Make Cinnamon Sugar Bites: In a small bowl, whisk melted butter, brown sugar, and cinnamon. Scoop teaspoon-sized balls onto parchment and freeze 1–2 hours until solid.
Dry the Pumpkin: Spread pumpkin puree on paper towels and pat dry to remove excess moisture. This step prevents cakey cookies.
Brown the Butter: In a saucepan, cook butter over medium heat until foamy, golden, and nutty. Remove from heat, cool 10 minutes.
Mix Wet Ingredients: In a large bowl, beat cooled brown butter with both sugars until smooth. Add egg yolks, pumpkin, and vanilla. Mix until fully combined.
Mix Dry Ingredients: In another bowl, whisk flour, baking powder, cornstarch, cinnamon, pumpkin pie spice, and salt. Slowly fold into wet ingredients until just combined.
Add Cinnamon Sugar Bites: Gently fold in the frozen bites so they don’t break apart.
Scoop & Bake: Scoop about 2 tbsp dough balls onto lined sheets. Bake at 375°F (190°C) for 10–12 minutes until edges are golden but centers look slightly underbaked.
Cool Completely: Rest cookies on the sheet for 5 minutes, then transfer to a cooling rack.
Make Frosting: Beat cream cheese and butter until creamy. Mix in vanilla, then powdered sugar until fluffy.
Frost: Once cookies are fully cooled, pipe a swirl of frosting on top for the cinnamon roll look.