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Preheat the oven to 350° F. Soften the cold butter in the microwave for 10-15 seconds. Combine the softened butter with the brown and granulated sugar. Beat on medium speed until well combined, 2-3 minutes. Next, add the eggs and vanilla extract and continue beating until well incorporated.
In a separate bowl, combine the flour, oats, salt, and baking soda. Stir to combine and slowly add the dry ingredients into the dough, mixing on low speed until the dough starts to form. Before the dough thickens, add the chocolate chips. Beat a couple of times until they start to incorporate.
Line a baking sheet with parchment paper or a silicone baking sheet. Scoop the dough using a large cookie scoop and place it on a sheet pan, 2 inches apart. Sprinkle with flakey sea salt.
Bake for 11-13 minutes. The center of the cookie should be slightly under-baked but not too gooey. Allow to cool on the baking sheet for 5-10 minutes before transferring to a wire rack to cool.