Prepare the Dough: In a small bowl, mix warm milk, yeast, and 1 teaspoon of sugar. Let sit for 5-10 minutes until foamy.
In a large mixing bowl, combine flour, remaining sugar, melted butter, egg, and salt. Pour in the yeast mixture and mix until a dough forms. Knead for 5-7 minutes until smooth.
Transfer the dough to a greased bowl, cover, and let it rise for 1 hour, or until doubled in size.
Make the Filling: In a bowl, beat cream cheese, powdered sugar, and vanilla extract until smooth. Gently fold in strawberries and cinnamon.
Roll & Fill: Roll out the dough into a 12x16-inch rectangle on a floured surface. Spread the strawberry cheesecake filling evenly over the dough.
Shape the Rolls: Roll the dough tightly into a log and cut into 12 equal pieces. Place rolls in a greased 9x13-inch baking dish, cover, and let rise for 30 minutes.
Bake: Preheat oven to 350°F (175°C). Bake for 20-25 minutes until golden brown.
Make the Glaze: In a bowl, mix cream cheese, powdered sugar, milk, and vanilla extract until smooth. Drizzle over warm rolls and serve!