Scrub potato skins, then cut in half, then into thirds. If you want to use jalapeno slices, cut jalapeno in half, take out seeds and cut into about 6 slices per half.
Place potatoes in bowl and drizzle with olive oil and generously season with your favorite potato seasoning, toss to coat well.
You will need 1/2 slice of bacon for each, or be indulgent and use 1 slice. Place a slice of jalapeno on the side of potato and wrap with bacon.
You could probably secure them with toothpicks, but if you have a grilling basket that has a top and bottom, it is much easier I think. Spray bottom and top of basket, place them in bottom of basket leaving a little room in between. Secure top of basket tightly against potatoes.
Heat one side of grill to med heat and place basket on other side with NO heat, and cook indirectly for 1- 1 1/2 hrs. The bacon browns so nicely and does not burn. Use a toothpick to check for doneness after 1 hr. Toothpick will insert easily if done.