Preheat the oven to 350F and line two cookie sheets with parchment paper.
Remove the caramels from their wrappers. Flatten the caramels, to about ½" thick with the bottom of glass.
12 chewy caramels
Place the chocolate in a microwave safe bowl, and microwave in 30 second increments until mostly melted. Stir until smooth and melted. Set aside to cool to room temperature.
1 ¾ cups bittersweet chocolate
In a medium bowl, whisk together the flour, cocoa powder, baking powder and salt.
½ cup + 2 tablespoons all purpose flour, 2 tablespoons unsweetened cocoa powder, ¼ teaspoon baking powder, ¼ teaspoon fine sea salt
In the bowl of a stand mixer fitted with the paddle attachment, beat the butter and sugar on medium speed until light and fluffy, about 3-4 minutes.
5 tablespoons unsalted butter, room temperature, 1 cup granulated sugar
Add the eggs, one at a time, beating until well incorporated, scraping the bowl after each addition.
3 large eggs, room temperature
Increase the speed to high and beat until light and creamy, about 1-2 minutes.
On low speed, beat in the chocolate and vanilla extract and mix until just combined.
2 teaspoons pure vanilla extract
Add the flour mixture and beat until just combined.
Remove the bowl from the stand mixer and fold in the chocolate chips. The batter will be a bit sticky, but work fast because it will start to firm up quickly.
¾ cup semi or bittersweet chocolate chips
With a large (2oz/1/4 cup) cookie scoop, scoop enough of the cookie dough to fill ⅔ of the scoop. Press one of the caramels into the dough.
Scoop more dough to cover up the caramel and fill the scoop.
Scoop the cookies and place them on to the cookie sheets - 6 on each, leaving at least 2 inches in between each cookie.
Flatten each cookie slightly with your hand. The dough will be sticky. Sprinkle the cookies with flaky sea salt.
flaky sea salt
Bake the cookies for 14-16 minutes until they are crackly and look just set on top. If you are baking in batches do not refrigerate or the cookies will not spread as they should.
Transfer the cookies to cooling racks. These cookies are best served warm.