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Step 1
Preheat the oven to 350 degrees F, making sure an oven rack is in the middle position.
Step 2
If necessary, cut the beef into 4x4-inch pieces.
Step 3
Lay the beef slices on a cutting board. Spread about 1 teaspoon of the mustard onto each piece of beef.
Step 4
Add about 1 teaspoon of the onion and a piece of the bacon to the mustard-smeared beef.
Step 5
Season the beef with salt and pepper.
Step 6
Add at least 1 piece of the carrots and 1 piece of the pickle to each piece of the beef, adding a second piece of each depending on the side.
Step 7
Roll up the beef and secure each one with a toothpick.
Step 8
Repeat as necessary until all of the beef is rolled and ready.
Step 9
Heat 1 tablespoon of the vegetable oil in a frying pan or skillet over medium-high heat.
Step 10
Add about 6 of the rouladen to the oil and sear on all sides, increasing or decreasing this number to fit the pan or skillet without overcrowding.
Step 11
Transfer the seared rouladen to a large, oven-safe dutch oven with a lid. Don't worry if the beef isn't cooked through yet, it will finish cooking in the oven.
Step 12
Repeat the searing process using the rest of the oil until all of the beef rolls are sealed. Reserve the drippings.
Step 13
In a separate bowl, whisk 1 cup of flour with the water.
Step 14
Pour the flour mixture into the skillet with the drippings over medium heat.
Step 15
Whisk until it starts to thicken and the flour cooks to a light gold color.
Step 16
Add 1/4 of the red wine to the gravy mixture.
Step 17
Whisk until thickened and the red wine is fully incorporated.
Step 18
Pour the gravy over the roulden. There should be enough to cover all of the roulden. If not, wipe the skillet clean and repeat the gravy-making process with more flour, water, and red wine.
Step 19
Cover the dutch oven with the lid and bake until the beef is cooked through and the vegetables in the rolls are tender, for about 2 1/2 to 3 hours.
Step 20
Serve hot.