Jeff Howard and BJ Bales bring the kind of conversation that feels part comedy set, part Hollywood war story, and part masterclass in creative survival. The two comedians and actors break down how they met through indie films in LA, what it actually takes to stay in the entertainment game, and why talent alone is never enough without proximity, persistence, and the right people around you. They also pull back the curtain on Big Smits Entertainment, their production company built out of necessity, frustration, and a desire to make comedy on their own terms. A major focus of the episode is their upcoming dark comedy Suburban Psycho, a Charleston-rooted R-rated buddy comedy that represents their first major swing as producers, writers, and performers. At its core, this conversation is about protecting your creative voice, taking the long road, and building something real when the traditional system stops making sense.

BJ Bales
Jeff Howard
Suburban Psycho

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Host: Jack Moran

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Harvardseye brings a raw, funny, and unique perspective to this conversation, unpacking how comedy became both his outlet and his vehicle. What starts as a conversation about skits and viral content turns into something bigger: a real look at Boston’s cultural divide, the city’s creative ceiling, and his mission to bridge both through humor. He talks about growing up in Dorchester, finding comedy through hardship, and learning that relatability is what actually makes content hit. The episode also gets into his transition from internet personality to real stand-up comic, plus the wild Drewski audition story that helped turn Young Pilgrim into a character people now recognize.

Harvardseye LinkTree

Harvardseye Instagram

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Host: Jack Moran

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Coady Cline sits down with Jack to unpack the mindset behind a life built on sales, access, relationships, and relentless competitiveness. From becoming a force in Boston nightlife through TheVIPHost to building in solar recruiting and premium suite experiences, Coady explains how reading people, handling rejection, and staying in motion became his real unfair advantage. The conversation moves through wild door-knocking stories, the realities of money and discipline, and what it actually takes to survive environments built on pressure, ego, and fast decisions. More than anything, this episode is about reputation, resilience, and why the people who win in the long term are usually the ones who stay honest, help others, and keep showing up when most people tap out.

Coady Cline LinkedIn

The VIP Host

Seats To Suites

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Host: Jack Moran

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Brandon Gadles joins Jack for a conversation that goes far beyond hemp. What starts as a raw discussion on accountability and victimhood quickly turns into a sharp breakdown of toxic employees, business lawsuits, leverage, and the kind of mindset it takes to protect what you’re building. Brandon also shares how watching CBD and THC products help his mother through cancer treatment became the catalyst for launching Boston Hemp, giving the entire conversation real weight and personal conviction. From there, the episode opens up into lessons on distribution, product education, and scaling in a category that still carries stigma. It’s a grounded founder conversation about pain, clarity, and learning when to cut problems off before they spread.

Brandon Gadles

Boston Hemp

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Madi Beumee joins Shakin’ Hands for a conversation that feels just as much about identity and confidence as it does content and business. What makes this episode hit is the way she strips away the shiny side of social media and gets honest about what it really takes to build something with substance, staying power, and intention. There’s a real throughline around visibility — not just being seen online, but learning how to trust your voice enough to show up fully and turn that into real opportunity. Madi brings a perspective that is both strategic and deeply personal, which gives the conversation weight beyond marketing advice alone. The result is an episode that speaks to creators, founders, and anyone trying to build a brand without losing themselves in the process.

Madie LinkedIn
Madi Buemee Instagram

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Host: Jack Moran

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In this episode, Jack sits down with Diego Andres of Smart Boston for a conversation centered on money, mindset, and the power of human connection. Diego breaks down how Smart Boston is using street interviews and real conversations to understand how Gen Z thinks about wealth, relationships, confidence, and personal responsibility. He shares why he believes proximity, curiosity, and the willingness to feel uncomfortable matter more than resumes, credentials, or trying to look polished too early. The episode also gets personal, as Diego opens up about depression, loneliness, early entrepreneurial losses, and the hard lessons that shaped his perspective on leadership and success. It is a sharp, high-energy conversation about rejection, self-awareness, and what it actually takes to build a bigger life from the inside out.

SmartBoston
Diego Andres

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Cait Brumme, CEO of MassChallenge, joins Jack for a sharp conversation on what founders actually need beyond funding: grit, customer proximity, the right network, and the ability to commercialize in hard markets. Drawing on her background across impact investing and Harvard Business School, Cait breaks down why MassChallenge is built to help early-stage companies get to real traction, not just better pitch decks. The episode dives into hiring, leadership, and the balancing act every founder faces between conviction and adaptation. Jack and Cait also get into the future of AI, where it can create massive upside, where it can quietly erode human connection, and why the smartest builders will stay grounded in reality while everyone else chases noise. It’s a strong episode on building durable businesses, solving meaningful problems, and keeping the human edge in a world moving faster by the day.

Cait Brumme
MassChallenge

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WBZ NewsRadio reporter, producer, and on-camera personality Matt Shearer joins Jack Moran to break down what it takes to turn everyday local moments into stories people actually care about. Matt shares how his early love of radio shaped the way he communicates today, treating the audience like a friend in the passenger seat, not a crowd he has to “perform” for. He unpacks the core storytelling principles that drive his work: earn attention fast, keep the pacing tight, and make sure every story delivers a real payoff. The conversation also explores how trust is built, both with strangers in the field and with viewers online, by staying human, curious, and consistent. This episode is a behind-the-scenes look at modern journalism and content creation, and a reminder that the best stories aren’t the biggest… they’re the most honest.

Matt Shearer Instagram

WBZ NewsRadioTikTok

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Host: Jack Moran

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