I have a Web activity that performs a GET operation to an endpoint. I have set it up to do something On Failure (which works just fine) and another set of action upon Success. But this last part gets skipped entirely even though the output of the Web action is Succeeded. Here is shown the succeeded status and my config

Because as per your logic to proceed to the Set run time, Web activity 1 AND Web activity 2 should be success but that can never be the case since web activity 2 can be a success only if web activity 1 has failed thereby not proceeding further.

The below blog explains how to handle this : https://datasharkx.wordpress.com/2021/08/19/error-logging-and-the-art-of-avoiding-redundant-activities-in-azure-data-factory/