Hi Lorin,

All credit to Rob for explaining the technical details, but not knowing how 
technical/power-user you are, the shorter answer is: Yes, Apple “sees” if 
you move an application with the Finder and uses that as a kind of approval 
or authorization step.

That is, apps that you move “by hand” (with Finder) gain some system 
privileges, but apps just sitting in your Downloads folder or moved by some 
process like Quicksilver are still treated as “possibly downloaded 
unintentionally” and run within a special environment designed to minimize 
any virus or malware impacts. 

Summary: as of macOS 10.12, automating the installation 
of applications downloaded from the web is no longer very useful.

Cheers,
Brian

On Tuesday, May 16, 2017 at 1:15:16 PM UTC-7, Rob McBroom wrote:
>
> On 16 May 2017, at 1:21, Lorin Hochstein wrote: 
>
> > All of these issues go away if I manually drag the app out of 
> > /Applications 
> > and then drag it back in. 
>
> You’re running into Sierra’s Path Randomization. When you drag an 
> application using Finder, it does something to the metadata to prevent 
> the issues you’re running into. 
>
> https://mjtsai.com/blog/2016/06/16/gatekeeper-path-randomization/ 
>
> -- 
> Rob McBroom 
> http://www.skurfer.com/ 
>

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