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Automatic transition not changing file properties when "keep checked out" is selected

Question asked by Aaron Torberg on Sep 1, 2015
Latest reply on Sep 1, 2015 by Aaron Torberg

We have an "Initiated" state that is the start of our workflow, and an automatic transition to "Available" that writes the "Designed By", "Drawn By" and "Watermark" properties to our files so that the designers name is captured and files are watermarked "not for production" when they are added to the vault.  I noticed today that if I add a part to the vault and check it in with the "keep checked out" box selected the part travels the transition to the Available state without getting these properties.  Can I fix this?  Why would it allow the transition to happen without the required actions taking place?