In a large pot or Dutch oven, add the olive oil over medium-high heat.
Add the sliced steak and cook until golden brown and cooked through, turning occasionally, about 5-7 minutes.
Remove the steak from the pot and set aside on a plate. Remove any leftover beef drippings.
Add the butter and once melted, add the onion and bell pepper.
Saute the vegetables until softened, about 5-7 minutes.
Add the garlic and Worcestershire, stirring to combine.
Add the pasta and beef broth to the pot and bring to a simmer. Reduce heat to medium.
Cover and simmer for 10-12 minutes, stirring occasionally, until the pasta is softened.
Cut the block of cream cheese into 8 cubes and add to the pot of pasta. Stir slightly and then cover for 2-3 minutes, to let the cream cheese melt.
Stir the cream cheese into the pasta. Add ½ cup of the milk, and all of the cheese, stirring to combine.
Add more milk if the sauce still seems too thick. Remove from heat and stir in the steak.
Preheat your broiler.
Place the provolone slices on top of the pasta.
Broil the casserole for 1-3 minutes, or until the cheese is melted and golden brown.
Serve and enjoy!