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Thank you for your patience all this while; we really appreciate your support!
Our investigation suggests that one of common reasons for the problem is that certain software (mostly antivirus and other security applications) and browser extensions happen to enable “Secure Keyboard Entry” on Mac machines due to which some keys such as Shift key in this case do not perform the desired action in InDesign.
For now I request you to follow the below provided KB doc for the quick workaround of the problem.
In the comments section many of the users have confirmed that disabling Webroot SecureAnywhere (a security app) has resolved the issue for them. Please note that, the problem may not be related to a particular software; there could be a different application or antivirus which might be causing the problem by enabling Secure Keyboard Entry on Mac.
InDesign TeamAnonymous commented
Also, in Photoshop, it does seem to scale proportionally without the use of any key. And then the shift key allows me to scale non-proportionally.Anonymous commented
I'm having the same issue after updating all my Adobe apps. I usually never update immediately for this exact reason.
I did find that the Function key (fn) on my mac keyboard performs the same function as the shift key is supposed to perform.
This still isn't a great solution since I'm always using the shift key due to muscle memory, but hopefully it will help some of you in the meantime.