Preheat oven to 350F.
Line 1 muffin tin with paper liners
In a stand mixer on medium speed, combine butter and sugar and beat until smooth
Add eggs and vanilla and beat till smooth, scraping sides as necessary
In a separate bowl, whisk together flour, baking powder, cinnamon, and salt.
With the mixer on low, alternate adding 1/3 of the flour mixture with 1/3 of the milk at a time into the butter mixture and mix just until incorporated.
Fold in 1/2 cup bittersweet chocolate chips
Spoon batter into cupcake liners until 3/4 full
Bake 12-15 minutes, until cupcakes are golden and do not indent to the touch
Remove from oven to cool fully
Crush Grahams and set aside