In a food processor, add in flour, brown sugar, salt, and butter. Pulse until crumbs form. Press crumb mixture into the bottom of an 8x8 greased pyrex. Bake crust for about 20 minutes until it is a light golden brown.
While crust is baking, prepare the topping. In a large sauce pan, melt butter. Add in sugar and stir until sugar is dissolved. Add in syrup, cream, and vanilla. Once combined, remove from heat and stir in bourbon and pecans.
Pour topping over shortbread crust. Sprinkle on chocolate chips. Bake for about 25 minutes.