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My Favorite Sloppy Joes

Another mouth-watering meat sandwich. Not Rosie’s pulled-pork, but definitely yummy and super fast. A few Octobers ago, I tripled this recipe for a family gathering in New Jersey. By the end of the evening it was all gone. I’ve developed a few sloppy joe recipes for clients over the years. This one’s my favorite — not too sweet nor sour, with just the right balance of veggies and seasonings. Sloppy joes fit the bill for casual entertaining or weeknight suppers. Beware though, they are sloppy!

Sebastian gets slopped

Print This Recipe
Best Ever Sloppy Joes
Prep: 20 minutes  Cook: 25 minutes
Makes 5-1/2 to 6 cups (6-10 servings)

1              can (14-1/2 oz) petite diced tomatoes in juice
1/3          cup red wine vinegar (5% acidity) *
1/3          cup ketchup *
2             tablespoons brown sugar
1-1/2      pounds lean ground beef
1             medium yellow onion, chopped (about 1 cup)
2             large stalks celery, chopped (about 1 cup)
1/2          green bell pepper, chopped (about 1/2 cup)
3             large cloves garlic, chopped
2             tablespoons chili powder *
1             teaspoon dried leaf oregano
1             teaspoon kosher salt

In a medium bowl, combine tomatoes, red wine vinegar, ketchup and brown sugar. Stir to dissolve sugar; set aside.  In a large deep skillet or Dutch oven, combine ground beef with remaining ingredients, except tomato mixture. Cook over high heat 8–10 minutes, stirring to crumble and cook beef. Stir in tomato mixture. Reduce heat to medium; cook, uncovered, 15 minutes, stirring occasionally. Serve in buns, or over hot-cooked pasta.
* Kitchen Notes:
– I prefer Holland House wine vinegars because they actually hint of wine flavor, where others just taste sour. I also prefer Heinz ketchup.
– Spiciness depends on the brand of chili powder used.

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  1. Sienna Fontaine
    Posted October 26, 2011 at 8:58 pm | Permalink

    Absolutely love this recipe! And obviously Sebastian does too…love the photo!

    • Posted October 26, 2011 at 9:08 pm | Permalink

      Ha ha! I thought you both would enjoy the photo. And you do recall having the sloppy joes in NJ that time, huh?

  2. Posted October 27, 2011 at 12:19 pm | Permalink

    I, too, have developed several Sloppy Joe recipes for clients over the years, mostly inspired by my mother-in-law, who makes Sloppy Joes regularly and considers it one of her specialties. I love to vary the ingredients to give it a spin one way or another – for example, there’s a Latin-inspired Chorizo Sloppy Joes in my book, with corn and potatoes.

    (I’m flattering myself to think) great minds thinking alike, Rita! 🙂

    • Posted October 27, 2011 at 12:57 pm | Permalink

      Yumm. Like the chorizo idea! I had a line in my draft “There are as many recipes for Sloppy Joes as there are cooks.” So true. But to keep things short, the line got deleted. Hey, how about a sloppy joes party?!

  3. Posted October 28, 2011 at 12:33 pm | Permalink

    My husband would love these!!! I also like the Holland House wine vinegars. I’m looking forward to our red wine vinegar tasting next week.

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