who

was legs diamond ?

     Jack “Legs” Diamond, born John Moran on July 10, 1897, he grew up in poverty after his mother died when he was young. His father moved the family to Brooklyn, New York, where Jack fell into petty crime. By his teens he was running with street gangs, pickpocketing, and robbing businesses. His talent wasn’t brute force it was nerve and audacity. Diamond could talk himself into or out of anything, a skill that later made him a powerful bootlegger and nightclub king.

     Prohibition (1920–1933) created a black-market gold rush. Diamond saw opportunity where others saw risk. He entered the liquor trade and worked alongside major mob powers like Arnold Rothstein and Dutch Schultz. At first he was a reliable enforcer; soon he became a supplier, smuggler, and distributor, flooding speakeasies throughout New York with illegal alcohol.

     He earned a reputation for: High-end liquor deals, Speed and mobility (hence the nickname “Legs”), Fearless desertion of partners if a better opportunity appeared. While other gangsters stayed quietly rich, Diamond wanted to be seen. He lived like a movie star: silk suits, showgirls, champagne, and front-row seating at nightclubs.

We named our 100% rye, bourbon, and single malt whiskey after Jack “Legs” Diamond because he represents the restless ambition and energy of the Roaring Twenties. He was bold. He was fast. He refused to blend in.

Rye was the signature spirit of his era—sharp, confident, unapologetic.
Bourbon was luxury—a reward for those who survived the hustle.
Single malt was refinement—earned slowly, never rushed.

Each whiskey we produce reflects one side of that legacy:
grit, sophistication, and the courage to live life on your own terms.

Bourbon

Rye

Tasting NOTES:

Tasting NOTES:

The Big Apple Boulevardier (Legs Edition)

The Mistress of Broadway

Ingredients

• 2 oz Legs Diamond 100% Rye Whiskey

• 0.75 oz Sweet Vermouth

• 0.5 oz Campari

• 0.25 oz Apple Brandy (NYC apple orchard vibes)

• 2 dashes Angostura bitters

• 🍊 Orange peel (expressed)

• 🍒 Brandied cherry (optional garnish)

Method

1. Add rye, vermouth, Campari, apple brandy, and bitters into a mixing glass with ice.

2. Stir 20–25 seconds until chilled and silky.

3. Strain into a chilled coupe or large rocks glass with a single clear cube.

4. Express an orange peel over the top and swipe it around the rim.

5. Garnish with the peel or a brandied cherry.

Ingredients

• 2 oz Legs Diamond 100% Rye Whiskey

• 0.75 oz Dry Vermouth

• 0.25 oz Benedictine

• 3 dashes Peychaud’s bitters

• Lemon peel (expressed)

• Optional garnish: Luxardo cherry on a gold pick

Instructions (1920s Speakeasy Method)

1. Add rye, dry vermouth, Benedictine, and bitters into a mixing glass with cracked ice.

2. Stir slowly — imagine a piano playing in another room — 20–30 seconds.

3. Strain into a chilled Nick & Nora or small coupe glass.

4. Express the lemon peel over the surface, drag it across the rim, discard or drop in.

5. Serve without embellishment. This drink speaks for itself.