Prep your ingredients: cook and dice the bacon, chop the scallions, dice the pickle spears and grate the cheddar cheese. Remove the seeds from the jalapeño pepper and dice it finely. Reserve some pickle brine from the container.
In a large mixing bowl, beat the yogurt, sour cream, cheddar cheese, ranch seasoning and cream cheese together. Use a handheld electric mixer or a stand mixer to do this.
Stir in the pickles, jalapeños, scallions and bacon. Add pickle juice, if desired, to thin out the dip. (I don't add any because I like the consistency).
Spoon the mixture back into the Grillo's container for serving and storage, or transfer to a serving bowl.