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| Episode | Date |
|---|---|
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Cahlan & Colt: 10-Year DevMountain Reunion, Bootstrapping, Bootcamps, Acquisitions
|
May 28, 2026 |
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Carine Clark: 4x CEO, First Colony Mortgage, Resilience, Beating Ovarian Cancer, Introvert, Leader
|
May 21, 2026 |
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Matty Gay: Building Primo Golf, Signing Phil Mickelson, Grant Horvat & Ecommerce Apparel
|
May 07, 2026 |
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Blake Modersitzki: Pelion VC, Venture Returns, AI, War Stories, Top Deals & Scale
|
Apr 30, 2026 |
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Cap Table Red Flags: AI Rewriting Startup Investing, SaaS, Solopreneurs, Founder Splits & Vesting
|
Apr 16, 2026 |
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Matt Holman: E-commerce Subscription Playbook, CPG, From Prison to Profit
|
Mar 26, 2026 |
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Jon Richards: Nomatic, E-Commerce, Margins, CPG, Crowdfunding, Retail, Sourcing
|
Mar 19, 2026 |
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Jeremy Andrus: Traeger Grills, Brand Moats, Company Culture, Scaling, Going Public
|
Mar 05, 2026 |
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The Truth About Product Market Fit, PMF, Customer Interviews, Lean Startup
|
Feb 26, 2026 |
|
Dan Caffee: Sold Teem to WeWork for $100M, Startup Mistakes, Personal Family Tragedy
|
Feb 12, 2026 |
|
Sam Stoddard: TurboTax for Immigration, YC, VC, Exits
|
Feb 05, 2026 |
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Matt Stapleton: Turning Excel Sheets into $480M, SaaS Ideas, Strategy, Startups
|
Jan 29, 2026 |
|
Dave Bateman: How he kept 60% of a Unicorn, Entrata, Bootstrapping, Magic Mushrooms, Silver, Scaling
|
Jan 16, 2026 |
|
Cydni Tetro: Disney R&D, Innovation, 3D Printing, Brandless, Startups, Coke, Tenacity, Women in Tech
|
Jan 01, 2026 |
|
John & Tyler go over the Carta Q3 Pre-Seed Analysis, Early Stage Trends, VC, SaaS
|
Dec 18, 2025 |
|
Ryan Westwood: Slow Down to Speed Up, His $250M Exit to Infosys, Buying 7 Competitors, Scaling
|
Dec 11, 2025 |
|
Paul Ahlstrom: The Origins of Nail It Then Scale It, Market Timing, Utah VC, AI
|
Dec 04, 2025 |
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Johnny Hanna: Entrata’s $4B Journey, Homie’s Disruption, and Entrepreneurs Mental Health
|
Nov 13, 2025 |
|
Adam Weber: Sold Service Business to Build a SaaS Startup, Fundraising, Pest, Finding Confidence
|
Nov 06, 2025 |
|
Jeff Kearl: The Playbook for Iconic Brands, Stance, Skullcandy, Entrepreneurship
|
Oct 30, 2025 |
|
David Bradford: The Master Connector, Wozniak, Jobs, Gates, Eric Schmidt, Sergey, Novell, Microsoft
|
Oct 16, 2025 |
|
Jeron Paul: From Spreadsheet Idea to $419M Exit, SaaS, Salesforce Acquisition, Founder Journey
|
Oct 09, 2025 |
|
Startup War Stories That Will Save Your Company | Equity Splits, Bad Investors, Hiring
|
Oct 02, 2025 |
|
Ben Knell: Building a $100M+ Sales Engine, Family & Leadership, FBI, Pest Control, Business
|
Sep 25, 2025 |
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Jeff Burningham: From Real Estate Tycoon to VC, Startups, Becoming Wise in the Age of AI
|
Sep 18, 2025 |
|
Case Lawrence: From Elon's Lawyer to Trampoline King, Sky Zone, Startup, Founder Story
|
Sep 04, 2025 |
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Kurt Workman: Owlet Baby Sock’s $100 Million Journey | Startup, SPAC, FDA, Turn Around
|
Aug 21, 2025 |
|
Don't Make These Mistakes: Founder Regrets, PMF, Fundraising, QSBS, Hiring
|
Aug 14, 2025 |
|
Dustin Robins: Following Lean Startup all the way to $30M, Don’t Skip Steps, Scalability
|
Aug 07, 2025 |
|
Startup Elephants vs Unicorns: Why We Invest in Elephants, Valuations, VC, Fundraising, Strategy
|
Jul 31, 2025 |
|
Garrett Gee: The Secret $54M Snapchat Sale, Bucket List Family, Shark Tank, Raising VC
|
Jul 17, 2025 |
|
Adam Edmunds: $4B Entrata CEO on Podium's Growth, Allegiance Sale to MaritzCX, SaaS & GTM Metrics
|
Jul 10, 2025 |
|
Phil Kirkeiner: $150k to $7M with an Offshore Sales Team | Startup Scaling, SaaS, Remote Teams, CEO
|
Jul 03, 2025 |
|
Scott Johnson: Bootstrapping to a $1.5B Adobe Acquisition, Workfront, Motivosity, Product-Market Fit
|
Jun 19, 2025 |
|
Andrew Smith: From Tech to Restaurants, Problem Hunter Building a Food Empire, Scaling & Investing
|
Jun 13, 2025 |
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"This Is a DEAL KILLER": VC's Pre-Seed Due Diligence Checklist, Cap Table, Rule 83B, Founder Equity
|
Jun 05, 2025 |
|
Travis Cook: The AI Software Revolution, Building a Top Dev Shop, Blockchain, Startup Investing
|
May 30, 2025 |
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Craig Earnshaw: Destructive Founder Splits & Pitching Investors Confidently, Angel Investing, Exits
|
May 15, 2025 |
|
Brian Beutler: Pitching Genius Raises $100M at Alianza, VOIP-2-Cloud Pivot, CEO of the Year Insights
|
May 08, 2025 |
|
Evan Teshima: Bootstrapping ForeUP to a Massive SaaS Exit and the $400k Chess Game
|
May 01, 2025 |
|
Eric Smith: Smart Home Legend, Hotel Internet Inventor, Control4 IPO, & Founder Lessons That Matter
|
Apr 25, 2025 |
|
Startup Validation Roadmap, Founder Mistakes, SI's Bootcamp Frameworks, Real-World Pivot Stories
|
Apr 17, 2025 |
|
Bryan Christiansen: Bootstrapping to Millions in ARR, Landing Goldman Sachs, & Customer Obsession
|
Apr 10, 2025 |
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Jared Ward & Brendon Beebe: Coding with AI, Overcoming Scaling Challenges, Founding Team Dynamics
|
Apr 03, 2025 |
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AI Investments, Founding Teams, VC Market Trends, Startup Strategies
|
Mar 27, 2025 |
|
Jason Peterson: Selling Before Building, SaaS Success, Validation, Lessons Learned
|
Mar 20, 2025 |
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Devin Shurtleff: Overcoming Challenges, Strategic Shifts, and Lessons from a CEO’s Leadership Legacy
|
Mar 13, 2025 |
|
Silicon Slopes Legend John Pestana on Omniture’s $1.8B Adobe Exit, Enterprise Sales, & VC Tradeoffs
|
Mar 06, 2025 |
|
The $22M Bet on SMS Marketing: Shane Murphy’s Startup Playbook
|
Feb 27, 2025 |
|
Avoiding Capital Pitfalls: Sustainable Growth and Effective Networking Strategies
|
Feb 21, 2025 |
|
AI Gold Rush, Startup Cycles, and the Art of Bootstrapping: What Every Founder Needs to Know
|
Feb 14, 2025 |
|
Our Journeys, Lean Startup Insights, Economic Cycles, and AI's Role in Modern Entrepreneurship
|
Feb 07, 2025 |