In a medium bowl add4 tablespoon softened butter, ½ cup brown sugar, and 1 tablespoon cinnamon. Mix until well combined, set aside.
In a small bowl combine the rolling sugar by combining granulated sugar and cinnmamon, set aside for later.
COOKIES
Preheat the oven to 350 degrees and prepare a couple more baking sheets with parchment paper, or line with a silicone mat.
In a large bowl add butter and granulated sugar. Mix until light and fluffy.
Add egg and vanilla. Beat until combined.
Add flour, baking soda, and salt. Gently beat the flour mixture into the butter mixture until just combined.
Fold cinnamon sugar mixture into the dough until their are gentle streaks of the mixture in the dough. Don't over mix.
Use a large cookie scoop and place 6 cookies to a baking tray. They will spread so leave space.
Roll cookies in cinnamon sugar mixture. Refrigerate for at least 30 minutes before baking.
Bake the cookies at 350 for about 11-12 minutes. The cookies won't look quite done when you pull them out of the oven. There may be a few cookies where the cinnamon sugar pools around the edges but that is just fine! As soon as you take the cookies out of the oven shape them back into place using your spatula gently push the edges of the cookies back into place. You need to do this while the cookies are still hot.
Let the cookies cool on the pan for at least 5 minutes before moving to a wire cooking rack to cool.