1.Go into the fort with one of the guns specified by Against All Tyrants, kill everyone.
2.Go to Camp McCarron with one of the specified weapons in Armed For Bear, kill everyone.
3.Go to a location with a lot of robots, I can't really remember any. Make sure they are mainly sentry bots or mister gutsies. Kill them all with the weapons listed in man machine interface.
Here's a link to the wiki entry on the achievement if you would rather go for the other challenges. Those are just the easiest IMO.http://fallout.wikia.com/wiki/Pros_Only