
The HeyCreator Show
The HeyCreator Show is for building your creator business.
Each week, host Matt Ragland various guests talk through all stages of the creator journey, intentionally designing each conversation to meet you where you’re at along the way. We’re sharing lessons from over a decade of helping digital creators launch and scale courses, communities, and coaching services — along with building newsletters, YouTube channels, and podcasts to millions of subscribers and downloads for our clients.
For more about our show, company, and community go to heycreator.com.
Latest episodes

Nov 23, 2022 • 43min
Bored Elon Musk on How to Build a Business as a Fake Person
In this episode, Tim sits down with the Twitter avatar, (@boredelonmusk). This is a different type of interview, because BoredElonMusk is not a real person, at least not in the way we think of it.
He goes by the nickname of Bored, and in this interview, he gives Tim a behind the scenes breakdown of his digital gaming business and how he uses Twitter, humor, and content marketing to grow.
Cool Stuff Mentioned in the Show
Follow BoredElonMusk on Twitter
Check out Bored’s business, called bored box

Nov 18, 2022 • 1h 11min
The Email Expert Who Sends A $149/mo. Paper Newsletter
On this week’s episode, Ethan Brooks (@damn_ethan) talks to email marketing expert, Chris Orzechowski (@chrisorzy), founder of Orzy Media and The Email Copywriter. They talk about copywriting, voice, famous ad writers, and paid newsletters (including a guy who used direct mail to drive $47k+ in business off of 800 fliers).
Cool Stuff Mentioned In The Show
You can find Chris on Twitter here
Check out Orzy Media here
Chris’s first books, Make It Rain and Scale While You Sleep
His newest book, Client Acquisition
How his team learns and refines the voice of new clients
Abbey Woodcock’s book on writing voice
How he hires writers (and the benefits of teaching your profession)
Why you need to publish a book (now)
Howard Gossage, the ad-man who saved The Grand Canyon and the Redwoods
The book, “The Revenge of Analog” by David Sax
The psychology behind sending a paper newsletter
The logistics behind his newsletter (pricing, printing, shipping, etc.)
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

Nov 10, 2022 • 1h 2min
3(ish) Rules From Building Multi-Million Dollar Communities
On this week’s episode, Tim Stoddart (@timstodz) and Ethan Brooks (@damn_ethan) talk about the nitty-gritty of high-performance community building, including strategies, tactics, and specific tools.
Cool Stuff Mentioned In The Show
Gary Gulman’s Tips on Writing
Tom Segura and Christina P.’s Interview with Anthony Jeselnik
Henry Belcaster and Dylan Jardon’s YouTube Account
Circle Community Building Tool
Building The Minimum Badass User by Kathy Sierra
The King Within by Robert Moore
Seth Godin’s Crazy-Huge Book
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

Nov 3, 2022 • 53min
Thoughts On Podcasting, Newsletter Ads, (And $3k+ Per Mo. On 15k Subs)
On this week’s episode, Tim Stoddart (@timstodz) and Ethan Brooks (@damn_ethan) talk about podcasting, how to stick with it, and how to keep it easy. Thay also discuss ConvertKit’s new ad network, other players in the market, and how you might use these if you’re building your own newsletter.
Cool Stuff Mentioned In The Show
Our interview with Danny Miranda
Check out Danny’s newsletter, podcast, and twitter accounts
Tim’s interview with Danny Miranda back in the day
Danny’s interview with Gary Vee (and why Gary Vee called his mom ten years ago)
Why is it that people quit creative projects
Sam Parr’s conversation with Ben Wilson and Jonathan Barshop on Podcasting
Eric Nuzum’s book, Make Noise
ConvertKit’s Brilliant Method For Growing Their Newsletter Ad Network
Sparkloop’s PArtner Profgram (And The Newsletter Doing $3k+ on Just ~15k Subs)
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

Oct 27, 2022 • 1h 9min
How To Avoid Getting Burned By AI-Gen Content Creation
On this week’s episode, Tim Stoddart (@timstodz) and Ethan Brooks (@damn_ethan) explore writing, humour, and how to avoid getting burned by the explosion of AI-generated content.
Cool Stuff Mentioned In The Show
Gary Gulman’s tips on professional comedy writing
Learning to write Copy Work (Sam Parr has a course on it)
How Jerry Seinfeld’s approach to writing will help you get out of your own way
The difference between content creation, and improvement
How James Altucher made Tim’s writing better
Ethan’s new hot take on AI-Gen content creation
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

Oct 21, 2022 • 56min
Danny Miranda: On Storytelling, Newsletters, and Growing A Podcast
On this week’s episode, Ethan Brooks (@damn_ethan) sat down with podcaster and newsletter writer, Danny Miranda to talk about storytelling, the business of content, the art of interviewing, and how to grow a podcast. Check Danny out on Twitter, with his Podcast (The Danny Miranda Show) or at his newsletter.
Cool Stuff Mentioned In The Show
Danny’s Twitter, Podcast, and Newsletter
Danny’s origin story (that goes all the way back to his first newsletter at 7 years old)
Creative burnout and how to find your thing
How he gets new insights out of famous guests who’ve done a million interviews
The Tweemex plugin (and how he preps for interviews)
How to build paid newsletters
The highest ROI decision that he’s made
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

16 snips
Oct 13, 2022 • 49min
She Has Three OnlyFans Identities
On this week’s episode, Tim Stoddart (@timstodz) and Ethan Brooks (@damn_ethan) talk about a bunch of creators, from Youtubers to OnlyFans models, and everything in between.
Cool Stuff Mentioned In The Show
Dream Studio Course - For creators who need home studios
Tim’s video output system (including costs, and output)
How My First Million is growing their Youtube channel
Picks and shovels businesses in the sexwork industry
The handwritten blog
Molly Roth, a designer who’s using DALLE-2 to inspire paintings
Google for unbiased news: The Congressional Research Service
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

Oct 6, 2022 • 1h 6min
Looking Into The Darkness As A Creator
On this week’s episode, Tim Stoddart (@timstodz) and Ethan Brooks (@damn_ethan) talk about Tim’s recent piece on looking into the darkness, and how it applies to everything from world events, to controversial creators, AI chess players, and more.
Cool Stuff Mentioned In The Show
Tim’s recent piece on looking into the darkness
Growthbar AI copywriting
Why AI will be net-positive for creators
How to stay relevant as a creator by embracing both the old and the new
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

Sep 29, 2022 • 52min
The Most Influential Writer You’ve Never Heard Of
On this week’s episode, Tim Stoddart (@timstodz) and Ethan Brooks (@damn_ethan) talk about John Milius, the writer behind many of the most famous action movies of our generation. They explore the ideas of fame, cancel culture, and writing for the masses.
Cool Stuff Mentioned In The Show
The pro’s and con’s of watching your own content as a creator
Arnold Schwarzenegger’s autobiography, Total Recall
John Milius, the most influential writer you’ve never heard of
BETA Camp: The entrepreneurial summer camp for high school kids
Antifragile: Things That Gain From Disorder
Mike Roe’s belief: “Don’t follow your passion, but bring it with you”
How to rediscover your passion for opportunities in your life
Tactics for defining what you want out of your life long term
Why people always get exactly what they want
You have goals, even if you don't realize what they are
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.

Sep 22, 2022 • 1h 9min
How to Be Perfect (...Not)
On this week’s episode, Tim Stoddart (@timstodz) and Ethan Brooks (@damn_ethan) talk through Tim’s recent article on decision making. They discuss haters, having skin in the game, how to lead teams through decisions making, how to (actually) start saying no to stuff, and a whole lot more.
Cool Stuff Mentioned In The Show
Nassim Taleb’s books, Skin in the Game and Antifragile
Tim’s article, How to Always Make The Right Decision
“You can’t trust your yes until you can trust your no”
For more great insights, check out…
Copyblogger Academy where you’ll learn the 3 skills you need to become an effective content entrepreneur in today’s world.
Trends where you’ll find cutting-edge research on emerging business trends, plus hands-on advice on how to capitalize on them.… Use code BOATDRINKS for the best discount available.
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