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November 27, 2025 119 mins

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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