
Doin' The Thing w/ 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.
Latest episodes

Apr 7, 2025 • 1h 18min
The Harsh Reality of Being a Full-Time Creator (w/ CupppaJoe5) | 044
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/CupppaJoe5YouTube main: https://www.youtube.com/c/CupppaJoe5YouTube let's play: https://www.youtube.com/@CupppaJoePlays•••Follow Dillan on the interwebs...Twitter / X: https://x.com/dillanroytaylorNewsletter: https://www.grindstone.coach/newsletterApply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:https://www.instagram.com/myboy.scoochy/ •••0:00 Intro0:49 Easiest / hardest part?7:53 Why Joe started a new channel12:51 Being "trapped" in a nice23:12 Lessons from the new channel29:13 How to talk to new viewers35:19 Joe's most valuable mistakes39:23 Rev stream 1: YouTube adsense42:45 Rev stream 2: streaming49:32 Rev stream 3: coaching54:36 Why you should raise your prices1:01:36 Rev stream 4: TikTok1:05:56 Rev stream 5: sponsorships1:10:14 Joe's advice to his past self1:15:28 Bye bye bye

Mar 7, 2025 • 1h 13min
How a Newsletter Revived This Chess Master's Career (w/ Nate Solon) | 043
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/natesolonNewsletter: https://zwischenzug.substack.com/•••Follow Dillan on the interwebs...Twitter / X: https://x.com/dillanroytaylorNewsletter: https://www.grindstone.coach/newsletterApply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:https://www.instagram.com/myboy.scoochy/ •••0:00 Intro1:37 Nate's chess career5:05 What's an FM?10:10 Why Nate started content15:07 Can anyone make a chess course?20:43 How Nate advertised25:41 Types of chess content28:11 Niche vs broad35:54 Nate's ideal audience39:27 Nate's paid community44:

Feb 7, 2025 • 1h 50min
He Left Amazon, Then Made $1M Online (w/ Daniel Vassallo) | 042
Dillan interviews Daniel Vassallo—an ex-Amazon engineer who quit the 9-5 grind to pursue building his own projects online.Daniel runs the Small Bets community, with thousands of creators and entrepreneurs who want to make low-risk, low-pressure experiments when it comes to building online businesses.They discuss: why Daniel hates Y-Combinator, what a "small bet" actually is, Daniel's biggest business mistakes, why Daniel quit his cushy job at Amazon, why most entrepreneurs fail, what woodworking taught Daniel about building businesses, how to structure your workflows, how Daniel accidentally started a profitable online community, tips for building a strong online community, how Daniel sold access to his calendar, and much more.Daniel's links...Twitter / X: https://x.com/dvassalloSmall Bets: https://smallbets.com/••• Follow Dillan on the interwebs...Twitter / X: https://x.com/dillanroytaylorNewsletter: https://www.grindstone.coach/newsletterApply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:https://www.instagram.com/myboy.scoochy/ •••0:00 Intro1:07 Daniel hates YC7:03 Why he quit Amazon21:18 Worst-case scenario28:28 Dose & frequency40:31 High vs low motivation tasks48:22 Burning the boats52:58 Your "why" doesn't matter58:04 How Small Bets started1:15:06 Online community tips1:31:32 Daniel's latest small bet

Jan 20, 2025 • 60min
The Ultimate Guide to Viral YouTube Scripts (w/ Bryan Ng) | 041
Dillan interviews Bryan Ng (@boomerrbryan).Bryan runs Viral Bangers—a YouTube scriptwriting agency. They work with educational YouTube channels with over 100,000 subscribers. Bryan's videos and courses help creators of all levels write scripts that actually get views, tell captivating stories, and keep the viewer's attention from beginning to end.They discuss: how Bryan got into the scriptwriting business, how he got good at writing scripts, the worst scripting mistakes creators make, whether new creators should use bullets or word-for-word scripts, how to improve your speaking and camera skills, Bryan's complete scripting checklist, the difference between scripting educational vs entertainment videos, the #1 storytelling lesson from South Park, and much more.Bryan Ng's links...YouTube: https://www.youtube.com/@boomerrbryanTwitter / X: https://x.com/boomerrbryanAgency website: https://www.viralbangers.com/Scriptwriting course: https://www.freelancescriptwriter.com/•••Follow Dillan on the interwebs...Twitter / X: https://x.com/dillanroytaylorNewsletter: https://www.grindstone.coach/newsletterApply for Grindstone Coaching: https://www.grindstone.coach/•••0:00 Intro0:41 Bryan's $50 client3:46 How Bryan got good8:23 Mistake 1: Title & thumbnail10:12 Mistake 2: Research16:55 Mistake 3: The hook23:41 Bullets vs Word-for-word script27:39 Speaking skills35:36 Act 1: The perfect hook40:09 Act 2: The body46:53 Act 3: A killer outro52:07 Education vs entertainment54:54 South Park storytelling58:47 Bye bye bye

Nov 28, 2024 • 1h 10min
This Conservative YouTuber Went From 0-700k Subs Traveling the World (w/ RattlesnakeTV) | 040
Dillan interviews Jake Julius from RattlesnakeTV.Jake is a conservative analyst who breaks down clips, interviews, and debates from prominent thought leaders like Jordan Peterson, Vivek Ramaswamy, Charlie Kirk, and many more. His channel helps viewers stay "armed and dangerous" with sharper debating tools and techniques.They discuss: how RattlesnakeTV creates content while traveling the world, the systems that help Jake and his brother post almost daily, how Jake handles getting demonetized, RattlesnakeTV's revenue streams, how Jake negotiates sponsors and brand deals, how to improve your debating skills as a creator, Jake's biggest business mistakes, the importance of making the most out of big opportunities, Jake's regrets on interviewing Vivek Ramaswamy, Jake's #1 piece of advice to aspiring creators, and much more.RattlesnakeTV's links...YouTube: https://www.youtube.com/@rattlesnaketvTwitter / X: https://x.com/jakerattlesnkInstagram: https://www.instagram.com/rattlesnake.tv•••Follow Dillan on the interwebs...Twitter / X: https://x.com/dillanroytaylorNewsletter: https://www.grindstone.coach/newsletterApply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:https://www.instagram.com/myboy.scoochy/ •••0:00 Jake's growth2:41 RattlesnakeTV content12:41 3 Types of audience15:54 Getting demonetized20:47 The price of success26:23 Audience capture31:33 RattlesnakeTV monetization33:01 Why Jake blocks people37:33 Negotiating w/ sponsors41:22 Jake's business mistakes44:51 How to improve at debate51:40 Messing up big opportunities1:04:41 Jake's #1 advice

Nov 18, 2024 • 55min
She Almost Quit YouTube, Then She Blew Up (w/ Aprilynne Alter) | 039
Dillan interviews Aprilynne Alter (@AprilynneAlter), a beginner-friendly YouTube educator. Aprilynne made a viral video in a niche she wasn't passionate about. It almost ended her YouTube career. But since then, she's taken off in a new niche she loves: helping others grow on YouTube.They discuss how to avoid creator burnout, why Aprilynne quit her successful channel, how to choose the right niche, how to deal with online trolls and haters, how to make great thumbnails, how to be patient and persistent, and much more.Aprilynne Alter's links...YouTube: https://www.youtube.com/@AprilynneAlterTwitter / X: https://x.com/AprilynneAlterWebsite: https://www.aprilynnealter.com/••• Follow Dillan on the interwebs...Twitter / X: https://x.com/dillanroytaylorNewsletter: https://www.grindstone.coach/newsletterApply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:https://www.instagram.com/myboy.scoochy/

Nov 14, 2024 • 1h 8min
7 Harsh Truths Every Creator Needs to Hear (w/ Mario Joos) | 038
Dillan interviews Mario Joos (@mariojooss)—a YouTube retention expert and YouTube educator. He helps YouTubers go from 1 million to 100 million subscribers. His past and present clients include: MrBeast, Brave Wilderness, Jose Zuniga, The Stokes Twins, and many more.They discuss: the danger of obsessing over numbers, why creators shouldn't copy Alex Hormozi, the power of giving bad advice, the #1 video killer, how to give proper calls to action, why the viewer matters more than your artistic vision, the science of viewer interest, why anyone can get 1 million subscribers, and much more.•••Doin' The Thing is a show for creators 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 3500+ coaching sessions, and interviews creators who are way cooler than he is...to help you make better stuff, grow an audience, and make more money online.Follow Dillan on the interwebs...Twitter / X: https://x.com/dillanroytaylorNewsletter: https://www.grindstone.coach/newsletterApply for Grindstone Coaching: https://www.grindstone.coach/Music by myboy.scoochy:https://www.instagram.com/myboy.scoochy/ •••0:00 Intro0:50 Obsessing over numbers9:06 Alex Hormozi18:00 Give bad advice29:48 Confusion35:21 CTAs51:01 Viewer vs creator53:54 Creator levels59:11 Interest decay1:02:05 Why not?1:05:55 Bye bye bye

Aug 22, 2024 • 55min
3 Steps to Taking a Creator Sabbatical (w/ Michelle Varghese) | 037
Dillan interviews Michelle Varghese (@mvarghoose).She's a writer, podcaster, and community manager. She co-hosts the Build a Wealthy Spirit podcast with her sister—a show helping people get more financial stability, fulfillment, and joy out of work and life. She also writes articles on Substack and manages the Small Bets community, among other projects.They discuss: how Michelle left her job to pursue her creative career, how to take long periods of time off work, how to navigate seasons of rest and seasons of intensity, how to avoid burnout, how she's never missed an upload for 3+ years, the keys to consistency, how to grow on Twitter fast, and much more.•••Doin' The Thing is a show for creators 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 3500+ coaching sessions, and interviews creators who are way cooler than he is...to help you make better stuff, grow an audience, and make more money online.Want to become a full-time creator with a tribe of others doing the same?Apply to join the Grindstone community:https://www.skool.com/grindstonecreators/about•••Follow Dillan Taylor on the interwebs:Twitter / X | newsletterTheme song by: myboyscoochy

Aug 19, 2024 • 44min
5 Small Creators Grill a YouTube Expert (w/ Mario Joos) pt. 2 | 036
The Grindstone community does a Q&A with Mario Joos (@mariojooss)—the #1 YouTube Retention Director in the world. He's worked with massive creators like MrBeast, Brave Wilderness, Jose Zuniga, and more.They discuss: how often YouTubers should post, quantity vs quality, what Mario thinks about creator burnout, best times to check video analytics, the #1 way to save time as a busy creator, how Mario uses his own advice in his videos, how to find endless motivation, the importance of niching down, how to experiment with new ideas, which metrics to look out for, how to give CTAs, and much more.•••Doin' The Thing is a show for creators 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 3500+ coaching sessions, and interviews creators who are way cooler than he is...to help you make better stuff, grow an audience, and make more money online.Want to become a full-time creator with a tribe of others doing the same?Join the Grindstone community:https://www.skool.com/grindstonecreators/about•••Follow Dillan Taylor on the interwebs:Twitter / X | newsletterTheme song by: myboyscoochy

Aug 15, 2024 • 46min
Winning the Internet (w/ Joe Previte) | 035
Dillan interviews Joe Previte (@jsjoeio). He's a full-stack software engineer who has created tons of projects that live on the internet—including: courses for programmers, Spanish language programs, and most recently Cowork With Friends. He started his online career by sharing his travel lessons on his first blog, and has since grown a hefty Twitter audience.We discuss: how Joe got 42,000 Twitter followers on accident, the power of sharing "How I" content instead of "How To" content, how Twitter has changed over the last decade, why people follow you, how Dillan and Joe met, Joe's biggest opportunities from having an audience, how Joe began monetizing his audience, the balance between creating for fun and creating for your audience, the best ways to use the internet to win, and much more.•••Doin' The Thing is a show for creators 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 3500+ coaching sessions, and interviews creators who are way cooler than he is...to help you make better stuff, grow an audience, and make more money online.Want to become a full-time creator with a tribe of others doing the same?Join the Grindstone community:https://www.skool.com/grindstonecreators/about•••Follow Dillan Taylor on the interwebs:Twitter / X | newsletterTheme song by: myboyscoochy