The Sheddy Show

In Episode 128 of The Sheddy Show, we kick things off with Bridget Mendler’s surprising transition from Disney Channel star to aerospace entrepreneur, diving into how she’s helping launch Northwood Space and what it signals about the future of talent in tech. That momentum carries us into a charged discussion on Trump vs Harvard, where we unpack the broader implications of elite institutions clashing with populist figures and what it reveals about the state of American discourse. We then explore the concept of being “antifragile,” drawing from Taleb’s work to look at how individuals and systems can actually benefit from disorder—whether in markets, careers, or daily life. Throughout the episode, themes of reinvention, disruption, and long-term thinking take center stage. To ground it all, Edgardo shares where he’s at in his CFA study grind, breaking down what’s working, what’s overwhelming, and why consistency is proving to be the real edge. His insights tie back to the antifragile mindset—leaning into challenge, not avoiding it. The episode moves fast but hits deep. One for the thinkers, hustlers, and anyone reworking their playbook.

In this episode of The Sheddy Show, we sit down with Anthony Mazzenga to chat about his role at FM, where he dives into the world of risk engineering and the unique challenges that come with protecting commercial properties from loss. Anthony shares what it's like living in Madison, Wisconsin, offering insights on the local culture, lifestyle, and how it compares to other places he’s lived. We also take a trip down memory lane to his high school days, where he earned the title of salutatorian, and reflect on the habits and mindset that got him there. It’s a laid-back but thoughtful convo about careers, growth, and finding your rhythm post-grad.

We dive into our recent trip to Omaha, Nebraska for the legendary Warren Buffett Annual Shareholders Meeting—a.k.a. the "Woodstock for Capitalists." We talk about everything from our experiene road tripping to Omaha, to Buffett and Greg Abel's thoughts on Berkshire's future, balance sheets, and the company you keep around you.Follow US: @thesheddyshow on all platforms

Today on The Sheddy Show, we chat with Chad Mogan, a seasoned sales representative in the roofing and renovation world. We break down the real-life struggles of navigating insurance, explore the ins and outs of the roofing business, and take a surprising detour into the world of trading cards. A great conversation blending business insights and personal passions.

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We’re joined by Kyle Lim, CEO of Power Dental Group, a second-generation dental manufacturing company. Kyle shares his journey of taking the reins from his father, stepping into leadership, and carving out his own path while honoring the company’s legacy.

The conversation dives into the evolution of Power Dental’s product development, what it takes to innovate in a traditional industry, and the realities of running a family business. Kyle also talks about his relationship with entrepreneur and investor John Cerasani, and how that connection has influenced his growth as a young business leader.

Whether you’re into entrepreneurship, family business stories, or behind-the-scenes insights from a niche industry—this one’s worth a listen.

We dive into Ashton Hall, discussing his use of saratoga water and this new wave of alpha male mentality. Next, we take an in-depth look at tariffs and free trade, breaking down how tariffs impact economies, businesses, and consumers. We debate their effectiveness, considering both protectionist and free-market perspectives. Are tariffs necessary safeguards or economic barriers? We analyze the historical context and modern implications. Finally, we follow Edgardo’s journey in London, and Shiv's journey in Mexico.

Tune in for a thought-provoking mix of pop culture, economics, and personal anecdotes!

We sit down with Greg Wittstock, aka The Pond Guy, to dive into the world of backyard water features, entrepreneurship, and scaling a niche business into a multi-million-dollar enterprise. Greg, the founder of Aquascape, shares how he turned his childhood passion for ponds into a dominant brand in the industry, helping homeowners and landscapers create stunning aquatic ecosystems.

FOLLOW GREG: @GregWittstockthepondguy

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In this episode of The Sheddy Show, we dive into the world of investing with a breakdown of Price-to-Earnings (P/E) ratios—how they work, when they matter, and whether they’re still relevant in today’s market. Then, we shift gears to discuss the latest in OpenAI’s deep research, covering recent advancements, potential use cases, and what the future of AI innovation might look like. And of course, we wrap things up with a chat about Chicago sports—the highs, the lows, and everything in between. Tune in for another packed episode of finance, tech, and sports!

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In Episode 120 ofThe Sheddy Show, we take a deep dive into Kanye West's latest tweets, dissecting the content, the potential implications on his public image, and how they fit into the larger conversation on celebrity influence in today's social media-driven world. We explore whether his words are a form of self-expression or part of a calculated strategy to stay relevant in the ever-changing pop culture landscape.

Additionally, we switch gears and reflect on the evolution of the podcast itself. We review past episodes, highlight our favorite moments, and discuss the direction we see the show heading as we continue to explore topics ranging from politics to global trends to cultural phenomena. It's a more introspective episode, with plenty of insights on what’s coming next forThe Sheddy Show.

Tune in for candid commentary, analysis, and a look at the state of the podcast after 120 episodes!

This installment of The Sheddy Show dives into the big issues shaping headlines, from the debate over NYC's congestion pricing plan to the far-reaching impacts of Trump’s executive orders.

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