Once you’re ready to bake the cookies, preheat the oven to 350°F / 175°C. Line a baking sheet with parchment paper or with a silicone mat.
Scoop out 1 1/2 tbsp. scoops of dough, setting them on the cookie sheet ~2” apart to allow room for spreading.
Bake for 9-11 minutes, until the edges of the cookies turn golden brown.
Immediately after taking the cookies out of the oven, take a bowl that is slightly larger than the cookies and swirl it around over them to make them a little more uniform and circular.
While the cookies are cooling to room temperature, finish makking the coconut ermine frosting. In a medium-sized mixing bowl or in the bowl of a stand mixer fitted with the paddle attachment, beat the butter until it's light and fluffy.
While the mixer is running, add in the cooked milk mixture in three intervals, allowing it to fully combine with the butter before adding in more. Once all of the milk mixture has been incorporated, add in the vanilla bean paste and beat the mixture for an additional minute.
Transfer the frosting to a piping bag fitted with your tip of choice.
Flip half of the cooled oatmeal cookies upside down and pipe a circle of frosting around the outer edge of the cookie.
Spoon a dollop of the caramel into the center of the cookie (if the caramel has hardened too much in the fridge, microwave it in 5-10 second intervals to soften it). Place a cookie on top of the frosting, then serve and enjoy!