Jake (@WhiskySmiles) flies solo, opens the gates and lets the internet misbehave, welcoming Brent Freeman (@bgetsbetter) and Rob Yates (@ProsperCLT2023) (yes, alphabetized like a hostage list). What follows is a high-proof, low-filter conversation that ricochets through politics, culture, power, liberty, and whatever sacred cows wander into range.

Expect blunt takes, sarcastic laughs, uncomfortable truths, and at least one moment where someone says, “yeah… that’s probably getting clipped.” If by whiskey you mean uncut opinions, zero tone-policing, and three guys absolutely refusing to behave—congrats, you found your people.

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Jake & Mark invite filmmaker and professional troublemaker Jason Rink to the show—because apparently they hadn’t gotten themselves in enough algorithmic hot water this month. What follows is a conversational bar fight: jokes flying, truth bombs detonating, and at least three topics that would make a PR rep faint straight into their decaf latte.

Jason shows up with stories you’re legally discouraged from repeating, Jake keeps poking the censorship bear with a stick, and Mark is just trying to make sure the podcast feed doesn’t mysteriously “malfunction” afterward.

If you enjoy whiskey-fueled honesty, dark humor, and conversations that could easily end up as evidence, this one’s a keeper.

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In this episode of If By Whiskey, Mark welcomes Dan McKnight, founder of Defend the Guard and Bring Our Troops Home, for a sober and urgent conversation about the expanding use of America’s National Guard far beyond U.S. borders.

Together, they examine the constitutional questions surrounding the deployment of National Guard units overseas—who has the authority, where that authority ends, and what it means when guardsmen are placed in harm’s way without a formal declaration of war. The discussion confronts the real-world consequences of these policies, including the deaths of two Iowa National Guardsmen in Syria and the recent attacks on two Guard members in Washington, D.C.

This episode moves past slogans and soundbites to focus on accountability, constitutional limits, and the human cost borne by citizen-soldiers and their families. A critical listen for anyone concerned about civil-military authority, foreign entanglements, and the future of the National Guard in an era of endless conflict.

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On this episode of If By Whiskey, Jake and Mark welcome the sharp, unfiltered mind behind The White Pillbox, Mark Maresca. What starts as a conversation quickly becomes a full-on deep-dive into the stories, scandals, and psychological warfare shaping modern America. From media sleights-of-hand to the cultural narratives warping our perception of truth, the trio break it all down with humor, grit, and an occasional splash of whiskey-fueled clarity.

If you like smart conversations with a rebellious streak, buckle up—this one swings.

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Mark welcomes back his OG partner-in-crime, Woodsey — but don’t let the reunion fool you. This time, the boys are diving into the not-so-fun corner of the internet: the exploding world of online gambling and predictive markets.

From apps that let you bet on everything short of your neighbor’s breakfast choice to the “oops… guess I’m bankrupt now” stories popping up across America, Mark and Woodsey break down how these digital vices are getting disturbingly good at emptying wallets.

But don’t worry — it’s If By Whiskey, so the conversation stays lively, curious, and just irreverent enough to keep you laughing while you learn. Expect sharp insights, a few rants, and the occasional “wait… people really bet on THAT?” moment.

Grab a glass, tune in, and let’s talk about why the house still always wins — even when the casino is your phone. 🍻

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Jake and Mark roll out the welcome mat (and pour a strong drink) for T.G. Pierce, author of the provocative new book Dethrone Davos.

What happens when two whiskey-fueled hosts sit down with someone who thinks the future shouldn’t be run by a tiny club of unelected global power-players? A lively, curious, occasionally spicy conversation about elite influence, global governance, and what it means to push back against the status quo.

Expect big ideas explained in plain English, some well-placed jokes, and a few “did he really just say that?” moments — all with the signature If By Whiskey blend of fun, skepticism, and irreverence.

Grab a drink and join us as we talk conspiracies, courage, and why the people in charge might not deserve the job. 🍻

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Mark’s cracking open his laptop — and for once, it’s not to dig into history. Nope. He’s back with his original co-host Woodsey to dive deep into the weird, the wacky, and the downright hilarious world of popular web searches.

We start typing — slowly, expectantly — and watch in real time as autofill predictions unfold. What random, ridiculous, or unexpectedly profound queries is the internet full of? From odd pet questions to existential ponderings to laugh-out-loud human curiosities — we’re mining the best (and strangest) of what people actually search for online.

We’ll be riffing off the hilarious examples compiled in the Reader’s Digest list “20 Funny Google Searches That Will Make Everyone Giggle.” 

Expect laughs, head-scratches, and maybe a little soul-searching as we wonder: what does Googling say about us?

Tune in for sweet randomness — and a whole lot of fun. 🍻

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On this week’s If By Whiskey, Jake (@WhiskySmiles) and Mark (@MarkSeanPuls) welcome the one and only Brent Freeman (@bgetsbetter) of the Aiming Up Podcast — a man whose optimism is so relentless it should probably be regulated by the FAA.

The trio dives into life, growth, and the fine art of staying sane in an insane world… all while trying not to spill their drinks or derail the conversation into a philosophical bar fight. Expect sharp insights, unexpected rabbit trails, and at least one moment where you question if this is profound wisdom or three guys riffing their way into a therapy session.

Grab a glass, hit play, and aim up — or at least aim somewhere.

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This week on If By Whiskey, Mark welcomes the one and only Roman Garcia, the outlaw mastermind behind The Roaming Bandit(s)—yes, the man who somehow turned traveling, tweeting, and probably breaking minor municipal laws into a brand. Together, they dive into Roman’s origin story, the birth of @roamingbandits on X, and why Spotify still hasn’t created a “Most Wanted Podcasters” category.

Expect wild stories, suspiciously specific alibis, philosophical whiskey talk, a little conspiracy garnish, and enough laughs to make your probation officer concerned. If you’ve ever wondered what happens when a respectable podcast host teams up with a lovable bandit who roams both the highways and the algorithm—this is your episode.

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Today on If By Whiskey, Mark welcomes the one and only Shaka Mitchell—education reformer, Substack sage, and the only man who can make school choice sound both noble and mildly dangerous. They dive into Shaka’s latest writings, his behind-the-scenes stories from the world of education policy, and the strange phenomenon of adults who panic at the sight of empowered parents.

Mark and Shaka also take a whiskey-soaked detour into politics, culture, and the many ways the world insists on being absurd. Come for the insights, stay for the banter, and leave with a newfound appreciation for people who actually read policy documents on purpose.

Warning: Contains high-level ideas, lowbrow jokes, and at least one tangent that probably should’ve been edited out—but wasn’t.

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