Frankly Drinking With Friends: The Swell Frank Sinatra and Bourbon Podcast

Frankly Drinking With Friends: The Swell Frank Sinatra and Bourbon Podcast

A fun and relaxing celebration of Frank Sinatra, bourbon and more. Join your hosts Luke and Chris as we explore the music and legacy of Ol’ Blue Eyes while sampling multiple tastes of American whiskey. Most episodes feature three songs and three bourbon pours. Sit back, settle in and enjoy our toast to two American classics!

Episodes

September 24, 2026 • 59 mins

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On a virtual journey to the Pacific Northwest, Chris and Luke check out three uptempo classics from Sinatra's 1961 Capitol LP "Come Swing With Me!" and a trio of delicious and innovative pours from Seattle's Westland Distillery, a celebrated maker of American single malts. By popular demand, the Frankly Ranting special segment returns, and the guys discuss some exciting October releases toasting the 60th anniversary...

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Luke and Chris make a virtual visit to Fort Worth's Blackland Distillery, and Sinatra hands the mic to his boyhood idol, Bing Crosby. The guys taste three unique and delicious Blackland pours: the Texas Bourbon, Texas Rye and Texas Pecan Brown Sugar Bourbon. Chris unpacks the unconventional story behind the distillery, founded in 2019 by a lawyer with a passion for food and wine. Along the way, Luke shares five trac...

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In a spirited toast to the Peach State, Chris and Luke welcome celebrated Atlanta jazzman Joe Gransden and taste four unique pours from 13th Colony Distillery, the pride of Americus, Georgia. Luke shares some top Gransden tracks, including a salute to Sinatra, and the guys explore the Buffalo native's storied career as a trumpet player, vocalist and band leader. Along the way, the cohosts sample the award-winning cr...

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New York meets Alabama! Chris and Luke taste three distinct and tasty pours from Conecuh Ridge Distillery, home of storied bootlegger Clyde May's Alabama Style Whiskey, Straight Bourbon and Special Reserve Bourbon. Along the way, the guys check out Frank Sinatra's signature Capitol Records takes on three tunes by legendary songwriting brothers George and Ira Gershwin. Includes the debut of a new special segment: Fra...

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On the town in Atlanta, Chris and Luke visit the Distillery of Modern Art (DOMA), a craft spirits maker creating quality pours, showcasing local art and building community. Joined by Head Distiller Matt Greif, the guys sample DOMA's distinctly delicious bourbon, rye and corn whiskey while checking out three tasty tracks from Sinatra's legendary Capitol Records career. Along the way, Matt shares DOMA's story and walk...

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Luke and Chris toast the class of 1986 with a top-shelf batch of pop songs from 40 years ago and three quintessential pours from Colonel E.H. Taylor, a premium line from Buffalo Trace. Tasting the small batch rye, bourbon and barrel-proof bourbon, the guys discuss the history of E.H. Taylor, including his support for 1897's Bottled-in-Bond Act. Along the way, Sinatra makes a few timely cameos, and Luke uncorks a new...

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On a virtual visit to Tennessee, Chris and Luke taste three inventive and delicious limited release pours from award-winning Chattanooga Whiskey and check out three top-shelf tunes from the Chairman's most successful album, 1959's "Come Dance With Me." Along the way, the guys salute Chattanooga as a delightful getaway and dining destination, marvel at the purpose-built songs of Sammy Cahn and Jimmy Van Heusen, share...

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April 29, 2026 • 67 mins

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In a FDWF first, Chris and Luke take the show on the road, visiting Atlanta's award-winning ASW Distillery and tasting whiskey with Co-Founder and CEO Jim Chasteen. The guys check out three relevant Sinatra tracks and preview the four creative, high-proof pours featured in ASW's Malt Maynia release event: ASW American Single Malt HAZMAT 8 yr, Duality Double Malt MOTB, Tire Fire Peated Single Malt "Sweet Reek," and M...

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For the 30th episode, Luke and Chris toast a trio of timeless saloon songs from the 1958 Capitol LP "Frank Sinatra Sings for Only the Lonely" and taste three uniquely delicious pours from Ironroot Republic, an award-winning craft distillery out of Denison, Texas. Episode features a Frankly Dressing style segment Ol' Blue Eyes himself would endorse. (Podcast produced by Luke and our friends at www.soundofarose.com.)

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Chris and Luke enjoy a trio of top shelf tunes from the Chairman's Capitol years and three irresistible pours from Louisville's Rabbit Hole Distillery. Includes two songs performed throughout Sinatra's career and one locked in the vaults for 30+ years. Also features the debut of our Frankly Grooming style segment and ringing endorsements of Louisville as a prime destination for fine food and drink. (Podcast produced...

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Featuring the music of Frank Sinatra and Elvis Presley, this episode explores the relationship between two towering musical icons. Chris and Luke are joined by Luke's dear, longtime pal James, an enthusiastic fan of both The Chairman and The King. The guys discuss Frank and Elvis while enjoying a trio of delicious pours from Garrison Brothers, the Lone Star State's first legal distillery. Toasting the theatrical rel...

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For Valentine's, Chris and Luke present an unlikely pairing of Sinatra and Metallica. The guys enjoy three pours from Ohio's Blackened, a premium blended American whiskey brand from Metallica and master distillers Dave Pickerell and Rob Dietrich. On the music side, Luke shares some timeless romantic favorites from Frank's 2014 collection, "Sinatra, With Love." Features debut of relationship advice segment "Frankly W...

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In this special episode, Luke and Chris explore the life and enduring legacy of longtime Sinatra pal and American entertainment icon Dean Martin and check out three innovative pours from Corsair Distillery, located in the heart of Nashville. Dino steps to the mic with four of Luke's favorite performances, and the guys enjoy Corsair's Dark Rye, Triple Smoke and Old Punk. Includes a "Frankly Dressing" style segment in...

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January 1, 2026 • 60 mins

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Happy New Year! Luke and Chris toast 2026's arrival with a show jammed top to bottom with crowd-pleasing hits. The guys explore tracks from Sinatra's sublime 1957 Capitol album "A Swingin' Affair!" while tasting a trio of delightful pours from Elijah Craig, a longtime favorite of both cohosts. Includes a "Frankly Dressing" style segment, an appreciation of half-finished bottles and a bonus fourth taste from Elijah C...

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Chris, Luke and returning special guest Jordan toast the season with some classic Christmas tunes from Sinatra and a trio of holiday cocktails made with flavored whiskeys from Ensign Red, Bird Dog and Two Stars. Louis Armstrong and Joe Gransden join the fun, and Jordan reflects on the light of love that darkness cannot overcome. Please don't miss the very end of the show. Peace and blessings! (Podcast produced by Lu...

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November 13, 2025 • 66 mins

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On the cusp of Thanksgiving, Chris and Luke enjoy three tasty, unique pours from Laws Whiskey House, a Colorado craft distillery with no master distiller and no tolerance for shortcuts. On the music side, the guys discuss three standout tracks from Frank's Capitol years, including a pair of uptempo travelin' tunes and a soul-crushing saloon song linked to Ava Gardner. Also includes a way to improve unloved bottles, ...

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October 30, 2025 • 69 mins

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In this special episode, Luke and Chris are joined by Luke's longtime pal Dusty Edinger, a multitalented performer and songwriter now finding fans on college radio, streaming and YouTube. The guys also discuss three tasty Wild Turkey pours and legendary master distiller Jimmy Russell. He started at Wild Turkey in 1954, the year after Sinatra joined Capitol and Elvis debuted on Sun. For more on Dusty, visit dustyedin...

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Chris and Luke enjoy three nuanced and delightful barrel proof pours from Michigan's Traverse City Whiskey Co and three more top tracks from Sinatra's tour de force Capitol Records career. Along the way, the guys discuss the Chairman of the Board's Centen + Ten, the undershirt's enduring utility and the laidback charm of The Dude from The Big Lebowski. (Despite his dubious drink of choice.) Podcast produced by Luke ...

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September 11, 2025 • 57 mins

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Luke and Chris taste a flight of deliciously distinct pours from Louisville's Old Forester, all crafted from the same mash bill. For music, the guys check out three exceptional recordings from Sinatra's legendary Capitol Records career. Georgia native Johnny Mercer provides sublime lyrics for two tracks. Also includes a Frankly Dressing style segment and a surprise mic grab by an art rock icon. (Podcast produced by ...

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Recording for the second time in the company of friends, Chris, Luke and their pals taste three unique and delicious pours from Brooklyn-based Widow Jane. On the music side, the guys take a break from the chairman's Capitol career to check out some surprising Sinatra covers of hit tunes from the late 1960s and early 1970s. Includes a Frankly Dressing style segment saluting the Kiwi Express Shine sponge. (Podcast pro...

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