Windows "Select an app to open" dialog triggers when opening AI chat (.sh file handler issue)

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I am also still seeing the same issue in the latest Cursor (3.8.11), with the Superpowers plugin installed.

2026-06-19 11_51_53-NVIDIA GeForce Overlay DT
2026-06-19 11_51_53-NVIDIA GeForce Overlay DT254×160 2.23 KB

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Hey @Blue_Raja, the screenshot from the Hooks panel shows the cause: the Superpowers plugin registers sessionStart → ./hooks/session-start. That’s a bash script with no file extension, and Windows doesn’t know what to open it with. That’s why you see the “Select an app to open” dialog every time a session starts.

Two options:

  1. Easiest: remove the Superpowers plugin (and Ralph Loop too, if you have it). The OP in that thread did this and the dialogs stopped.
  2. If you want to keep the plugin: there’s a workaround using a small PowerShell wrapper. Follow @Emrah’s step by step guide here: Windows "Select an app to open" dialog triggers when opening AI chat (.sh file handler issue) - #8 by Emrah

One important note: we’ve improved how hooks run on Windows over the last few weeks, but updating Cursor alone won’t fix this. As long as the plugin points to a bare ./hooks/session-start with no extension, the dialog will keep showing up. To fully fix it, the plugin needs to point to a Windows safe entry point like run-hook.cmd or a .ps1 file. This is a known limitation, and I can’t share an ETA for a fix on our side yet.

Let me know if the workaround helped.

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Just a heads up, the Amazon AWS Deployments skill causes this to happen also. Just removed it now, issue gone.