
Doin' The Thing w/ Dillan Taylor
Dillan Taylor
Doin' The Thing is a show for creators who want to build their content business better and faster. It's hosted by Dillan Taylor—certified life coach, writer, and CEO of Grindstone. He interviews top creators to share their biggest mistakes and lessons and tells stories from Grindstone, a coaching company for video creators.
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Top 10 Doin' The Thing w/ Dillan Taylor Episodes
Goodpods has curated a list of the 10 best Doin' The Thing w/ Dillan Taylor episodes, ranked by the number of listens and likes each episode have garnered from our listeners. If you are listening to Doin' The Thing w/ Dillan Taylor for the first time, there's no better place to start than with one of these standout episodes. If you are a fan of the show, vote for your favorite Doin' The Thing w/ Dillan Taylor episode by adding your comments to the episode page.

004 - Courtland Allen | Founder of Indie Hackers
Doin' The Thing w/ Dillan Taylor
09/18/22 • 55 min
Courtland Allen is the founder of Indie Hackers—a community of people building profitable online businesses.
He and his brother Channing host the Indie Hackers podcast, which is huge in the tech and entrepreneurship space. Their show digs into case studies of creators who’ve taken their ideas and side projects and turned them into lucrative businesses.
Since graduating from MIT, Courtland’s had a passion for building things with the people he loves. He spent a decade in the Silicon Valley startup world and found it to be kind of a popularity contest. Who can raise the most money...who can sell their company first...According to Courtland, he’s just “a nerd who loves computers.” So he’s dedicated his work to standing up for the lesser-known creators building useful products and services.
We cover: the power of not being financially dependent on someone else, why the saying “don’t work with friends or family” is bullshit, how Courtland sold Indie Hackers to a billion-dollar company, why he and his girlfriend turned their Airbnb into a garden, the biggest mistakes beginner entrepreneurs make, and much more.
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Here are Courtland's links...
Indie Hackers—https://www.indiehackers.com/
Indie Hackers Podcast—https://www.indiehackers.com/podcasts
Twitter—https://twitter.com/csallen
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Get in touch with me!
YouTube—https://www.youtube.com/@youtubersguide
Blog—https://dills.blog/

34 Lessons Streamers Learn the Hard Way (w/ Katliente) | 049
Doin' The Thing w/ Dillan Taylor
05/16/25 • 93 min
Dillan interviews Katliente.
Kat is a full-time creator known for her Twitch streams, viral TikToks, and YouTube channel where she shares candid creator advice and commentary. She’s built a loyal following by blending humor, hustle, and brutal honesty about life as a content creator.
They discuss: how she grew from 0 to Twitch Partner, the harsh realities of being a female streamer, how to stop being boring on stream, what makes or breaks creators, how to pivot content without killing your channel, the business behind her $13k/month creator income, how to build real community, and much more.
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Katliente's links...
Twitter / X: https://x.com/katlienteeeYouTube: https://www.youtube.com/@katnchat
Instagram: https://www.instagram.com/katliente.ttv/TikTok: https://www.tiktok.com/@katlienteTwitch: https://www.twitch.tv/katlienteSponsor Guide: https://katliente.notion.site/SPONSORSHIP-GUIDE-v2-34073f2fec2644b1b83bd9df0e1b70c0
•••
Follow Dillan on the interwebs...
Twitter / X: https://x.com/dillanroytaylor
Newsletter: https://www.grindstone.coach/newsletter
Apply for Grindstone Coaching: https://www.grindstone.coach/ Music by myboy.scoochy:
https://www.instagram.com/myboy.scoochy/
•••
0:00 Intro
0:39 Why “being a cute girl” didn’t grow Kat’s Twitch
6:31 Specific improvements she made to stop being boring
11:16 Why she pivoted from gaming to streaming advice
15:43 How to pivot content without killing your channel
22:29 What’s getting easier and harder?
28:44 How Kat builds community and trust
33:07 3 big mistakes streamers make
40:42 Dillan's coaching career
44:57 Her most damaging vs. most valuable mistake
51:40 How Kat makes $13k+/month as a creator
1:11:18 How to get sponsors with a small audience
1:15:50 Kat's systems for sponsors
1:25:50 Talent agency vs. management agency
1:28:49 Kat's #1 advice for a stuck creator
1:32:01 Bye bye bye

How This Dad Built a 100K Chess Channel (w/ Epic Chess) | 048
Doin' The Thing w/ Dillan Taylor
05/09/25 • 90 min
Dillan interviews James Gardner—the man behind Epic Chess.
James is a British YouTuber who’s built a comedic and high-skill chess analysis channel with over 100,000 subscribers. His videos blend educational game breakdowns, storytelling, and humor, making chess entertaining for enthusiasts and casual fans.
They discuss: how to build long-term success on YouTube without burning out, the power of storytelling in thumbnails and titles, the challenge of idea generation, finding your unfair advantages as a creator, monetization beyond AdSense, how to create consistently without losing your soul, and much more.
Epic Chess's links...
YouTube: https://www.youtube.com/@epicchess2021
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Follow Dillan on the interwebs...
Twitter / X: https://x.com/dillanroytaylor
Newsletter: https://www.grindstone.coach/newsletter
Apply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:
https://www.instagram.com/myboy.scoochy/
•••
0:00 Intro
1:04 Why James started Epic Chess
13:44 Breaking down the early Epic Chess channel
18:14 How James has improved his content over 3 years
27:24 The value of just getting started
30:05 When to push vs when to pivot
36:05 James’s creative system for posting every day
39:18 Why he makes the thumbnail first
40:19 Polished vs authentic content
46:09 Thumbnail strategies and AI tools
52:52 Sponsorships, revenue breakdown, and boundaries
1:04:41 Sustainable success and reframing burnout
1:15:41 Epic Chess links & Dillan's tattoo
1:19:06 Dillan vs. James blitz game
1:29:49 Bye bye bye

003 - CupppaJoe5 | Using Data to Grow a YouTube Channel
Doin' The Thing w/ Dillan Taylor
09/04/22 • 83 min
Joe is an educational Call of Duty streamer who started during the pandemic. It wasn't long before he realized he wanted to quit his full-time job to create content.
His YouTube and TikTok channels have skyrocketed in the past year. And Joe attributes his success to posting every day and using analytics to make better videos.
We cover: quality vs. quantity, the importance of good thumbnails and titles, what the algorithm wants, how Joe works so hard, the different types of streamers, how Joe balances a 9 to 5 job and posting every day, why his wife shot him with a rocket, and much more.
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Here are Joe's links...
YouTube (main)—https://www.youtube.com/c/CupppaJoe5
2nd channel—https://www.youtube.com/channel/UC6Er...
Twitch—https://www.twitch.tv/cupppajoe5
Instagram—https://www.instagram.com/cupppajoe5/
Twitter—https://twitter.com/CupppaJoe5
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Get in touch with me!
YouTube—https://www.youtube.com/@youtubersguide
Blog—https://dills.blog/

007 - Ryan Twomey | 1 Million Followers Living in a Van
Doin' The Thing w/ Dillan Taylor
12/06/22 • 62 min
Since February 2021, Ryan Twomey has been living out of his van—traveling around the United States and making videos full-time.
As of this recording he has 86k subscribers. But his content creation career started on TikTok as he began posting videos of him building his van. Since then, Ryan's focused on securing brand deals, staying true to himself, and balancing van life with the relationships he holds dear.
Ryan and I cover: what it takes to customize your own van, how to go viral on TikTok, what the algorithms want, what you shouldn't sacrifice when pursuing your dreams, how to get brand deals, why more followers won't make you happy, and much more.
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Here are Ryan's links...
YouTube—https://www.youtube.com/@Ryantwomeyy
TikTok—https://www.tiktok.com/@ryantwomeyy
Instagram—https://www.instagram.com/ryantwomeyy
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Get in touch with me!
YouTube—https://www.youtube.com/@youtubersguide
Blog—https://dills.blog/

How a Newsletter Revived This Chess Master's Career (w/ Nate Solon) | 043
Doin' The Thing w/ Dillan Taylor
03/07/25 • 73 min
Dillan interviews Nate Solon—a chess coach, writer, and FM (FIDE Master) in chess. There are only about 9000 FMs in the world, which means Nate is in the top .3% of all chess players on the planet.
Nate writes the Zwischenzug newsletter, built a nice Twitter audience, made a few chess courses on Chessable, and even wrote a chess book. Nate uses his data science background in his content to help intermediate chess players study and improve at the game.
They discuss: how Nate revived his chess career after a long hiatus, how Nate grew an audience through long-form writing in a world of video content, Nate’s sales funnel for getting chess coaching students, how Nate builds Chessable courses, why Nate started and closed down a paid community, and at the end of the convo Nate and Dillan play a quick blitz game.
Nate's links...
Website / Coaching / Courses: https://www.natesolon.com/
Twitter / X: https://x.com/natesolon
Newsletter: https://zwischenzug.substack.com/
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Follow Dillan on the interwebs...
Twitter / X: https://x.com/dillanroytaylor
Newsletter: https://www.grindstone.coach/newsletter
Apply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:
https://www.instagram.com/myboy.scoochy/
•••
0:00 Intro
1:37 Nate's chess career
5:05 What's an FM?
10:10 Why Nate started content
15:07 Can anyone make a chess course?
20:43 How Nate advertised
25:41 Types of chess content
28:11 Niche vs broad
35:54 Nate's ideal audience
39:27 Nate's paid community
44:

From 9-5 Grind to Full-Time Podcasters (w/ Raiders of the Lost Podcast) pt. 1 | 022
Doin' The Thing w/ Dillan Taylor
02/13/24 • 24 min
"I could use this time for short-term pleasure. I could watch a movie or go out drinking with friends...Or I could spend two hours really grinding every day and see what comes of it."
This is from Grindstone's January Creator Interview. Dillan interviews James & Anthony Deveney (@RaidersLostPod), hosts of Raiders of the Lost Podcast—the best TV/film podcast on the internet.
You'll learn: how they built a business from their passion for film, the difficulties of creating when no one is listening, how to take the leap into full-time content creation, how to overcome fear and bet on yourself, and how to diversify uploads on multiple platforms.
•••
Doin' The Thing is a show for creators and business builders who want to build their thing better and faster. It's hosted by Dillan Taylor—certified life coach, writer, and CEO of Grindstone. He tracks his journey of scaling his first company, tells stories from 2500+ coaching sessions, and interviews creators who are way cooler than he is...to help you grow an audience, make more money, and stay consistent in your work.
Follow Dillan Taylor on the interwebs:
Twitter / X | YouTube | dillantaylor.com
Theme song by: myboyscoochy

The Harsh Reality of Being a Full-Time Creator (w/ CupppaJoe5) | 044
Doin' The Thing w/ Dillan Taylor
04/07/25 • 77 min
Dillan interviews Joe (@CupppaJoe5). He's a Call of Duty: Warzone creator and educator, helping his audience improve at the game. A year ago, he quit his 9-5 job to do content full-time.
They discuss: the best and worst parts of being a full-time content creator, why Joe started a brand new channel from scratch, why being stuck in a niche isn't a bad thing, what Joe learned from starting a new YouTube channel, how to script your videos in a way that attracts new viewers, the most valuable mistakes Joe has made, all of Joe's different revenue streams as a creator, why you should raise your prices, what Joe wishes he knew when he quit his job to do content full-time, and much more.
Joe's links...
Website: https://cupppajoe5.com/
Twitter / X: https://x.com/CupppaJoe5
YouTube main: https://www.youtube.com/c/CupppaJoe5
YouTube let's play: https://www.youtube.com/@CupppaJoePlays
•••
Follow Dillan on the interwebs...
Twitter / X: https://x.com/dillanroytaylor
Newsletter: https://www.grindstone.coach/newsletter
Apply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:
https://www.instagram.com/myboy.scoochy/
•••
0:00 Intro
0:49 Easiest / hardest part?
7:53 Why Joe started a new channel
12:51 Being "trapped" in a nice
23:12 Lessons from the new channel
29:13 How to talk to new viewers
35:19 Joe's most valuable mistakes
39:23 Rev stream 1: YouTube adsense
42:45 Rev stream 2: streaming
49:32 Rev stream 3: coaching
54:36 Why you should raise your prices
1:01:36 Rev stream 4: TikTok
1:05:56 Rev stream 5: sponsorships
1:10:14 Joe's advice to his past self
1:15:28 Bye bye bye

012 - John Strasser | How to Build a Life Coaching Business Without Ads or Social Media
Doin' The Thing w/ Dillan Taylor
03/20/23 • 81 min
My guest today is John Strasser—founder of the Insight Coaching Community (ICC).
The ICC is an online community and certification program for life coaches around the world. John is the best in the business when it comes to teaching coaches how to coach powerfully, how to market themselves authentically, and how to create paid clients and make a great living as a life coach.
I know all this because I run a life coaching business. I was trained and certified by John in the ICC.
He’s my coach, my mentor, and a friend. I owe my career to him, so it was a true delight and honor to be able to sit down with him and dive into all things coaching. If you’re interested in life coaching, if you’re trying to start or grow your life coaching business, if you want to make great money in a career that’s fulfilling and dedicated to helping others...this episode is for you.
John and I cover: what led to him living in a homeless shelter, whether the Law of Attraction is real or not, what people think life coaching is vs what it actually is, the most common mistakes coaches make when building their businesses, the 4 steps to creating paid coaching clients, how to get a life coaching certification, and why John thinks I’m the greatest coach who ever lived.
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Here are John's links...
ICC website—https://www.facebook.com/InsightCoachingCommunity/
Typical Life Coach Podcast—https://www.insightcoachingcommunity.com/podcast
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Get in touch with me!
YouTube—https://www.youtube.com/@youtubersguide
blog—https://dills.blog/
Instagram—https://www.instagram.com/dillanroytaylor/

008 - Meghan Murphy | Pros & Cons of Being Authentic Online
Doin' The Thing w/ Dillan Taylor
01/15/23 • 60 min
Meghan Murphy is the editor of Feminist Current, a website and podcast dedicated to women’s issues and protecting female spaces. She also hosts The Same Drugs where she and her guests tackle topics like third-wave feminism, gender ideology, and cencorship.
Many people know Meghan as the woman who got banned from Twitter in 2018. She’s been on The Joe Rogan Experience a few times to tell her story. And she just got let back on the platform after Elon Musk bought the company.
As of this recording, her channel has 22k subscribers. Despite going through online cancellation, libel, and death threats, she manages to just have a great sense of humor about everything. She speaks her mind always and inspires others to do the same.
Meghan and I cover: the 3 tweets that got her banned from Twitter, what feminism really is, the overprescription of anti-depressants and ADHD medication, the pros and cons of being an independent creator, what it’s like to be “cancelled” and lose friends because of that, and finally, Meghan tells me what a woman is.
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Here are Meghan's links...
https://linktr.ee/meghanemilymurphy
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Get in touch with me!
YouTube—https://www.youtube.com/@youtubersguide
Blog—https://dills.blog/
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FAQ
How many episodes does Doin' The Thing w/ Dillan Taylor have?
Doin' The Thing w/ Dillan Taylor currently has 49 episodes available.
What topics does Doin' The Thing w/ Dillan Taylor cover?
The podcast is about Tiktok, Entrepreneurship, Youtube, Youtuber, Content Creator, Podcast, Podcasts, Self-Improvement, Education and Business.
What is the most popular episode on Doin' The Thing w/ Dillan Taylor?
The episode title '012 - John Strasser | How to Build a Life Coaching Business Without Ads or Social Media' is the most popular.
What is the average episode length on Doin' The Thing w/ Dillan Taylor?
The average episode length on Doin' The Thing w/ Dillan Taylor is 52 minutes.
How often are episodes of Doin' The Thing w/ Dillan Taylor released?
Episodes of Doin' The Thing w/ Dillan Taylor are typically released every 11 days, 1 hour.
When was the first episode of Doin' The Thing w/ Dillan Taylor?
The first episode of Doin' The Thing w/ Dillan Taylor was released on Aug 7, 2022.
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