Step 1: Sear Steak: Get a large skillet screaming hot over medium-high heat. Drizzle in your olive oil. Sear your steak pieces in batches, not crowding the pan, to get a beautiful, deep brown crust on all sides. This locks in flavor.
Step 2: Combine and Transfer: Once steak is seared, transfer all browned bits to your slow cooker. In a separate bowl, whisk together the bourbon, honey, ketchup, low-sodium soy sauce, Worcestershire sauce, apple cider vinegar, brown sugar, minced garlic, salt, and black pepper until perfectly combined. Pour this sauce over your steak in the slow cooker.
Step 3: Slow Cook: Pop the lid on, set it to low, and cook for 4-6 hours until melt-in-your-mouth, fork-tender perfection. If convenient, give it a gentle stir halfway through.
Step 4: Thicken (Optional): About 30 minutes before cooking time is up, whisk together ¼ cup water and 2 tablespoons cornstarch in a small bowl until smooth. Stir this slurry into the slow cooker. The sauce will magically thicken as it continues to cook.
Step 5: Serve: When the steak tips are gloriously tender and the sauce is just right, serve them warm. A sprinkle of fresh parsley is optional but adds a lovely fresh touch.