Using 1 tablespoon of the butter, spread it evenly on one side of each slice of bread (both slices should have one buttered side).
On the unbuttered side of one slice, spread all 2 tablespoons of pesto in an even layer.
Place the 2 slices of Craigs Creamery Medium Cheddar Cheese on top of the pesto-covered slice.
Close the sandwich with the other slice of bread so the buttered sides face outward, and press the sandwich firmly to compact it.
Heat a skillet over medium-low heat. Place the sandwich in the skillet and cook until the bottom is a crispy golden brown and the cheese begins to melt, about 4–5 minutes.
Flip the sandwich and cook the other side until it is also golden brown and the cheese is fully melted, about 4–5 minutes more. Remove from the skillet, slice, and serve.