Preheat your oven to 400 degrees f and line a baking sheet with parchment paper.
Fill a small saucepan halfway up with water, then bring to a rapid boil.
Remove from heat, then soak your dates in the very hot water for 10 minutes, until nice and plump, then strain and discard water.
Scrub and thoroughly rinse your sweet potatoes, then pat dry with a paper towel and lightly rub with oil.
Poke potatoes a few times each with a fork, then place on your prepared baking sheet and bake until tender in the inside, about 40-45 minutes.
Meanwhile, prepare your sauce by adding all the ingredients into a blender or food processor. Process until well combined and smooth.
Add 1 Tablespoon oil to a large skillet, then heat it over medium-high heat. Add in the ground meat and cook until almost browned, breaking the meat with a wooden spoon as it's cooking.
Stir into the skillet; bell peppers and minced garlic then cook for a few minutes more while stirring, then pour in the sloppy joe sauce you just made and simmer on low heat until reduced about 8-10 minutes.
Once the potatoes are cooked, allow them to cool on the counter until safe to handle.
Slice each potato in half, carefully not to go all the way through, just creating a pocket. Stuff each with your sloppy joe mixture, then sprinkle with fresh chopped parsley and crumbled bacon if desired.
Serve with big, crisp pickle slices and enjoy!