While the pasta is cooking, prepare the rest of the ingredients. In a big mixing bowl, combine the sausage, broccoli, red onion, grape tomatoes, olives, and cheddar cheese.
In a separate small bowl, whisk together the mayonnaise, Italian dressing, sugar, salt, and black pepper until well blended.
After the pasta has cooled for about 5 minutes, combine it with the mixture in the large bowl.
Drizzle the dressing over the pasta and sausage mixture, then stir thoroughly to ensure everything is evenly coated.
Cover the bowl and refrigerate for at least 30 minutes before serving to allow the flavors to meld.