In today's episode, Neville Medhora (Swipefile, Copywriting Course, ex-AppSumo) joins Matt and Kolby to talk about how good copy delivered AppSumo's first $10,000 day, why his flagship Copywriting Course business is being eaten by AI while Swipefile.com is soaring, Neville's content workflow, and why selling software is dead in 2026.

Timestamps:

• 01:19 House of Rave and Dropshipping in High School
• 03:21 Finding Copywriting and AppSumo's First $10K Day
• 05:53 Copywriting Course Dying, Swipefile Soaring
• 11:27 Brand, Style, and Standing Out From AI
• 16:33 How Swipefile's Business Model Works
• 18:44 Why Selling Software Is Dead
• 22:51 The Hybrid Sponsorship Model That Actually Pays
• 26:45 Custom Content and Evergreen Sponsorship Deals
• 33:47 Acquired's $4.8M Pre-Rolls and B2B Ad Math
• 35:57 Why Blogging Is Social Media Now
• 37:15 Neville's Content Flow: Swipefile → Newsletter → Social
• 40:43 Growing a Newsletter in 2026
• 45:00 Why Neville Won't Sell Claude Skills (Yet)
• 52:34 Where To Find Neville

📌 Resources Mentioned:
The Gary Halbert Letters — https://www.thegaryhalbertletter.com
Wait But Why (Tim Urban) — https://waitbutwhy.com

🔗 Connect with Neville Medhora:
LinkedIn — https://www.linkedin.com/in/neville-medhora-654749/
Swipefile — https://swipefile.com
YouTube — https://www.youtube.com/channel/UCSN1tlH1nvAXkv9nnBCmfiQ

🍿 Watch on YouTube

https://www.youtube.com/@growletter

Walker Deibel (Buy Then Build) joins Matt and Kolby to talk about how he wrote a category-defining book, built a newsletter to 300,000 subscribers, and used that list to raise $4 million in four hours. They cover his grassroots book launch strategy, why he believes newsletters are the most impactful asset any entrepreneur can build, and his framework for navigating private capital markets as what he calls the "new family office."

Want to get your first 1,000 newsletter subscribers in 30 days? Go here 👉 https://www.newsletteroperator.com/subscribe

Apply To Work With My Agency 👉 https://www.growletter.com

Timestamps:
00:00 Intro
03:53 The Shift from Startups to Acquisitions
05:36 How Buy Then Build Changed Entrepreneurship
08:33 Grassroots Marketing and Book Launch Strategy
12:18 Creating a Movement and Defining a New Category
16:15 Frameworks for Exceptional Content
19:14 Writing the Book and Defining Entrepreneurship
22:29 Monetizing the Book and Building Community
29:14 Why In-Person Events Still Matter
35:43 Transitioning from Acquisition Lab to New Ventures
36:59 The Power of Email Lists in Investing
39:33 Building a Private Market Investing Community
43:15 Creating Value Through Direct Investments
46:35 The Economics of Being a Family Office
48:04 Newsletters as the Most Impactful Business Asset
48:59 Where to Find Walker

📌 Resources Mentioned:

Buy Then Build (book)

Acquisition Lab

Good to Great by Jim Collins

🔗 Connect with Walker Deibel:

LinkedIn — https://www.linkedin.com/in/walkerdeibel/

Website — https://walkerdeibel.com

Newsletter — https://wealthstack1.com/

Matt and Kolby break down OpenAI's acquisition of TBPN for over $100 million and what it actually means for media. They dig into why the deal was less about audience size and more about an aqua hire of founders John Coogan and Jordi Hayes, how tech companies consistently use media as a PR and storytelling asset, and what lessons indie creators can take from TBPN's 18-month run to a nine-figure exit.

Want to get your first 1,000 newsletter subscribers in 30 days? Go here 👉 https://www.newsletteroperator.com/subscribe

Apply To Work With My Agency 👉 https://www.growletter.com

Timestamps:

00:00 Intro

05:29 Why the Founders Were the Real Asset

11:03 Editorial Independence Concerns

16:29 The Future of Infotainment in B2B

22:54 Media as a Tech Acquisition Strategy

28:43 Focus on Your Core Thing

📌 Resources Mentioned:

TBPN (Tech Business Programming Network)

🍿 Watch on YouTube

https://www.youtube.com/@growletter