Political Prowess someone else's activation?
The core question here seems to be: does "make a skill check" refer only to yourself, or just refer to executing a skill check regardless of who triggered it?

My gut feeling is that this phrasing usually means you can only use this on skill checks YOU triggered at a location.  The person taking the action is "making the skill check".

For one thing, this card would be extremely powerful (for cases like the one you describe) if it could be used on anybody's skill check any time.