1. Heat oven to 400 degrees F. Arrange bacon on a foil-lined baking sheet and cook until crisp, about 20 minutes. Transfer to a paper-towel-lined plate to drain. Once bacon is cool, break each piece in half. Reduce oven heat to 225 degrees F, and get out a baking sheet.
2. While bacon cooks, begin assembling sandwiches. Generously spread one side of each bread slice with butter. Flip half of the slices and spread the other side with 1 Tbs. jam.
3. Warm a large, heavy skillet over medium heat. Place two of the butter-only slices butter-side down in the pan. Layer each with 2 slices cheese and 3 pieces bacon, then top with a jam-and-butter slice, jam-side down. Grill the sandwiches until golden brown on both sides, about 3 minutes per side. Transfer sandwiches to baking sheet, and place in oven to keep warm. Repeat assembly and grilling steps with remaining ingredients. Serve with tomato soup.