Chef Jeff Monsour bakes these fluffy, irresistible cinnamon rolls in cast-iron pans to ensure even cooking. (Photo credit: Doug Young)

When people ask me about being a food photographer, I often tell them that I get to experience the best part of the culinary industry and, in truth, that I’m somewhat spoiled.

With this career choice, I spend a lot of time in kitchens, the heart of the restaurants, whether they are immaculate, stainless marvels with many stations and ovens or closet-sized make-shifts with barely enough room for a fryer. You get to know chefs quickly in these situations and within such close proximity, shooting over their shoulders or on a ladder hanging over a cooktop. Chefs entrust photographers to make their food look good and, most importantly, appetizing.

Watching the progression of many young chefs move up the ranks is also a job benefit. I get to see them eventually take the helm while documenting their journey.

I particularly remember working with Jeff Monsour for the first time while he was the executive chef at Windamere in Mattituck. His sharp focus, passionate ambition and creative plating were immediately impressive and made sense after learning of his mentorship under renowned chef Stephan Bogardus at The Halyard in Greenport.

“The wide range of skills, techniques and products we used at The Halyard consistently evolved. We always did new things,” says Monsour of his time as chef tournant there. “It was very fun and experimental.”

After a brief stint at Dune Deck in Westhampton Beach, Monsour (who holds a Culinary Arts Management degree from SUNY Delhi) settled into his North Fork position quickly, working at The Halyard for just under three years before taking the executive chef position at Windamere in 2021. Being a waterfront destination with outdoor seating, Monsour saw the opportunity to expand and improve Windamere’s brunch menu.

“I thought something a little bit familiar for everybody that’s not so out of the box would be a jumbo cinnamon roll,” recalls the chef, “as long as it was cooked right and tasted delicious.”

On a cold day or month, as it’s been here lately, a warm cinnamon roll hits the indulgent spot, especially when its charmingly baked and served in individual cast-iron pans, which aids in even cooking — and the oven-to-table ski-lodge vibe is pretty fun, too. Bar Boy (218 Montauk Highway, Hampton Bays, 631-728-7100) carries individual 5″ cast iron pans, perfect for recreating this presentation.

But what’s a cinnamon roll without the glaze? Monsour prefers a darker, nutmeg-infused frosting over the typical white cream cheese finish, to “bring out the cinnamon flavor.” And the secret to that fluffy dough? “I use bread flour,” he explains, “which gives it a much lighter, airy taste once it’s baked.”

Chef Jeff Monsour mentored under chef Stephan Bogardus at Greenport’s Halyard and was executive chef at Windamere in Mattituck is now executive chef at Main Deck in Penn Yan, NY. (Photo credit: Doug Young)

Originally from the Mohawk Valley in upstate New York, Monsour’s new gig as executive chef at Penn Yan’s Main Deck in the Finger Lakes region brings his Long Island learned culinary skills back north.

“I aim to ignite the guest experience here,” explains the chef enthusiastically, who’s bringing in table side experiences to make meals more interactive and bringing in his love of glass-to-table wine pairing dinners, like he did at The Halyard.

And those cinnamon buns of Monsour’s? He brought that recipe with him and serves it on Main Deck’s brunch menu. “I love sweets, so I find these cinnamon rolls are a good balance in the morning to give you some energy,” he says.

But with his recipe shared here, you don’t have to miss his culinary presence at The Halyard anymore. Just bake up a batch of these gooey, pillowy buns, cozy up with a morning fire and enjoy the last weeks of winter in the sweetest way possible.

Cast Iron Skillet Cinnamon Roll

Prep Time 3 hours
Cook Time 15 minutes
Serves 4 to 6

Ingredients

For the dough

  • 3/4 cup milk
  • 2 1/2 cup active yeast
  • 1/4 cup sugar
  • 2 eggs plus 2 egg yolks
  • 1/4 cup butter, melted
  • 3 cups all purpose or bread flour
  • 3/4 cup kosher salt

For filling

  • 1/4 cup butter, softened
  • 3/4 cup brown sugar
  • 1 1/2 tbsp cinnamon
  • 1/2 tsp nutmeg

For frosting

  • 3/4 cup powdered sugar
  • 1 tsp cinnamon
  • 1/4 tsp nutmeg
  • 2 tbsp heavy cream

Directions

  • Preheat oven to 350°F.
  • Lightly grease a single-serve cast iron skillet; set aside.
  • Warm the milk until approximately 105-115°F (lukewarm). Stir in the yeast until it dissolves. Set aside.
  • In a mixing bowl, cream sugar and eggs until light, frothy and pale yellow in color.
  • Add melted butter and milk-yeast mixture; mix until well combined. Stir in the flour in small amounts until a dough starts to form.
  • Oil a bowl, and put the dough in the bowl. Cover tightly with plastic wrap and leave in a warm area to proof for 1-2 hours. The dough should double in size.
  • For the filling, whip butter in a clean mixing bowl until light and fluffy. Add remaining ingredients and whip until a smooth paste. Set aside.
  • For the frosting, add all ingredients to a bowl and mix until smooth and no clumps remain. Add more cream for a looser consistency.
  • After the dough rises, roll out until a ¼ inch thick.
  • Spread the filling evenly on the dough and roll it up. Cut into 1 ½ inch thick rolls.
  • Set the pieces in the individual cast iron pans (or, if you have a large cast iron, set them all in one pan together) and bake for about 15 minutes or until golden brown, depending on the size.
  • When almost fully cooked, add the frosting and bake an additional 2 minutes until icing melts over the cinnamon roll. Serve warm.

PRO TIP!

  • To ensure success when hosting weekend guests, try par-baking the rolls beforehand. When ready to serve, add the frosting and pop in a preheated 300°F oven for 2 minutes until warm and the frosting has melted.
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