Preheat the oven to 375 degrees and line a baking sheet with parchment paper.
In a mixing bowl, combine the softened cream cheese, shredded cheddar cheese, garlic powder, and salt until smooth.
Spoon the cheese mixture into each jalapeño half and fill them evenly.
Unroll the crescent roll dough on a lightly floured surface and cut it into thin strips.
Wrap each filled jalapeño half with dough strips, leaving small gaps to show the green pepper underneath.
Place two olive slices on each popper to form eyes.
Arrange the wrapped poppers on the prepared baking sheet and bake for 15 to 18 minutes until the dough turns golden.
Remove from the oven and let them cool for a few minutes before serving.