It’s a reference to how relentless phone scammers can be. The joke being that they would go to extreme lengths to reach you. Other similar memes might feature a message in a bottle reaching you while you are stranded on a deserted island, or a brick with the same message thrown through your window at night
Baseball cap! Been getting more into them lately after never really wearing hats. I started because a friend said they’re useful for hiking, but after getting compliments I started just wearing them in general as well.