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I have observed that AppVeyor pipelines time out sometimes, even when the changes should clearly not affect the CI process:
Se how #2558 is only updating the README file.
The only pattern I see is: those people opening the PR are not part of Quantopian. Could it be that AppVeyor executes the pipelines differently when the PR is opened by a member of the organization? Do you, Quantopian, have a paying AppVeyor account?
Otherwise I cannot explain the behavior. Any other ideas?