Prepare the oven by preheating to 375 degrees and prepare a baking sheet by lining with foil.
Trim the silver skin off the pork tenderloin if needed. Brush the tenderloins with 1 tablespoon of the oil and season with salt, Italian seasoning and pepper.
In a large skillet, heat the remaining tablespoon of oil over medium high heat and sear the pork tenderloin until golden on each side.
Heat the bacon in the microwave or skillet for about 30 seconds.
Wrap the bacon around the pork, layering slightly to keep everything in place.
Place the bacon wrapped tenderloin on the prepared baking sheet. Bake for 30-45 minutes or until the internal temperature reaches 145 degrees.
Change the oven to the broil setting and broil at 400 degrees until bacon reaches desired level of doneness. (About 3-10 minutes - keep a close eye)
Remove from the oven and allow to sit for 10 minutes before slicing and serving.
Storage: Place leftovers in an airtight container and store in the refrigerator for up to 3-4 days. For best results, reheat in the oven or air fryer at 350℉.Can this recipe be frozen? Technically, yes, but I don't recommend it. If you'd like to make ahead of time, I recommend making a day ahead and storing in the fridge, then reheating in the oven.