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Step 1
Preheat oven to 350°F. Spray 1–6 5-inch cast iron skillets (depending on how many cookies you want to bake) with nonstick spray and place on a baking sheet.
Step 2
Add the softened butter, brown sugar, and granulated sugar to a large mixing bowl and stir until combined.
Step 3
Add the egg and vanilla to the butter mixture and stir again until combined.
Step 4
Add the flour, baking soda, and kosher salt to a separate mixing bowl and whisk together.
Step 5
Add the dry ingredients to the wet ingredients and stir until just incorporated.
Step 6
Add the chocolate and stir until distributed throughout the dough.
Step 7
Divide the dough into six portions, approximately 1/4 cup each.
Step 8
Add one dough portion to each skillet (freeze any you are not baking right now for later). Sprinkle the top of the dough with flaky sea salt.
Step 9
Bake until the edges look wrinkly and the top is a deep golden brown, about 15-17 minutes. Let cool for about 10 minutes before serving, preferably with a scoop of vanilla ice cream.