Remove 8 pickles from the jar and pat them dry with a paper towel.
Slice each block of cream cheese into 8 pieces.
Sandwich a whole pickle between two slices of cream cheese, and then smash and roll the whole thing between your hands to encase the pickle in the cream cheese.
Wrap two slices of dried beef around the cream cheese-encased pickle, using some of the leftover cream cheese from the cream cheese wrapper to "glue" the seams together where the dried beef overlaps.
Refrigerate for about 2 hours to firm up the cream cheese. Slice into medallions with an electric knife before serving.