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Episode 281 June 29, 2022 · 01:07:03
281. The Cocktail Contessa

281. The Cocktail Contessa

Cocktail Contessa Heather Wibbles mixes a Black Manhattan & a Smoked Chili Old Fashioned live, plus inside scoop on Bourbon Women's Sipposium.

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Tasting Notes

Show Notes

Jim Shannon and Mike Hyatt welcome cocktail Contessa Heather Wibbles to Jeptha Creed Farm for a masterclass in bourbon cocktail craft. Heather, Managing Director of Bourbon Women and author of Bourbon Is My Comfort Food: The Bourbon Women Guide to Fantastic Cocktails at Home, brings her expertise — and her shaker — to the table, walking Jim and Mike through the art of pairing spirits with complementary ingredients, the science of bitters, and the philosophy that a great cocktail should always elevate the bourbon underneath it.

Heather opens with a Black Manhattan built on Ezra Brooks 99, swapping classic sweet vermouth for Fernet Amaro to deliver layers of coffee, chocolate, and bitter complexity. In the second half, she pivots to a smoky, spice-forward Old Fashioned variation using Wilderness Trail Rye, Hella Bitters Smoked Chili, orange bitters, and bourbon barrel-aged maple syrup from Seldom Seen Farms — a combination that amplifies the rye's natural spice while adding a whisper of smoke and heat.

On the Tasting Mat:

  • Black Manhattan (Ezra Brooks 99 / Fernet Amaro): A stirred cocktail built on Ezra Brooks 99-proof bourbon, balanced with Fernet Amaro in place of traditional sweet vermouth. Rich notes of coffee, dark chocolate, and dried fruit emerge from the amaro, while the high-proof bourbon provides structure and warmth. Finished with a cherry and expressed orange peel. (00:07:51)
  • Smoked Chili Old Fashioned (Wilderness Trail Rye / Hella Bitters Smoked Chili / Seldom Seen Farms Bourbon Barrel-Aged Maple Syrup): A riff on the classic Old Fashioned using Wilderness Trail Rye as the base, accented with Hella Bitters Smoked Chili and orange bitters. A quarter ounce of bourbon barrel-aged maple syrup from Seldom Seen Farms provides viscosity and subtle sweetness without overpowering. The result is a spirit-forward, spice-amplified cocktail with a lingering smoky heat and gentle maple undercurrent. (00:36:20)

Beyond the cocktails, Heather shares the origin story of the Cocktail Contessa name (spoiler: Peggy Noe Stevens is responsible), reflects on nine years with Bourbon Women, and offers a behind-the-scenes look at the organization's upcoming four-day Sipposium conference this August. She also announces a special giveaway of a signed copy of Bourbon Is My Comfort Food for Bourbon Road listeners. Whether you measure your pours or freestyle like Mike, this episode will change the way you think about what goes into your glass.

Full Transcript

Heather Wibbles Mike Hyatt Tasting Interview Bourbon Wilderness Trail Heather Wibbles Cocktail Contessa Bourbon Women Black Manhattan Old Fashioned Wilderness Trail Rye Ezra Brooks 99 Fernet Amaro Hella Bitters Seldom Seen Farms bourbon barrel aged maple syrup bourbon cocktails smoked chili bitters bourbon mixology Sipposium Bourbon Is My Comfort Food Kentucky bourbon whiskey cocktails Jim Shannon Mike Hyatt