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Home » Recipes » Sandwiches/Tacos/Burgers

Sloppy Philly Cheesesteaks

Published: Nov 10, 2014 Last Updated: Sep 2023 by Lindsay This post may contain affiliate links to products I use and enjoy. Leave a Comment

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I am continuing the weekend with food that isn't vegetarian or a salad, SO THERE.  I know it's a thing that Monday we get back to whatever semblance of a health grind we like to pretend we adhere to, but REALLY why not just eat food like this all the time?IMG_3966

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I mean besides heart attacks and diabetes and obesity, BUT THAT'S TUESDAY'S PROBLEM.  

You aren't Santa Clause.  You smell like beef and cheese.  

Name that movie!

Let's make sandwiches.  I love these for dinner because they're a little involved, and if you don't eat chips on the side are nicely balanced with a good amount of veg for the meat we're using.  And 4 slices of cheese per sandwich?  Dairy, my friends.  Dairy.  In addition to sandwich rolls, ground beef, and provolone cheese you'll need a bell pepper, an onion, steak seasoning, worcestershire sauce, and pickled jalapenos.  If you don't like spice skip the jalapenos, but to me the tang of the pickles are what makes a philly work.  The density of the cheese and beef needs to be cut with some acid, so that's what we're doing!  IMG_3942

A note:  The recipe below is for 2, and it makes 2 large sandwiches.  The pictures, however, show me making 1 sad sandwich because I'm the only meat eater up in here.  The dogs would beg to differ, but they don't usually get cheesesteaks, much to their chagrin.  

Let's start with the meat filling!  To a skillet with a little bit of olive oil over medium-high heat, add the beef.  As the beef starts to cook and sizzle, use a spoon to crumble it up so that it browns evenly.  IMG_3947

Thinly slice the bell pepper...IMG_3948

...and the onion.  IMG_3949

When the beef is cooked and browned, push it to the edges of the skillet and add the onion and pepper.  IMG_3951

Then, add the Worcestershire sauce with a sprinkle of steak seasoning..IMG_3952

....and the pickled jalapenos!  The juice is KEY here.  I do about 1 teaspoon of peppers and 1 teaspoon of the juice, then taste and adjust based on how spicy I'm feeling that day.  IMG_3954

Stir the filling every few minutes for 5-7 more minutes until the peppers and onions are charred and soft.  Taste the mixture, and add more seasonings if you'd like.  Turn the heat off the filling.  IMG_3955

Now, preheat the broiler to high and split the rolls open.  Broil them for a minute or two just until they start to turn brown - not very dark at all since they'll broil again later.  IMG_3946

Now, we build our sandwich!  To the top AND bottom of the bun, add a slice of cheese and a little spoonful of the beef mixture.  IMG_3959

Then, top that with more cheese.  4 slices total per sandwich, so that everything stays together.  BUT, I got mine sliced at the deli as thin as they would go, so it's really more like 2 slices.  4 slices from a package would be a little more than what you see here.  IMG_3960

Now we put the sandwiches BACK under the broiler for another 2 minutes until the cheese is melted and bubbly and maybe a teensy bit browned in places.  That's why we don't broil the bread too much at the beginning - if it starts super brown after the first toasting then it'll be REALLY brown after the second toasting around the edges where there's no cheese.  You've been warned.  IMG_3961

That's it.  Gorgeous, simple, and delicious.  The ground beef to me is way lower maintenance than steak, delicious as that may be, and I don't mess with toppings or mayo or anything - the flavor from the veggie mixture is just perfect.  IMG_3967

Serve with chips, give Monday the middle finger, turn on football, and breathe.  IMG_3980

Sounds like a nice plan for tonight, yes?  

Recipe

Sloppy Philly Cheesesteaks

Lindsay Howerton-Hastings
No ratings yet
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Prep Time 10 minutes mins
Cook Time 20 minutes mins

Ingredients
  

  • ½ pound ground beef
  • 2 tablespoons olive oil
  • 1 bell pepper thinly sliced
  • 1 small onion thinly sliced
  • ½ teaspoon Montreal Steak Seasoning plus more if needed
  • 1 tablespoon Worcestershire sauce
  • 1 teaspoon chopped pickled jalapenos plus 1 teaspoon jalapeno juice
  • 4 very thin slices provolone cheese
  • 2 sandwich rolls split lengthwise

Instructions
 

  • Preheat the broiler to high and a skillet to medium-high heat with the olive oil and ground beef. Cook the beef for 5-7 minutes, stirring and breaking up the meat to brown it. When the meat is cooked, spread it to the edges of the skillet and add the onion and pepper to the middle of the skillet with the steak seasoning, Worcestershire, and jalapenos and juice. Stir to combine and let the mixture cook for 5 more minutes until the peppers and onions are charred and slightly soft. Taste, add more of any of the seasonings that you like, then turn the heat off the meat mixture.
  • Broil the rolls cut side up for 1 - 2 minutes to very lightly toast, then add 1 slice of provolone to the top and bottom of each roll. Top that with a small spoonful of the meat mixture, then top with more cheese - 4 slices total per sandwich.
  • Broil the sandwiches for 1 - 2 minutes more until the cheese is melted and bubbly.
  • Serve!

Notes

  • This amount of filling may yield some leftovers or enough for 2 sandwiches depending on the size of rolls that you use.

Nutrition

Serving: 2g
Tried this recipe?Let me know how it was!

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Image of Lindsay Howerton-Hastings smiling sitting on dark gray couch wearing chambray blue shirt.

Hi! I'm Lindsay. I'm a maternal mental health therapist, a recipe developer, food writer, and taker of all kinds of pictures. Thank you so much for being here! This blog is about how to take care of yourself and your people without taking anything too seriously.

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