Heat a large skillet over medium high heat.
Cut the flank steak into 4 pieces then thinly slice each piece against the grain into 2 inch strips.
Add the olive oil to the pan and rotate to cover the bottom.
Add in the steak in a single later and cook until browned, about 2-3 minutes. Flip the beef, season with salt and pepper, and cook for an additional 2 minutes.
Add in the pear and red onion. Cook, stirring frequently, until the pear softens, about 2 minutes.
Stir in the garlic and ginger and cook 1 minute.
Mix in the beef broth, chile paste, soy sauce, Worcestershire sauce, and brown sugar. Simmer until slightly thickened, about 3 minutes.
Transfer to a bowl and top with scallions.
Serve the beef with a large platter of lettuce leaves. Wrap the meat in the lettuce and top with cucumbers and a lime wedge.