On episode two of Two Guys On A Porch, friends Jason and Bradford turn up the heat with a lively discussion on the personalities of Presidents—from the differing charms of Kennedy and Trump to the personas of Obama and Nixon. As they cut and light up the Arturo Fuente “Between the Lines” cigar, they savor the bold flavors while musing over the politics of telegenics, influence, and more. The guys also sample three Jack Daniel’s expressions: the Sinatra Select, Bonded, and the smooth #27 Gold, crowning it all with a toast to the legend himself, Frank Sinatra—who learned to enjoy Jack with good company alongside Jackie Gleason.

With a nod to the “two worst candidates ever” of 2016 and some word-salad moments reminiscent of today’s headlines, they explore what “generational Presidents” have in common. They also dive into Kamala Harris’ rise in politics and the “word-salad” moments of modern-day campaigns.

Whether you’re here for the connections, the laughs, the history, or the latest Whiskey Advocate of the Year, this episode brings it all. Grab a glass, settle in, and enjoy the ride as they uncover why opposites attract, tackle political myths, and wonder who’s really listening to the handlers behind the scenes. Cheers!

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Whiskey Sampling:

Three Jack Daniel’s expressions: Sinatra Select, Bonded, and the smooth #27 Gold

Cigar:

Arturo Fuente “Between the Lines”