1. Combine flour and sugar in a medium bowl.
2. Cut in butter with a pastry blender until mixture resembles fine crumbs and starts to cling.
3. Form the mixture into a ball and knead until smooth.
4. Preheat an air fryer to 350 degrees F.
5. Roll dough to 1/4-inch thickness on a lightly floured surface.
6. Cut into 1/2-inch-wide "fries" about 3- to 4-inch long. Sprinkle with additional sugar.
7. Arrange fries in a single layer in the air fryer basket.
8. Cook until lightly browned, 3 to 4 minutes.
9. Let cool in the basket until firm enough to transfer to a wire rack to cool completely.
10. Repeat with remaining dough.
11. To make strawberry "ketchup," press jam through a fine mesh sieve using the back of a spoon. Stir in ground chipotle.
12. Serve sugar cookie fries with the strawberry ketchup and enjoy!