESP application phases this week?"
- "Which device models have the highest Autopilot failure rate?"
- "Which devices in my fleet are affected by CVE-2024-30078?"
Server URL: https://mcp.autopilotmonitor.com/mcp — sign-in runs through your existing work account, access is scoped to your tenant exactly like in the portal, and the MCP server stores no credentials. Setup guide: AI Integration (MCP).
Documentation
Full admin documentation is available at docs.autopilotmonitor.com — deployment, configuration, monitoring, diagnostics, troubleshooting, analysis and gather rules, integrations, and AI-assisted troubleshooting.
Open Source
Autopilot Monitor is developed openly on GitHub. The source is published so that customers and security reviewers can see what runs on their devices and with their data: the repository contains the device agent, shared library, backend, web dashboard, and MCP server.
Feedback
Bug reports and feature requests go through Issues, questions and ideas through Discussions. Security issues are reported privately, see SECURITY.md. For a problem in your own tenant, the Report Session button in the portal is the fastest path.
License
This project uses a split licensing model. The root LICENSE is AGPL-3.0, which covers the server-side components; the device-side components carry their own MIT license file:
- MIT License — Agent (
src/Agent/) and Shared library (src/Shared/) — unrestricted use on end-user devices, no copyleft obligations - AGPL-3.0 — Backend (
src/Backend/), Web Dashboard (src/Web/), and MCP Server (src/McpServer/) — modifications to server-side components remain open source, especially when deployed as a network service
The Shared library is MIT because it is a dependency of the MIT-licensed Agent. The license file inside each component directory is authoritative for that component.