In order to get all four trophies, you must play through each mission twice; once solo and once in co-op. During either playthrough you will also need to complete the level without dying, and you also need to clean it out. From left to right the trophies are: Solo, co-op, no deaths and cleaned out. Guard patterns can change from playthrough to playthrough, so always be paying attention if you're going for the no deaths or a safe clean out run. Note that during the third level and beyond, you will start to see coins hidden in the environment, such as under people, in safes, and in stacks of money. This means that you will at least need the Cleaner on some of these levels, depending on where the coins spawn for you.