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A VC and a Founder intellectually spar on Vertical Tech & AI: covering the latest news, unpacking in-depth business strategies, and interviewing world-class leaders in the space, every Thursday.
| Episode | Date |
|---|---|
|
Why Voice AI Is About to Change Every Vertical | Mike Sharp
|
Oct 07, 2026 |
|
How to Build a Vertical SaaS Sales Machine | Kevin Wilson
|
Sep 30, 2026 |
|
Who Wins the Vertical AI Wars? | Luke Sophinos vs Nic Poulos
|
Sep 23, 2026 |
|
Why Vertical AI Wins The Decade | Dom Dinardo
|
Sep 16, 2026 |
|
How AI Is Rewriting the Marketplace Model | Mike Duboe
|
Sep 09, 2026 |
|
The AI Startup Strategy Everyone Is Copying | Quinn Litherland
|
Sep 02, 2026 |
|
The 5 AI Business Models That Could Replace SaaS | Yoni Rechtman
|
Aug 26, 2026 |
|
How to Build a Vertical SaaS Company AI Can’t Replace | Sahill Poddar
|
Aug 19, 2026 |
|
Why Venture Capital Feels BROKEN In 2026 | Rick Zullo
|
Aug 05, 2026 |
|
Why Everyone Is Building Their Own Software | Alex Oppenheimer
|
Jul 29, 2026 |
|
How Open Source Is Changing the Game for Vertical AI | Jake Saper
|
Jul 22, 2026 |
|
Why Compliance Is Becoming AI's Biggest Opportunity | Zach Rosen
|
Jul 15, 2026 |
|
The AI Gold Rush Is Chasing the Wrong Thing... | Adam Harris
|
Jul 08, 2026 |
|
The Biggest Mistake AI Founders Make Today | Zain Jaffer
|
Jul 01, 2026 |
|
He Built The Fastest-Growing AI In Education | Adeel Khan
|
Jun 24, 2026 |
|
What Investors Actually Look For In Founders | Dan Teran & James Gettinger
|
Jun 17, 2026 |
|
The Next AI Giants Will Be Both Consumer and Enterprise (Here’s Why) | Nikhil Basu Trivedi
|
Jun 10, 2026 |
|
The New Rules for Building Vertical AI | Kyle Lui
|
Jun 03, 2026 |
|
Why Voice AI Could Change Software Forever | Mike Droesch
|
May 27, 2026 |
|
Nic Gets Put in the Hot Seat: What’s Actually Happening in Vertical AI?
|
May 20, 2026 |
|
The Hidden Weakness of AI That Most Founders Ignore | Jacob Sandry
|
May 13, 2026 |
|
If AI Does ALL The Work… What Are You Even Selling? | David Haber
|
May 06, 2026 |
|
SaaS-Pocalypse? Here’s What’s Actually Happening
|
Apr 29, 2026 |
|
Nobody Took Laundromats Seriously… He Built a $1B Company (Here’s How)
|
Apr 22, 2026 |
|
How AI Startups Are BEATING Billion Dollar Companies (Vertical AI Playbook)
|
Apr 15, 2026 |
|
The Playbook for Building Vertical SaaS (10 Years of Hard Lessons) | Andres Robelo
|
Apr 08, 2026 |
|
Insurance Companies Don't Want This AI To Exist... | Episode 22
|
Apr 01, 2026 |
|
AI Agents Are Failing... Here's What Actually Works | Episode 21
|
Mar 25, 2026 |
|
This Startup Is Killing Spreadsheets with AI | Episode 20
|
Mar 18, 2026 |
|
The New Moat That’s Driving Returns in Vertical SaaS
|
Feb 25, 2026 |
|
Is Vertical SaaS Breaking? Where AI Actually Creates Massive Value | Episode 18
|
Feb 18, 2026 |
|
The Sneaky $80B Market: Why Liquor Stores Are the Ultimate Vertical SaaS Play
|
Feb 11, 2026 |
|
The $1.5B Vertical SaaS Opportunity Most Founders Miss with Mike Powers | EP 16
|
Feb 04, 2026 |
|
How Michael Saltzman Built EvolutionIQ to Win in Enterprise AI | Ep 15
|
Jan 28, 2026 |
|
How Nate Baker Built Qualia and Fractal to Win in Vertical AI | Ep 14
|
Jan 21, 2026 |
|
How Levelset Built and Sold a Vertical SaaS Company for $500M | Ep 13
|
Jan 14, 2026 |
|
Unlocking Billions in Embedded Fintech with Rahul Hampole (GM of Fintech @ ServiceTitan) | Episode 12
|
Jan 07, 2026 |
|
2026 AI Winners & Losers: Vertical AI Predictions ft. Todd Saunders & Omar | Episode 11
|
Dec 30, 2025 |
|
How Martin Roth Scaled Sales From $1 to a $500M+ Exit | Verticals Ep 10
|
Dec 23, 2025 |
|
How Dan Friedman Has Founded Multiple $100M+ Businesses | Verticals Ep 9
|
Dec 17, 2025 |
|
How to Build a Vertical SaaS Empire with Sam Youssef, CEO of Valsoft | Verticals Ep 8
|
Dec 10, 2025 |
|
How to build a Revenue Machine with Kyle Norton, CRO | Verticals Ep 7
|
Dec 02, 2025 |
|
AI in Healthcare with Mike Kopko (CEO, Pearl Health) | Verticals Ep 6
|
Nov 26, 2025 |
|
How Todd Saunders Built a $30M Vertical SaaS in Flooring (and Sold It) | Verticals Ep 5
|
Nov 19, 2025 |
|
AI Marketplaces with Jack Greco (Co-Founder, ACV Auctions) | Verticals Ep 4
|
Nov 12, 2025 |
|
Attacking Hyper SMB Markets with Brian Litvack (Founder & CEO of LeagueApps) | Verticals Ep 3
|
Nov 05, 2025 |
|
AI Roll Ups with Jeremy Yamaguchi (Founder & CEO of Cabana) | Verticals Ep 2
|
Oct 29, 2025 |
|
Unbundling The Franchise with Ilir Sela, Founder and CEO of Slice | Verticals Episode 1
|
Oct 17, 2025 |