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Sausage and Olive-Stuffed Roasted Peppers

Home FoodSausage and Olive-Stuffed Roasted Peppers

Sausage and Olive-Stuffed Roasted Peppers

March 26, 2026 Posted by Norman Mathews Food

I love stuffed peppers, but the version from my childhood, in which the peppers are parboiled, yields a slightly uncooked flesh that is robbed of its full flavor. I experimented with roasting whole peppers—the generally accepted method—but found that they became too flimsy and unstable for stuffing.

Then I discovered that by removing the tops of the peppers and scooping out the seeds before roasting achieved the enhanced taste that roasting imparts, while maintaining a pepper that holds up to stuffing. This method eliminates most of the  liquid created during roasting, consequently reducing mushiness.

As you can see from the photos, I used primarily red peppers but experimented with some yellow and orange varieties in my Sausage and Olive-Stuffed Roasted Peppers. I found that they did not hold up as well as the red peppers, so I recommend using only the large red ones.

For my filling, I chose Italian sausage (sweet rather hot, so that I controlled the spiciness), Italian red rice, olives, chopped roasted pepper tops, herbs, and a touch of tomato paste. This produces a wonderfully rich and flavorful filling. Thus, I was finally pleased with my Sausage and Olive-Stuffed Peppers.

To Go Directly to the Recipe, Click Here.

Select large, firm-fleshed, non-wrinkled peppers for this Sauce and Olive-Stuffed Roasted Pepper recipe. Cut off about 1 1⁄2 inches from the stem end of the peppers. Remove the seeds as well as the inner membranes.

Cutting the tops from the peppers.

Cut the tops from the peppers.

Line a large baking pan with aluminum foil, and place the peppers and the tops on the foil.

Placing peppers on a tray.

Place peppers on a tray.

Broil the peppers and the cut-off tops in the pan about 4 inches from the flame, turning them frequently with tongs until they are blistered and somewhat blackened all over.

Roasting the peppers.

Roast the peppers.

Place the peppers and the roasted tops in a large covered pot to sweat for about 15 minutes, which makes them much easier to peel.

Sweating the peppers in a pot.

Sweat the peppers in a pot.

Carefully remove the blistered skin from the peppers. You may not be able to get every last bit, but be sure to remove the most blackened parts.

Skinning the peppers.

Skin the peppers.

Also, remove the skins from the tops of the peppers, discard the stems, chop the flesh, and reserve it.

Skinning and chopping the tops

Skin and chop the tops

In a large skillet over medium heat, toast the fennel seed for about 2 minutes, just until it turns fragrant.

Toasting the fennel seed.

Toast the fennel seed.

Remove the seed to a side dish.

In the same skillet, heat 2 1⁄2 tablespoons of the olive oil over a low flame. Add the onion and the dried chili pepper.

Cooking the onion.

Cook the onion.

Cover the skillet and cook slowly for about 10-15 minutes until the onion is softened, but not browned.

While the onions are cooking, bring a kettle of salted water to the boil, and stir in the rice. I like Italian red rice— a whole grain wild rice— for this purpose because it gives a nutty flavor, holds up into separate grains, and has a bite to the texture. 

Italian red rice.

Italian red rice.

Here is the brand of Italian red rice I use:

If you can’t find either red or black Italian rice, you could substitute brown rice, or even wild rice.

Reduce the heat to medium low, and cook the rice for about 25-30 minutes until it  is tender, but not mushy. Drain the water from the rice, and add the butter, gently stirring until incorporated.

In the meantime, using a pair of scissors, remove the casing from the sausages.

Removing sausage casings.

Remove sausage casings.

Uncover the skillet, raise the heat to medium, and add the sausage meat to the pan, breaking it up into small pieces.

Cooking the sausage.

Cook the sausage.

When it has turned pink, add the minced garlic. With a fork, further break up the meat into the smallest pieces possible. When all the color is gone from the meat, add the tomato paste, stirring to distribute it evenly.

Add the tomato paste.

Add the tomato paste.

I used Sicilian flavored, pitted green olives because I like the contrasting color they impart, but you could also use any black or kalamata olive. Add the cooked rice, sliced olives, fennel seed, parsley, oregano, and the chopped pepper-tops flesh to the sausage mixture. Taste for salt and pepper.

Adding the olives and rice.

Add the olives and rice.

Shred the mozzarella on the large grater holes.

Shredding the mozzarella.

Shred the mozzarella.

Add the mozzarella to the sausage mixture.

Adding the mozzarella.

Add the mozzarella.

Place a rack in the upper third of the oven, and preheat it to 350°. Lightly oil a baking dish. Using a spoon, carefully stuff the peppers with the sausage mixture, filling each one to the top. Place them in the baking dish, balancing each pepper against the next to hold them upright throughout the baking process.

Mix the panko crumbs with the grated Parmigiano, and spread it over the tops of each pepper. Drizzle a tiny bit of olive oil over the the crumb mixture on each Sausage and Olive-Stuffed Roasted Peppers.

Baking the peppers.

Bake the peppers.

Bake for about15-20 minutes, until the filling is hot and the crumbs are lightly browned.

Serve the Sausage and Olive-Stuffed Roasted Peppers over a pool of your favorite tomato sauce or a combination of tomato sauce and cooked polenta.

To Download or Print the Full Recipe, Click Here.

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Tags: Filled Roasted PeppersItalian RecipesSausage Stuffed PeppersStuffed PeppersStuffed Roasted Peppers
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About Norman Mathews

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Norman Mathews has contributed 219 entries to our website, so far.View entries by Norman Mathews

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My article, “When News Drives Creativity,” which discusses Trump’s executive order not to report civilian death’s by drone, is featured in Theater Art Life Magazine. Click here.

Critical Acclaim for The Wrong Side of the Room

“The book’s second half is fully stocked with accounts of stage shows galore—not to mention impressive name-dropping (Barbra Streisand, Betty Grable, Dorothy Lamour, Gene Kelly). These anecdotes from the theater’s social scene glide alongside vivid imagery from the author’s performances and other successes. The book also has a delightful, chatty sense of humor with moments of wry wit that make it exciting to read.
In the end, it effectively celebrates a life of artistic inspiration alongside the giddiness and glory of live theater.”

—Kirkus Review

Read the entire Kirkus Review here.

 

Readers’ Favorite Review
by Asher Syed

The Wrong Side of the Room: A Life in Music Theater by Norman Mathews is an autobiography chronicling the author’s life as he transitions from a confusing and often abusive childhood, born in a sleet of uncertainty (literally, as it turns out). Masked by imagination and written with a humor that most would not be able to apply to such situations, Mathews is able to harness this creativity and hitch it to his own ambitions as a rising star. When an injury threatens to derail an ascent that defies all odds, Mathews is forced to reinvent and reignite himself once more, and does so amid a whole host of personal and professional turmoil, scandal, and the kind of stories that are all the more shocking – and inspiring – because they are actually true.

Norman Mathews delivers a riveting memoir with The Wrong Side of the Room that opens with a contentious genesis and powerfully surges through to its finale. This is the ultimate tale of a man who is knocked down seven times and gets up eight, except in this case our tenacious narrator is struck to the ground far more than that. But he does continue to rise and appears to have carved out a genuine niche for himself until, “I woke up one morning with a strange pain in my back and running down my right leg. In a few days, it got much worse, and I began limping.” With the support of his partner Todd, he buys a Steinway, dives into formal education, and…well, at first that all implodes too. But Mathews is the consummate phoenix and, much like he displays in the writing of this book, skillfully maneuvers the trajectory of his life’s own narrative into a story that we are fortunate enough to have shared in The Wrong Side of the Room.

Impressively candid, exceptionally informative, deftly written, organized and presented, “The Wrong Side of the Room: A Life in Music Theater” is an extraordinary memoir that will have special and particular appeal for anyone with an interest in show business. . .very highly recommended for both community and academic library Contemporary American Biography collections.

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BOOK CORRECTION: In my autobiography on page 152, I state that Carolyn Morris died in a motorcycle accident. I learned from her daughter-in-law that though she was severely injured she did not die. She is still living in Rutland, Vermont.

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