1/4 c. dark brown sugar packed
1/3 c. bourbon
1/4 c. soy sauce
1/4 c. worcestershire sauce
1/2 tsp red pepper flakes
2 cloves garlic minced
2 lb sirloin steak
Combine the first 7 ingredients in a resealable plastic food storage bag. Place steaks in bag, remove as much air as possible ad seal it. Flip steak over a few times to coat with marinade. Place bag in refrigerator for at least two hours and up to eight hours, flip the bag every few hours if possible. Heat grill to medium high heat. Remove steak from marinade and blog off the excess moisture with paper towel. Place steak on hot grill. Cook for 4-5 minutes on first side Turn steaks over and continue to grill 3-5 minutes for medium rare (internal temperature 135 degrees F), 5 to 7 minutes for medium (140 degrees F) or 8-10 minutes for medium-well (150 degrees F). Transfer steak to cutting board and allow to rest for 5 minutes so that juices are redistributed throughout the meat. Thinly slice, going against the grain at about a 35-45 degree angle.