The Scott Show Podcast

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Scott Kitun
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Investing Business Entrepreneurship Society & Culture
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510 - 850 listeners Neutral 4.8 rating 34 reviews 438 episodes USA
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30s Ad: $20 - $24 60s Ad: $23 - $27 CPM Category: Business
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A podcast about tech, media and money. Hosted by Scott Kitun, featuring a rotating cast of internet personalities, founders, investors and media friends.

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Externally Sourced Emails

  • sc***@gmail.com
  • sc***@kitun.com
  • ki***@kingscrowd.com
  • sc***@songfinch.com

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Recent Hosts, Guests & Topics

Here's a quick summary of the last 5 episodes on The Scott Show.

Hosts

Scott Kitun

Previous Guests

Joe Koziol
Joe Koziol is a golf wagering expert and commentator known for his insights into betting strategies and odds analysis in professional golf. He frequently collaborates with Scott Kitun on 'The Scott Show', where they discuss major golf events and provide betting advice.
Brian Belley
Brian Belley is the Head of Product at KingsCrowd, a platform that provides insights and analytics for the equity crowdfunding space. With a background in finance and technology, Brian has been instrumental in developing products that help individual investors navigate the evolving landscape of private equity and crowdfunding. He is known for his expertise in investment strategies and his ability to simplify complex financial concepts for everyday investors.
Sam Lessin
Sam Lessin is a venture capitalist and essayist, known for his role as a General Partner at Slow Ventures. He has a background in technology and entrepreneurship, having previously worked at Facebook where he was involved in product management and strategy. Lessin is recognized for his insights into the venture capital landscape and has gained attention for his VC25 manifesto, which critiques traditional venture capital models and advocates for a more sustainable approach to building companies.
John McDermott
John McDermott is a seasoned journalist and cultural critic known for his insightful commentary on the intersection of media, technology, and society. With a career spanning several years, he has contributed to various publications and platforms, focusing on the dynamics of modern hustle culture and the implications of the grift economy. McDermott is recognized for his sharp analysis of personal branding and the challenges posed by misinformation in the digital age. He has gained attention for his confrontational interviews and critiques of public figures, including a notable exchange with influencer Jay Shetty. His work often explores the blurred lines between authenticity and deception in contemporary media.
Craig Kilborn
Craig Kilborn is a legendary television host and comedian known for his work on ESPN, The Daily Show, and The Late Late Show. He is recognized for his unique comedic style and has made a significant impact on late-night television. After leaving late-night hosting at the peak of his career, Craig has focused on creative independence and personal happiness, sharing his insights through his podcast, The Life Gorgeous. He is also an advocate for a balanced lifestyle, emphasizing the importance of leadership and attitude.

Topics Discussed

PGA Championship golf wagering Rory McIlroy Jordan Spieth betting odds Scottie Scheffler Bryson DeChambeau Keegan Bradley Victor Hovland Patrick Cantlay Jeff Bezos Coatue private fund individual investors retail private equity Hamilton Lane modern portfolio public-private trend venture capital VC25 manifesto startup conveyor belt model seed investors 10x engineer unicorns founder delusion LP dysfunction commoditization of software long-term reality grift economy hustle culture tech founders personal branding irrational self-confidence AI-driven misinformation media accountability Craig Kilborn creative independence fame aging gracefully sandwich rankings The Life Gorgeous California road trips

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Episodes

Here's the recent few episodes on The Scott Show.

0:00 44:54

PGA Championship Storylines, Value Picks and Errant Takes with 'Big Kit & Venmo Joe'

Hosts
Scott Kitun
Guests
Joe Koziol
Keywords
PGA Championship golf wagering Rory McIlroy Jordan Spieth betting odds Scottie Scheffler Bryson DeChambeau Keegan Bradley Victor Hovland Patrick Cantlay
Scott's back with his golf wagering pal Joe Koziol to break down this week's PGA Championship and whether or not Quail Hollow is just "Rory McIlroy Country Club". The two discuss a few emerging storylines such as; will Jordan Spieth sneak into the elite Grand Slam club? Who has the tastiest odds coming into the weekend, and whether or not the PGA made the right call moving its championship to May.

📓 What You’ll Learn: - Top bets, longshots, and DraftKings pool plays from $7,500–$9,500 - Why Scottie Scheffler might run away with it—and why Rory still gives pause - The problem with Rahm - Why 4-times per year Bryson, is the perfect amount of Bryson

🔥 Featured Picks: - Keegan Bradley (110:1): The degenerate’s dream and Ryder Cup chaos agent. - Victor Hovland (50:1): High ceiling, high variance—he’s one swing from elite. - Patrick Cantlay: Secretly cool IRL? Scott thinks so.

Support the show by creating a free account at kingscrow.com.

Follow Scott on IG/Twitter @kitun
0:00 42:27

Why Jeff Bezos, Coatue Launched a New Billion Dollar Private Fund For Individual Investors

Hosts
Scott Kitun
Guests
Brian Belley
Keywords
Jeff Bezos Coatue private fund individual investors retail private equity Hamilton Lane modern portfolio public-private trend
This week, something seismic happened in private markets. Jeff Bezos, Michael Dell, and Coatue’s Philippe Laffont announced a $1B tech fund that’s now accessible to individual investors — with minimums starting at just $50K.

Let that sink in.

The floodgates are opening. What used to require millions and insider access is now coming to retail. First Hamilton Lane launched the first truly retail private fund exclusively on Repubic with a $500 minimum and now Coatue offering access to its own unique offering at $50k (funds like these typically have minimums in the millions).

In this episode, Scott is joined by KingsCrowd's Head of Product, Brian Belley, to unpack the real impact of this new "public-private" trend — and how everyday investors (and fintech bros) can take advantage of this radically evolving market.

What they discussed: - Why this marks the official arrival of the retail private equity era - The pros, cons, and potential traps for new investors - How to build a modern portfolio without getting wrecked by fees, hype, or fine print - Why the next generation of private investing will blur the lines between public and private assets

Support the show (and your wallet) by creating a free account at Kingscrowd.com.

Follow Brian @ Linkedin.com/in/brianbelley Follow Scott on IG/Twitter @Kitun
0:00 38:09

RIP Venture Factory and The State of VC 2025 with Sam Lessin

Hosts
Scott Kitun
Guests
Sam Lessin
Keywords
venture capital VC25 manifesto startup conveyor belt model seed investors 10x engineer unicorns founder delusion LP dysfunction commoditization of software long-term reality
Scott sits down with venture capitalist, essayist, and Slow Ventures GP Sam Lessin for a candid, high-signal conversation about the state of venture capital—and why the old playbook is officially dead. Sam unpacks the ideas behind his viral VC25 manifesto, including why the startup conveyor belt model is broken, how today’s founders are flying blind, and what it really takes to build something worth betting on in a post-factory era.

Together, Scott and Sam dive deep into the evolving role of seed investors, the myth of the “10x engineer,” and why most unicorns are now zombified corpses soaking up capital and talent. They riff on founder delusion, LP dysfunction, the commoditization of software, and how a new generation of operators must be built for long-term reality—not short-term hype.

It’s a provocative, honest, and sometimes brutal look at how we fund, build, and believe in companies today—and why SFD (Straight F*cking Down) might be the new north star for modern venture.

What You’ll Learn: -- Why the “VC Factory” model is gone for good -- How to survive as a seed fund in the mega-fund era -- Why great companies must now be built for forever, not acquisition -- What matters more than tech: story, founder, deal

Support the show (and your wallet) by creating a free account at Kingscrowd.com

Follow Sam Lessin on Twitter @lessin Follow Scott on IG/Twitter @Kitun
0:00 48:56

Surviving The Grift Economy with Pop Culture Journo John McDermott

Hosts
Scott Kitun
Guests
John McDermott
Keywords
grift economy hustle culture tech founders personal branding irrational self-confidence AI-driven misinformation media accountability
Scott sits down with longtime friend, journalist, and cultural critic John McDermott for a no-holds-barred conversation on the rise of the grift economy. John and Scott re-trace the evolution of modern hustle culture to unpack the cult of tech founders, the blurred lines between personal branding and deception, and why irrational self-confidence is both a feature and a bug of startup life. Along the way, the duo riff on everything from J.R. Smith’s delusional greatness to Mark Zuckerberg's masculinity arc, fake wellness routines, and the eerie emergence of AI-driven misinformation.

John shares what it was like to go toe-to-toe with Jay Shetty, the media’s retreat from accountability, and how we're all becoming lone agents in a broken information ecosystem. It’s a sharp, funny, and sobering look at an era where everything is a grift—and everyone’s a brand.

What You’ll Learn: -- Why the “rise and grind” founder archetype is built on delusion -- How fake personas thrive in a media landscape with no referees -- Why we’re only at the beginning of the grift era—and how AI will amplify it -- What snake oil salesmen of the 1900s can teach us about today’s digital hucksters

Support the show (and your wallet) by creating a free account at Kingscrowd.com

Follow John McDermott on Twitter @McDermott Follow Scott on IG/Twitter @Kitun
0:00 42:30

Craig Kilborn's Gorgeous Life, All-Time Sandwich Rankings, and Scott's Masters Weekend Recap

Hosts
Scott Kitun
Guests
Craig Kilborn
Keywords
Craig Kilborn creative independence fame aging gracefully sandwich rankings The Life Gorgeous California road trips
In this episode, Scott sits down with legendary host and comedic trailblazer Craig Kilborn for a wide-ranging conversation on life after late night, creative independence, and what it really means to stay above the fray. From his iconic runs at ESPN, The Daily Show, and The Late Late Show, Craig reflects on the highs of fame, why he walked away, and how he found peace (and punchlines) off-camera.

Scott and Craig share their philosophies on aging gracefully, drinking in moderation, and never chasing the night. They riff on Frasier, Scotch, the Reuben sandwich, and their favorite rewatchable movies—from Predator to North by Northwest. Plus, Craig shares what he’s up to now with his podcast The Life Gorgeous, his love for California road trips, and why leadership and attitude matter more than ever.

Lessons Learned: - Why Craig Kilborn left late night at the top—and doesn’t regret it. - How to craft a creative life without burnout or bitterness. - Why being genuinely happy is a competitive advantage. - What makes a sandwich truly great.

Support the show by signing up for a free account at KingsCrowd.com

Subscribe to Craig’s podcast: The Life Gorgeous Follow Craig on Instagram: @mrcraigkilborn Follow Scott: @kitun

Ratings

Global:
4.8 rating 34 reviews

USA

4.8 ratings 32 reviews

UK

5.0 ratings 1 reviews

Canada

5.0 ratings 1 reviews

Ireland

0.0 ratings 0 reviews

Australia

0.0 ratings 0 reviews

New Zealand

0.0 ratings 0 reviews

Singapore

0.0 ratings 0 reviews

South Africa

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