Bring a large pot of salted water to a boil and cook penne pasta according to package directions until al dente.
Pat steak tips dry with paper towels and toss in a bowl with Cajun seasoning until thoroughly coated.
Heat olive oil in a large cast-iron skillet over medium-high heat.
Add steak tips in a single layer and sear for 3-4 minutes, turning occasionally until browned on all sides and cooked to medium-rare; remove and set aside.
In a medium saucepan, melt the butter over medium heat and sauté the minced garlic for 1 minute until fragrant.
Whisk in the heavy cream and black pepper, bringing the mixture to a gentle simmer.
Gradually whisk in the Parmesan and cheddar cheeses, stirring constantly until the sauce is smooth and thickened.
Drain the cooked pasta and immediately toss with the cheese sauce until evenly coated.
Divide the cheesy penne among four plates and top with the prepared Cajun steak tips.
Garnish with chopped fresh parsley and serve immediately.