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Using Mask then applying Pathfinder minus front

You have to apply (bake in/expand) the mask first. Or, use Pathfinder and then apply a clipping mask to the resulting shape. (...and, just in case... Pathfinder won't work on linked or embedded raster ...
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How can I turn the outline of this into a path?

The new version of your profile image has substantially higher resolution than the stamp with your profile name below the question. The Black&White mixer in Photoshop's adjustments + some contrast ...
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