Cook pasta in salted boiling water until barely al dente. Drain and rinse with cold water until cooled.
While pasta is cooking, prepare the rest of the salad. For the dressing, whisk together the mayo, pickle juice, milk, salt, pepper, garlic powder, onion powder, dill, and cayenne. Chill.
Dice the pickles. Cut the cheese into small cubes (about 1/4"). Drain the olives.
In a large serving bowl, combine the cooled pasta, pickles, cheese, sliced olives, and dressing. Stir until all the ingredients are well coated with dressing.
Taste and adjust seasonings if desired. You can serve immediately, or chill for an hour, or up to 24 hours.
Notes
Make sure you don't overcook your pasta!
Leftovers will last in the refrigerator for 3-4 days. As the pasta absorbs the dressing, you may need to add more milk or mayo.