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Preheat oven to 350F.
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Heat butter and oil over medium heat in a large cast iron skillet. Add chopped onion and sauté until translucent.
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In a large bowl, combine onion, milk, ketchup, Worcestershire Sauce, kosher salt, black pepper, red pepper flakes, parsley and eggs (add steak sauce now, if using). Mix well.
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Add breadcrumbs and ground chuck. Gently mix to blend. *It is important to NOT over-work the meatloaf mixture. Mix it just until mixture holds together and can be shaped.
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Shape the meat mixture into one large or two smaller loaves and place them back into the skillet to cook.
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Spread sauce (reserve ¼ cup) evenly over meatloaf.
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Transfer skillet with meatloaf to preheated 350F oven and cook 45 minutes.
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After 45 minutes, pour reserved ¼ glaze over meatloaf and cook another 15 minutes or until internal temperature reaches 160-165F.
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Remove meatloaf from oven and turn oven to broil. Place meatloaf under broiler just until sauce caramelizes a little, 1-2 minutes. *Watch closely.
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Remove meatloaf from oven and let rest 5 minutes before slicing.
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Enjoy!
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For the Glaze:
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Combine ketchup, vinegar and brown sugar - mix well.