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I would highly recommend that you supply the absolute path to the script or binary you want to execute.
In the first screenshot you have a . preceeding the /Users/... path which means that the path will be interpreted as a path relative to the obs binary, which likely does not exist.

The second screenshot example will not work as afplay is likely not a valid path either.
Your intention was likely to treat the Run field the same as a shell environment, but this not the case.
If you type afplay into a shell the location of the binary will be resolved using the PATH environment variable.
To find the absolute path to the afplay binary, you could try running this command in a terminal:

which a…

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@actuallysparky
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