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The only time you are able to do it is the initial manager hiring screen (when you first select - new manager career).
In that screen you will see a picture of the default image, and just under it is a link that simply says "select". Clicking "select" will allow you to input the path to your manager image.
You can change the manager picture anytime you want, by simply putting the new, desired image in place of the old one.
Once again though, you cannot create a path at any other time. So, if you have already started your manager career - you're SOL.
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