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

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

By: Luke and Chris
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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!

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Episodes
  • I Wish I Were In Michigan (Traverse City)

    I Wish I Were In Michigan (Traverse City)
    Oct 9 2025

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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.)
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    59 mins
  • Young Love and Old Forester

    Young Love and Old Forester
    Sep 11 2025

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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.
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    57 mins
  • Yep, Frank Did That One Too! (Widow Jane)

    Yep, Frank Did That One Too! (Widow Jane)
    Aug 21 2025

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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.
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    1 hr
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