Step 1

Preheat your oven to 375°F.

Step 2

Slightly precook the bacon by placing onto a rimmed baking sheet lined with a baking rack. If you don't have a baking rack then precook on the pan.

Step 3

Bake until the bacon has rendered some of its fat but is still soft and malleable enough to wrap around the tenderloin around 10-12 minutes.

Step 4

Remove from the oven and let cool.

Step 5

Heat the oven to 400°F.

Step 6

Pat the tenderloin dry with paper towels then discard the towels. Season generously with salt and black pepper and the 1/2 teaspoon of garlic powder, coating the tenderloin.

Step 7

Heat the olive oil in a large cast iron or oven safe skillet.

Step 8

Place the tenderloin into the skillet and saute until browned on all sides. Remove and place on a cutting board to cool.

Step 9

In a small bowl, stir together the brown sugar, maple syrup, soy sauce, garlic powder and cayenne.

Step 10

Coat the tenderloin with half of the mixture.

Step 11

Starting at one end, wrap the bacon strips around the tenderloin, overlapping them slightly so that when they shrink more in the oven the tenderloin will still be covered.

Step 12

Place the tenderloin back into the cast iron pan and coat the top of the bacon with the remaining sauce mixture.

Step 13

Roast in the preheated oven until 145°F at the thickest part of the tenderloin, around 25 minutes. Baste the top with the drippings in the pan occasionally while roasting.

Step 14

Remove and let rest for 5 minutes, then slice into 1-inch-thick rounds and serve.