Dice the pickles into 1/4-inch pieces, cut the cheddar into 1/4-inch cubes, finely dice the red onion, and chop the fresh dill. Having everything prepped and ready will make assembly quick and seamless once the pasta is cooked.
Bring a large pot of salted water to a boil and cook the shell pasta until al dente according to package directions. Drain the pasta, rinse briefly with cold water to stop the cooking, and drain again. While still slightly warm, transfer the pasta to a large bowl and immediately add the 1/2 cup pickle juice, stirring gently to coat. Let it soak for 5 minutes so the pasta absorbs the tangy flavor, then drain any excess liquid. I find that infusing the warm pasta with pickle juice creates a more cohesive flavor throughout the salad, rather than just tossing it in at the end.
In a separate bowl, whisk together the mayonnaise, sour cream, 4 tbsp pickle juice (added slowly while whisking to prevent the mixture from splitting), Dijon mustard, garlic powder, cayenne, salt, and black pepper. The slow incorporation of pickle juice is crucial—it prevents the emulsion from breaking and ensures a smooth, creamy dressing. I always whisk the pickle juice in gradually rather than all at once, which keeps the texture silky and prevents any curdling.
Add the diced pickles, cheddar cubes, red onion, and fresh dill from Step 1 to the cooled pasta from Step 2. Pour the creamy dressing from Step 3 over the pasta and vegetables, then gently toss everything together until well coated and evenly distributed. Transfer to a serving bowl or storage container and refrigerate for at least 1 hour before serving. This resting time allows the flavors to meld and the pasta to fully absorb all the dressing.