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I have a script that loads a sales order, checks the box "Automatically Apply Promotions" and then saves the record. It works as expected and all eligible promotions are added except for "Free Gift With Purchase" promotions. All of them work in the UI, but the "Free Gift With Purchase" promotions don't work when checking the box via script. Has anyone else experienced this or know of a way around it?

I wanted to add that I am loading the record in dynamic mode.

It gets automatically added in the UI for the same items?

I've found the behavior to be the same most of the time