

Skool Stories
Matthew Thompson
Stories from people earning a full-time income doing what they love on Skool.
Episodes
Mentioned books

Mar 26, 2026 • 23min
How a Local Guitar Teacher won The Skool Games
Dave Donoghue is a guitar teacher from Ireland who won the Skool Games using some super unique LOCAL strategies like:- Putting up posters in his local village- Offering a giveaway to his contacts on WhatsApp- And talking to people in real life 😂In this episode he also talks a lot about the importance of:- Getting super specific on who you serve- Finding "Skool friends" to walk the journey together- And the importance of keeping things simpleCheck it out :)

Mar 13, 2026 • 36min
How to activate your members (Live @ Skool Festival)
Calvin Hollywood, digital creator and community-builder known for creating engaged online communities. He covers onboarding tactics like personal DMs and profile-based welcomes. He discusses framing communities as connection-first, using levels and leaderboards to boost retention, cohort-based conversions, and smart freemium-to-paid funnels.

Feb 26, 2026 • 1h 1min
They make $40k/month while living in a truck...
Haley Schrope, community operator who runs onboarding, rentals, and ops. Ryan Schrope, real estate entrepreneur who teaches funding deals and building active income. They talk about building a freedom-first community, launching from free to paid, distribution without big social media, designing systems that scale, annual pricing to reduce churn, and living and running their business from a truck.

6 snips
Feb 12, 2026 • 31min
She Makes $50k/m On Skool (With Her Mom)
Tracy Pleschourt, life coach and co‑founder who brings mindset and group‑coaching expertise. Gracie Pleschourt, dating coach and co‑founder who scaled a Skool dating community to about $50k/month. They discuss moving from 1:1 to scalable community work. They explore building brotherhood for men, why dating feels harder today, and using lived experience plus mindset to craft practical, community‑first programs.

Jan 29, 2026 • 46min
Meet the Kid Who Gets Paid to Talk to Strangers
Jason Olofsen's passion is making friends with strangers. Thanks to Skool, it's now also his full-time job.We caught up with him in LA to find out:- How he actually get customers- Why doing what you love scales faster than you think- And how he makes money without complicated funnelsCheck it out!

12 snips
Jan 15, 2026 • 45min
This dad makes $40k/month teaching Spanish on Skool
In this episode, Robert Venter, a passionate language teacher from South Africa, shares his journey of building a successful Spanish learning community. He discusses innovative methods to reduce churn, his unique Layers Method for prioritizing high-frequency vocabulary, and how live TikTok sessions led to rapid revenue growth. Robert also reveals marketing strategies that transitioned his hobby into a burgeoning business, as well as ambitious plans to scale to $100K/month. His insights on community-led learning and the importance of relevant language skills are both practical and inspiring.

8 snips
Jan 8, 2026 • 1h 3min
This 23-year-old makes $230k/month on Skool
Nate Herk, founder of AI Automation Society and a Skool Games winner, shares insights on building a thriving community of 180,000 members focused on no-code AI automations. He discusses how simplifying his course content improved retention and led to significant monthly earnings of $230k. Nate explains why he chose Skool for its user-friendly features and reflects on turning YouTube viewers into engaged community members. He emphasizes the importance of passion and community as a way to enhance learning, mental wellness, and human connection in a tech-driven world.

39 snips
Dec 18, 2025 • 1h 24min
The Secret to Skool's Success (Sam Ovens Interview)
Sam Ovens, Co-Founder and CEO of Skool, shares insights on building passionate online communities. He reflects on the inspiring rock from Sedona that reshaped his vision for Skool, advocating for passion-driven ventures over quick profits. Sam discusses the platform's growth challenges and the introduction of a $9 plan to empower hobbyists. He emphasizes intimacy with customers as a guiding principle and the importance of simplicity in product design. With humor and heart, he illustrates how quirks and community engagement can lead to genuine connections.

Dec 11, 2025 • 1h 2min
These Skoolers Made $107k... Then Gave It All Away
Daniel Harrison and Alexander VandeLaar just put on a legendary Skool Event in their hometown.Skoolers from all over the world flew to be there... and helped raise $107k for charity 🤯We caught up with them in LA to find out:- How Skool makes IRL so easy and fun- Creative ways to use the Affiliate Feature- And the power of collaborating with other SkoolersCheck it out ❤️P.S. Here's the giving-pledged-affiliate link to Daniel & Alexander's community: https://www.skool.com/lfg/about?ref=ef9ab8589baa43298d5b59362e460ae0

Dec 4, 2025 • 1h 4min
Hanging out with Kirby and Claire
Skool Stories is back!To kick off Season 2 we caught up with Andrew Kirby, Claire Quinn and Evelyn Weiss to chat about:- The first "Skool Baby"- How they got started on Skool- And why 2026 will be the year of communityCheck it out,


