01 -
Preheat oven to 350°F (175°C) and line two baking sheets with silicone mats or parchment paper.
02 -
In a large bowl, beat butter, canola oil, pumpkin puree, white sugar, powdered sugar, vanilla extract, and eggs until thoroughly blended.
03 -
In a separate bowl, whisk together all-purpose flour, pumpkin pie spice, ground cinnamon, baking soda, cream of tartar, and salt.
04 -
Gradually incorporate the dry ingredients into the wet mixture, stirring until a soft dough forms.
05 -
Scoop portions of dough onto the lined baking sheets, spacing evenly.
06 -
Transfer to preheated oven and bake for 14-16 minutes until set. Remove and allow to cool completely on a wire rack.
07 -
Unroll the pie crust onto a clean cutting board. With mini leaf-shaped cookie cutters, cut out shapes and arrange on a lined baking sheet.
08 -
Whisk egg with water to make an egg wash. Brush leaf cutouts with egg wash, sprinkle with cinnamon and sugar mixture.
09 -
Bake leaf toppers at 350°F (175°C) for 8-10 minutes or until golden brown. Cool completely before using.
10 -
In a medium bowl, combine pumpkin puree, white sugar, ground cinnamon, salt, ginger, cloves, eggs, and evaporated milk. Whisk together until smooth.
11 -
In a chilled bowl, whip heavy cream, powdered sugar, whole milk, vanilla extract, and pumpkin pie spice until soft peaks form. Transfer to a piping bag if desired.
12 -
Top each cooled cookie with a dollop or piped swirl of pumpkin cream filling, add whipped cream, and garnish with pie crust leaves. Serve promptly.