Swipefile
LibraryStudioTools
Swipefile
Swipefile
  • Library
  • Studio
  • Tools
Categories
More
  • Database
  • Popular
  • Random
  • About
Tools
  • Business Idea Generator
  • Product Pricing Calculator
  • Gross Profit Calculator
  • View All Tools
Resources
  • What is a Swipe File?
  • Popular Posts
  • I'm Feeling Lucky
  • Contact
  • Terms of Service
  • Privacy Policy
Sponsored by

Command Palette

Search for a command to run...

LibraryStudioTools
Database
Popular
Random
About
Business Idea Generator
Product Pricing Calculator
Gross Profit Calculator
View All Tools
What is a Swipe File?
Popular Posts
I'm Feeling Lucky
Contact
Terms of Service
Privacy Policy

Matt Gray Interview: Building personal brands, communities, and media-first startups

Wisdom
Podcast
Videos
Advice
·
Published on May 13, 2025
by Neville MedhoraNeville Medhora

This is my interview with popular entrepreneur ​Matt Gray​:

🎧 Prefer listening to this? Here's a podcast version! 🎧

Here's my personal notes from the interview (in visual form)!

0:00: Matt Gray is known for giving entrepreneur advice online, with millions across all the social platforms, but before that he founded the BitMaker Coding School - Largest in Canada, that was acquired for $410m, he bought Herb.com and built it to a community of 14m, then started his current venture Founder OS with 2,500 community members launching businesses.

⬇

(1:05) Matt was in Austin putting on an event ($250,000 cost each) for founders building Building media-first business.

⬇

(2:18) One of their core products is helping founders over a year with community and support for content.

⬇

(3:04) Many future businesses will be led by a personal brand, and people want to be the CEO of their own personal media company.

⬇

(4:20) People who have a compulsion to post online anyway tend to last a long time, whereas people who don’t enjoy it have a harder time because it’s less sustainable.

⬇

(4:48) I still get nervous about posting stuff online, so does Matt. I get over this by scheduling.

⬇

(6:00) For all social media platforms you can use scheduling software that cross-posts everywhere. You also need batching systems for when you need to write/create.

⬇

(6:46) Matt started on X about systems and content, then started writing for LinkedIn, now is doing a lot on YouTube.

⬇

(8:21) Dan Go told me, “X is the place where you make friends, LinkedIn is where the customers are.”

⬇

(8:38) “Linked In is our second highest channel for leads. The first is YouTube.”

⬇

(9:05) Short form videos talk. Short form is a discovery layer of the internet. Matt posts 1 Reel/TikTok/Shorts a day. It’s a lot of effort. Making only short form is difficult to scale, whereas long form first is easy to make short form out of.

⬇

(11:37) #1 opportunity platform for Matt is now YouTube. Wants to master the craft of making videos.

⬇

(12:51) Matt has a team of 2 video editors, a producer, and a few short form video editors. Sometimes use a motion graphic designer and animator.

⬇

(13:57) I personally like putting out interviews, but Matt doesn’t do many. He did very few, but he’s travelling all the time so it’s difficult to even just meet up in person with people. He also felt like he had stories to tell that an interview doesn’t, at least at the time.

⬇

(16:15) I built a 3 camera, 2 person interview setup in my office, thinking it would save me time by recording at home. It totally backfired! It actually drained a lot more time, so now I go to a professional studio to record. I can drop in and dip out much faster than getting my home setup for it.

⬇

(20:31) Should we let the hair down??

⬇

(21:25) Growing an audio-only podcast is almost impossible, very rare it works. YouTube growth is important for pods.

⬇

(23:35) Communities. Many people have moved from courses to communities. Even with Copywriting Course the community component is super active.

⬇

(25:12) Matt’s thoughts on communities. There needs to be a purpose they’re there. Also curating people into different groups depending on what stage they’ve at. It generally happens organically. Pick any platform and just start. They do two Q&A’s per week. They take the team and have then run sessions.

⬇

(27:40) You will quickly find out what your community wants by what they keep asking.

⬇

(29:20) They use Skool for their community because it’s simple.

⬇

(30:33) Audience VS Community by Sam Parr. How they are focusing on in-person communities over online.

⬇

(33:00) He recommends most founders build an audience first, then you can direct that audience to a product you build.

⬇

(35:00) The Founder OS newsletter goes out twice a week, a Wednesday short email usually informing about a new video, and a Saturday long email.

⬇

(36:05) For private consulting projects at Copywriting Course, lately they’re all for building (or improving) a newsletter.

⬇

(37:55) The SWIPES Email stands for Swipe Wisdom Picture Essay Splurge.

⬇

(38:05) “I always use SwipeFile.com for reference” –Matt Gray

⬇

(39:07) Whenever Matt wants references to pricing and landing pages for ideas he’ll use SwipeFile.com

⬇

(40:43) Many swipe files are just all old ads, but the modern word has images and copy and videos and mixed media, so that’s why SwipeFile exists.

⬇

(41:44) Writers for SwipeFile in the past would just collect a ton of old ads, but you can draw inspiration from so many different and unrelated things.

⬇

(45:00) Traditional automation can still be super useful, I give my blog reply example that scrapes my emails and I can respond to it all as comments on our blog.

⬇

(46:26) Using AI. Matt likes using Claude a lot. He uploads all his stuff to it. He’ll use it to write initial drafts of email sequences then go through them. A multi-month project might now take two days.

⬇

(49:32) At Copywriting Course we’ve noticed there’s 3 levels of copy: Low Level, Medium Level, High Level.

⬇

(50:26) Matt built and sold BitMaker for $410m, it was the largest coding school in Canada.

⬇

(52:22) Matt likes Whisper Flow for speaking to the computer and it lets you transcribe your voice but then transcribe it correctly as if you’re typing.

⬇

(54:54) How Matt trains his team to write good copy. For X, YouTube, and Newsletters he originally wrote everything himself, now he has a guy help with newsletters. He still does all his social media because it’s hard to find someone to write in your own voice.

⬇

(57:18) I get jealous if someone else is writing, and feel like I want to do it. It’s like a hobby.

⬇

(58:44) Matt became more Zen over time and was smoking a lot, and then completely stopped 6 years ago.

⬇

(1:05:26) I personally stopped eating at 8pm on most days, as all my bad habits like overeating happened at night.

⬇

(1:06:54) Like most things in life there can be a ONE thing to focus on. I used to have TEN things to focus on, but then none got done!

Follow Matt Gray:
🖥 Website: ​​​​founderos.com​​​​
📷 Instagram: ​​@matthgray​​
📱TikTok: ​​@realmattgray​
📹YouTube: ​​​​@realmattgray ​
👔LinkedIn: ​@mattgray​

Follow Neville:
👨🏼‍💼 Join As Member: ​copywritingcourse.com​
🖥 Website: ​SwipeFile.com ​
X X: ​@nevmed ​
📷 Instagram: ​​@neville_medhora​
📱TikTok: ​​​​@neville.medhora​
📘 Book: ​This book will teach you how to write better​​ ​
▶️ YouTube: ​@kopywriting

Analyzed by Swipebot

Loading analysis...
Ad
Log inSign up
Categories
  • Ads2153
  • Advice2546
  • Before & After438
  • Business Ideas146
  • Copywriting3324
  • Data1258
  • Direct Mail78
  • Emails341
  • Images2033
  • Money101
  • Motivation428
  • Pricing236
  • Print Ads693
  • Quotes198
  • Sales Pages468
  • X
    Social Media952
  • SWIPES Email185
  • Testimonials111
  • Videos533
  • Wisdom255
  • All Categories95

Related Posts

the-200-000-sensor-war-lidar-vs-camera-af97c264.png

The $200,000 Sensor War: LiDAR vs Camera

This graphic is a $200,000 staring contest between...

Ads/Wisdom/Design
Nov 1, 2026
billionaire-lessons-money-leadership-real-happiness-4bf4e1a4.png

Billionaire Lessons: Money, Leadership, Real Happiness

Billionaires are weirdly useful lab rats. They’ve already...

Copywriting/Newsletter/Design
Oct 31, 2026
use-humorous-what-if-urgency-ads-1f0fb2e9.png

Use Humorous 'What If' Urgency Ads

Most urgency ads yell about discounts and deadlines....

Ads/Copywriting/Motivation
Oct 31, 2026
trusts-that-preserve-your-art-collection-de9a3d45.png

Chase Manhattan’s “Preserve It for Posterity” Art Collection Ad (1969)

This old-school Chase Manhattan ad nails the emotional...

Ads/Wisdom/Images
Oct 30, 2026
get-your-product-in-front-of-people-07c024ba.png

Marketing is just figuring out how to get your product in front of people's faces.

That stick figure drawing says everything you need...

Copywriting/Quotes/Advice
Oct 29, 2026
turn-childhood-nostalgia-into-magnetic-content-cover
Carousel

Turn Childhood Nostalgia Into Magnetic Content

Nothing bonds strangers on the internet faster than...

Instagram/Copywriting/Design
Oct 28, 2026

Popular in Wisdom, Podcast, Videos & Advice

6-copywriting-formulas.png

6 Copywriting Formulas

This chart from Chase Dimond packs a mini-MBA...

Ads/Formulas/Instagram
Mar 19, 2025
Anatomy-of-homepage.jpg

Anatomy Of A High-Converting Homepage

Convert Sail dropped a killer visual that breaks...

Copywriting/Home Pages/Videos
Feb 1, 2025
website-layout-that-sells.webp

Website Layout That Sells

This mockup nails what every high-converting landing page...

Copywriting/Home Pages/Websites
Feb 26, 2025
hormozi-simple-email-sop-b41b9048.png

Hormozi Simple Email SOP

If writing emails makes you cringe, Alex Hormozi...

Copywriting/Emails/Tweets
Mar 22, 2025
landing-page-conversion-tips.png

Landing Page Conversion Tips

This 10-step checklist from @namyakhann is a masterclass...

Copywriting/Websites/Advice
Mar 2, 2025
signal-we-dont-care-about-you-ad.png

Signal "We Don't Care About You" Ad

Signal’s ad flips customer talk upside down. Most...

Ads/Make Your Own Swipe/Copywriting
Jun 26, 2025

More from Neville Medhora

Video
Posted by Neville MedhoraNeville Medhora

Tim Soulo of Ahrefs - Massive shifts in SEO industry, AEO, plus what content works (and doesn't)

Tim Soulo runs Ahrefs, a $150m/yr search optimization...

Podcast/Videos/SEO
Jun 29, 2026
swipes-email-madmen-style-banner.png
Posted by Neville MedhoraNeville Medhora

🎤 The SWIPES Email (Friday, May 22nd, 2026)

Sponsored by​ Ahrefs​​​​​​ All human-written email. I am...

SWIPES Email/Newsletter
May 21, 2026
Video
Posted by Neville MedhoraNeville Medhora

John Arrow's best marketing methods and using AI

This guy John Arrow started over 10 companies,...

Podcast/Videos/Advice
May 11, 2026
swipes-email-madmen-style-banner.png
Posted by Neville MedhoraNeville Medhora

🎤 The SWIPES Email (Friday, May 8th, 2026)

Friday, May 8th, 2026 ​ Sponsored by​ Ahrefs​...

SWIPES Email/Newsletter
May 7, 2026
swipes-email-madmen-style-banner.png
Posted by Neville MedhoraNeville Medhora

🎤 The SWIPES Email (Friday, May 1st, 2026)

Friday, May 1st, 2026 ​​ ​​​​Written by human...

SWIPES Email/Newsletter
Apr 30, 2026
swipes-email-madmen-style-banner.png
Posted by Neville MedhoraNeville Medhora

🎤 The SWIPES Email (Friday, April 24th, 2026)

Friday, April 24th, 2026 ​ This email was...

SWIPES Email/Newsletter
Apr 24, 2026

Most Liked This Month

sell-with-questions-not-features-0ce969e8.png

Sales vs Marketing image

This split-image nails the difference between pushing products...

Ads/Make Your Own Swipe/Copywriting
Sep 20, 2026
testosterone-time-machine-ad.png

Testosterone time machine ad

Most testosterone ads talk about energy and muscle...

Ads/Make Your Own Swipe/Copywriting
Aug 19, 2025
five-copy-rules-that-boost-conversions-cover
Carousel

Five Copywriting Concepts

If your sales pages feel like they’re pushing...

Ads/Instagram/Copywriting
Sep 23, 2026
grammarly-lets-eat-grandma-ad.jpeg

Grammarly "Let's Eat Grandma." Ad

Grammarly nails this one. A simple sentence, one...

Ads/Copywriting/Social Media
Jun 29, 2025
think-in-daily-cost-not-price-tag-dfe29c21.png

Apple Daily Cost Comparison Ad

This ad slaps you in the face with...

Ads/Copywriting/Pricing
Aug 27, 2026
gary-halbert-letter-macdonald

Gary Halbert the Millionaire

This one-page letter made Gary Halbert a millionaire...

Print Ads/Make Your Own Swipe/Copywriting
Mar 6, 2024