Step 1: In a medium mixing bowl, combine softened cream cheese, powdered sugar, cocoa powder, vanilla extract, and sea salt. Beat with an electric mixer until well combined. Add ¼ cup of Baileys Irish Cream to the mixture and continue beating until smooth and fluffy.

Step 2: In a separate mixing bowl, beat the chilled heavy whipping cream until it begins to thicken and doubles in volume. Add 2 tablespoons of Baileys Irish Cream, vanilla extract, cocoa powder, and powdered sugar. Continue beating until stiff peaks form.

Step 3: Place the Oreo cookies in a gallon-sized plastic bag and crush them into small crumbs using a rolling pin or pulse in a food processor.

Step 4: Begin by layering the crushed Oreo cookies at the bottom of four serving glasses. Pipe or spoon a layer of the cheesecake mixture over the cookie crumbs. Add a layer of the chocolate whipped cream on top of the cheesecake layer. Repeat the layers until the glasses are filled, finishing with a swirl of whipped cream on top.

Step 5: Sprinkle any remaining Oreo crumbs over the top for garnish. Serve immediately, or refrigerate for up to a day before serving.