Preheat oven to 375°F (190°C). Lightly grease a 24-cup mini muffin tin.
In a large skillet, cook the pork sausage over medium heat until browned and crumbled. Drain off any excess grease.
Stir in the softened cream cheese, sour cream, shredded cheddar cheese, garlic powder, onion powder, and black pepper. Mix until well combined and creamy.
Lay out the wonton wrappers on a clean surface. Lightly brush each wrapper with olive oil.
Gently press one wonton wrapper into each cup of the mini muffin tin, forming a cup shape.
Spoon the sausage mixture evenly into each wonton cup.
Bake for 18-20 minutes, or until the wonton edges are golden brown and the filling is heated through.
Let cool slightly before removing from the muffin tin. Serve warm.
Notes
These can be made ahead of time and reheated. Garnish with chopped chives or green onions if desired.