Testing Windows LNK Payloads and PowerShell Staging

· 1:12:04 · Watch on YouTube ↗

Summary

A live ethical hacking demonstration tests Windows shortcut payloads, troubleshoots a generator, and manually creates an LNK file that stages a PowerShell callback in a test environment.

Key points

  • The presenter resolved an initial shortcut issue by specifying the full path to curl.exe instead of relying on the generator's default path.
  • A directly executed PowerShell reverse shell worked in the test environment, but attempts to embed a staged payload using the shortcut generator encountered syntax problems.
  • The presenter outlined a chain in which an LNK file starts PowerShell, retrieves a script over HTTP, and initiates a callback.
  • The presenter discussed delivery challenges and potential detection points, including Mark of the Web, PowerShell execution, and HTTP retrieval.
  • A manually created shortcut successfully produced a callback; the presenter also tested a staged script intended to bypass AMSI, but did not independently verify the bypass.
  • The presenter recommended testing payload components separately and planned to report the generator's apparent syntax issues to its developer.

Article Details

Topics
  • [00:58] Testing a Linux-based shortcut generator and resolving executable-path errors
  • [07:12] Payload generation difficulties and PowerShell reverse-shell testing
  • [20:50] LNK delivery, HTTP staging and potential detection points
  • [26:09] Troubleshooting shortcut generation and PowerShell execution
  • [01:00:40] Manually creating a shortcut and achieving a test callback
  • [01:05:03] Mark of the Web and a staged AMSI-bypass experiment

MITRE ATT&CK

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