microsoft / microsoft/vscode-python-debugger

Debugging Python code in a venv in WSL always takes two tries

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#862 1 comment 0 reactions 1 assignee View on GitHub

@eleanorjboyd is already working on this.

Since Nov 4, 2025.

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Description

Testing #859

I'm using an Ubuntu WSL instance with pwsh as the default terminal profile.
When I debug a file with Python and with the Python Environments extension enabled, the terminal first runs the debugger commands, and then it cancels that command and runs the venv enablement command. As a result, the debugger fails to launch. On the second attempt, the debugger successfully runs the file because it is not intercepted by the venv enablement command. It successfully hits the breakpoint.

First attempt

Terminal showing cancelled debugger start command Timeout error dialog

Second attempt

Python debugger hitting the breakpoint

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