Add the vegetable oil to a large pot and heat the oil over medium heat until it is 375º F. I recommend using an oil thermometer so you can monitor the temperature of the oil. It should stay right around 375º F for the whole cooking process.
About 1 quart of vegetable oil for frying
Drain the pickles through a colander then spread the pickles on a paper towel-lined plate. Pat the pickles with a paper towel to dry them well. The batter will stick to the pickles better if they are nice and dry.
16 ounces dill pickle slices
While the oil heats, make the pickles. Add the flour, basil, parsley, garlic powder, salt, pepper, and cayenne to a shallow bowl and whisk together.
½ cup flour, ½ teaspoon dried basil, ½ teaspoon dried parsley, ½ teaspoon salt, ¼ teaspoon ground black pepper, ¼ teaspoon cayenne pepper, 2 tsp garlic powder
Add the milk to the bowl and whisk again to make a smooth, thick batter.
½ cup milk
Work in batches to coat and fry the pickles. Add about ¼ of the dried pickles to the batter and toss them to coat the slices in the batter.
Remove the battered pickles, one at a time, and place them directly into the hot oil.
Fry the pickles for about 1 ½ minutes or until golden brown.
Remove the fried pickles from the oil and place them on a clean paper towel lined plate to drain. Continue to fry the remaining pickles following the same battering and frying steps.
Serve with ranch dressing for dipping.