Activate the Yeast: In a large bowl, mix warm milk, yeast, and 1/2 tbsp sugar. Let sit for 5 minutes until frothy.
Prepare the Dough: Mash the banana, then stir in the remaining sugar, vanilla, melted butter, mashed banana, and egg. Gradually add the flour and salt, mixing until a dough forms.
Knead the Dough: Lightly flour a surface and knead the dough for 6–8 minutes, adding more flour if it’s too sticky.
First Rise: Place the dough in a greased bowl, cover, and let it rise in a warm place for 35 minutes, or until it doubles in size.
Shape the Rolls: Lightly flour the surface, deflate the dough, and roll it into a 9×12-inch rectangle.
Add the Filling: Spread the caramel sauce evenly over the dough, then sprinkle with mini chocolate chips. Gently press down so the filling sticks.
Roll and Cut: Cut into six long strips and roll each one up tightly, tucking the ends underneath.
Second Rise: Place each roll into a greased muffin tin and let them rest for another 15 minutes while preheating the oven to 350°F.
Bake: Bake for 25–30 minutes or until golden brown and cooked through. The caramel will bubble and seep into the dough, creating a luscious, sticky bottom layer.
Cool and Serve: Let the rolls cool for 5–10 minutes before adding your favorite frosting or an extra drizzle of caramel.