In a large bowl, cream butter and sugar together until light and fluffy. Stir in egg and vanilla. Add is all dry ingredients and stir until just incorporated. Gently stir in strawberries. Refrigerate dough 30 minutes.
Preheat oven to 350 degrees. Scoop dough into small rounds and place on parchment paper lined baking sheets. Bake 7-8 minutes until edges start to barely golden. Cool 5 minutes on baking sheet and transfer to cooling rack.
In a small bowl, microwave chocolate chips and milk, stirring every 20 seconds until melted completely. Drizzle over cookies. Serve warm.