Roasted Pork and Prosciutto Sandwich with Pickled Pepper Relish

Welcome to the second installment of my ‘Wichcraft Cookbook series. I am giving away a copy of this book next week to one lucky person – all you have to do to enter is just leave a comment on this post or any other ‘Wichcraft Cookbook post! Yesterday I shared the Slow-Roasted Pork with Red Cabbage, Jalapenos, and Mustard, and today I wanted to show you the book’s versatility by using the leftover roasted pork from the first sandwich to make this next sandwich!

This pressed sandwich couldn’t have been easier, especially considering that I had already made the pork the day before, and I didn’t want to waste a single tiny bit of that deliciousness. This particular recipe is taken over the top by the pickled pepper relish, which is insanely easy to make and so freakin’ good! Kramer and I put it on almost all of our food for a week after we made it – it’s a perfect balance of sweet, salty, and tangy, and goes wonderfully with the roasted pork, rich Fontina cheese, and, of course, my favorite, prosciutto. I pressed everything by just applying lots of weight (thanks to my French oven), because I don’t have a sandwich press, and let me tell you, it worked like a charm and I plan to press many, many more sandwiches using this method. Kramer and I devoured every bite of this, and I’m sure that you will, too.

Don’t forget to like me on Facebook or follow me on Twitter to find out more ways to win this ‘Wichcraft Cookbook!

I started by making the pickled pepper relish.

Remove the stems from your peppers and add them to your food processor or blender.

Combine with the sugar and vinegar.

Pulse until finely chopped.

Store any extras in an air-tight container for up to a week – we put this stuff on just about everything; it’s so good!

Now it’s time to make your sandwiches.

Place a slice of cheese on one side of your bread, then top with your pork and relish, followed by the prosciutto and the rest of your cheese.


Press the sandwich with your sandwich press or makeshift sandwich press (I used a griddle and a heavy pot to press the sandwich down, flipping it halfway through) until the cheese is melted and the bread is golden.


Roasted Pork and Prosciutto Sandwich with Pickled Pepper Relish
Cook time: 
Total time: 

Serves: 4 sandwiches

  • 1 tablespoon caraway seeds
  • 3 whole cloves
  • 1 star anise
  • ½ tablespoon black peppercorns
  • ⅓ cup kosher salt
  • 1 small boneless pork shoulder (about 1½ pounds)*
  • 8 slices Fontina cheese (or another similar cheese)
  • 8 slices country bread (I used sourdough)
  • 4 tablespoons Pickled Pepper Relish (recipe follows) or jarred Italian cherry peppers, drained
  • 8 slices coppa or prosciutto
Pickled Pepper Relish
  • 1 cup jarred hot pickled peppers, such as Italian cherry peppers, peppadews, or pepperoncini
  • 2 tablespoon white wine vinegar
  • 1 teaspoon granulated sugar

  1. *I made this sandwich with leftover pork for another ‘wichraft recipe: Slow-Roasted Pork with Red Cabbage, Jalapenos, and Mustard.
  2. Preheat the oven to 250 degrees F. Combine the caraway seeds, cloves, star anise, and peppercorns in a spice grinder/coffee grinder (or, if you are going the old fashioned way, a motar and pestle) and grind the spices together until they become a coarse spice rub.
  3. Rub the pork well with the spice mixture, getting under the skin if you didn’t cut the skin off. Place the meat in a roasting pan or on a baking sheet with a cooling rack on top (like I did), and cover tightly with foil. Place in the oven for 4 hours, or until the meat is fork tender. Place the pork on a cutting board and slice or shred. Throw away any fat in the bottom of the pan.
  4. Now, if you have a sandwich press to use with this, great – heat it up according to the manufacturer’s instructions. If you don’t, though, there are still a few options. I used my range griddle and then just put my heavy French oven on top of the sandwiches to press them down, but you can use anything similarly heavy, or just use a regular frying pan with something heavy on top – the grate marks on the sandwich look pretty, but they aren’t necessary. Whatever you are using, just make sure that it’s nice and hot. There is no need to butter the bread or your sandwich press – the heat will release the bread easily.
  5. Place 1 slice of Fontina cheese on 4 slices of bread, then top it with the pork, relish, coppa or prosciutto, and the remaining slices of Fontina cheese. Cover with the remaining bread slices and place in the sandwich press or on your griddle or pan. Close the lid (or put your heavy pot on top) and apply a bit of pressure to the sandwich. Cook, without disturbing, for 5-8 minutes, until the bread is slightly golden and the cheese is nice and melted. I had to flip my sandwich halfway through cooking, as I wasn’t using a true sandwich press, so take a look at yours and decide for yourself if flipping the sandwich is necessary. Slice in half and serve.
Pickled Pepper Relish


37 Responses

  1. Shelly says:

    I cannot wait to try this recipe! I am a bit of a sandwich fiend myself, they’re just so good and the possibilities always seem endless! The pickled pepper relish sounds like an amazing touch too!

  2. Jane M says:

    YUM – but I have none of the ingredients for this sandwich. Looks like I will be heading to the market later!

  3. Leslie Reiney says:

    Sounds like the perfect sandwich. clever name for the cookbook also.

  4. Christine R. says:

    This looks amazing! I would love to have that cookbook!

  5. Deb says:

    My family is going to love this sandwhich! The jar of pepperoncini’s is already sliced so mixing up the relish will take no time at all.

  6. Anthony says:

    That relish looks very tasty — I bet it would go good spooned over an omelet, too.

  7. Kimberly says:

    I’m a sucker for a good sandwich. This one looks amazing.

  8. I am loving the sandwiches this week. This panini blows my lunchtime tuna fish sandwich out of the water (no pun intended. hah!)

  9. Kindra says:

    O my yum! I love how there are literally endless possibilities with sandwiches! Love your blog!

  10. Babs says:

    This sandwich looks amazing. My husband is the master of making sandwiches and he as well as I would love to try some of these great looking concoctions.

  11. jenn says:

    Yum Looks Amazing!

  12. Gabrielle says:

    Just want to state… I love sandwiches, and this one sounds pretty epic. Can’t wait to make it (and other sandwiches in this cookbook!) myself.

  13. Sarah says:

    I can’t believe I’ve never heard of this cookbook! I love the recipes so far. He seems to put funky and traditional ingredients together to make a delicious blend of flavors, something I love doing with my own sandwiches. Can’t wait to see the other recipes you choose to post.

  14. Mia says:

    Great riff on a Cuban sandwich – really shows how you can tweak a classic to make something new and fabulous but grounded in solid tradition and technique. I’m going to get this cookbook one way or another…

  15. Jill_R says:

    This looks amazingly delicious, I am so hungry now! I would love to have that cookbook!

  16. Laura L. says:

    This looks so, so good.

    As far as favorite sandwiches, I don’t know about a favorite filling, but it doesn’t matter what it is if it’s served on grilled sourdough bread. To me, it makes any sandwich perfect!

  17. Yum! This sandwich looks soo good. I love the pickled pepper relish.

  18. Jenni says:

    That looks delicious!

  19. [...] made the Slow-Roasted Pork with Red Cabbage, Jalapenos, and Mustard and the Roasted Pork and Prosciutto Sandwich with Pickled Pepper Relish, so this is the third installment in my ‘Wichcraft series. You can also like me on Facebook [...]

Leave a Reply

©2014 The Crepes of Wrath