How is the option 'Automatically revise drawings that use the selected 3D documents' supposed to work in Design Manager.
Solution
Please ensure that the folder where the files reside are indexed. Test with 'Where Used'. Open the part to see if it finds the draft. If this works, then the Revise command should be able to get the draft document so that both can be revised simultaneously.
Notes and References
Hardware/Software Configuration
Platform: INTL64
OS: window
OS Version: n/a
Product: SOLID_EDGE
Application: DOC_MANAGEMENT
Version: V109.0
Function: DESIGN_MANAGER
Ref: 001-7898119