Angelo Santiago wanted nothing to do with AI. His business is built around human connection, and he worried AI would pull him away from the clients and mission he cares about.

Instead, his AI operator, Terry, now handles recurring admin, tracks his business numbers, captures content ideas, and helps keep everything moving. That gives Angelo more time for his clients, his family, and the work only he can do.

Angelo also shares how his own marriage struggles led him to create Better Husband, what he learned from his early podcast experiments and launch setbacks, and what finally changed his mind about AI.

Listen to Better Husband: https://www.angelosantiago.com/podcast

Watch Angelo on YouTube: https://www.youtube.com/@angelosantiagocoach

Learn more about Angelo: https://www.angelosantiago.com

Apply for AI Operator Boot Camp: https://aioperatorbootcamp.com

Watch The Online Course Show on YouTube: https://www.youtube.com/@TheOnlineCourseGuy

If your business gets more complicated every time you try to grow, Stefanie Gass's story offers a very different path. She built a multi-seven-figure business by stepping away from social media, committing to one podcast, and directing everything toward one clear offer.

In this episode, Stefanie shares her one person, one problem, one offer model, why she recommends coaching before building a course, and how she turned a successful live launch into an evergreen funnel. Jacques and Rocky also unpack what her simplicity-first approach means for course creators now that AI makes it easier than ever to create more.

Watch the episode on Youtube: https://www.youtube.com/watch?v=90jw0Sp7OJA

Get Stefanie's Profitable Podcast Bootcamp free: https://stefaniegass.com/gifts
Coupon code: JACQUES

Or use this link to apply the code automatically: https://stefaniegass.thrivecart.com/profitable-podcast-bootcamp-gift/?coupon=JACQUES

Stefanie's Website: https://stefaniegass.com/

Check out the free workshop: https://www.theonlinecourseguy.com/workshop
Apply for Coaching: https://www.theonlinecourseguy.com/coaching
Watch the Free Workshop: https://www.theonlinecourseguy.com/workshop
Free Kajabi Course and 1 month Trial: http://everyclickkajabi.com/
Free Skool Course and 14 day Trial: https://www.skool.com/refer?ref=c725cf8892fe42c8bb37dd7e5ffc2575
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AI doesn't have to feel confusing. In this episode, Jacques goes back to the basics with his AI operator Rocky to explain how large language models work, why AI confidently gives wrong answers, and how to get more accurate results. They also explain the difference between a model and a harness, then walk through the progression from basic chat to automations, AI agents, and always-on AI operators. If you want to move beyond simply chatting with AI and start using it to do real work, this episode gives you the foundation.

I interviewed Rocky, my AI employee, about what he actually does for me, how AI operators are different from chatbots, and why the future of AI in business is not just better prompts.

If ChatGPT is still the only AI tool you’re using, this episode will help you take the next step.

In this episode of The Online Course Show, I’m sharing the AI tools I’m actually using in 2026. Not a giant list of random apps. Just the ones that are saving me time and changing how I work.

I talk about why I’ve been using Claude as my daily driver AI, how to get better results with simple prompting habits, why “do research” is one of my favorite phrases to add to a prompt, and how Wispr Flow has made it much easier to give AI the context it needs.

I also walk through Claude Cowork, how I use Rocky in my own business, why Pikzels has become part of my YouTube workflow, and why Claude Code is worth trying even if you don’t think of yourself as a coder.

If AI feels overwhelming, don’t try to learn everything at once. Pick one tool. Try one workflow. Build from there.

IN THIS EPISODE

• Why ChatGPT is only the beginning
• Why I’m using Claude as my main AI tool
• How to use “do research” to get better answers
• Why AI can sound confident and still be wrong
• How to use ELI5 prompts
• How to make AI review your work from your audience’s perspective
• Why Wispr Flow makes prompting faster
• What Claude Cowork does
• How Pikzels helps with YouTube thumbnails
• Why Claude Code is useful beyond coding

CHAPTERS

00:00 Why ChatGPT is only the beginning

01:57 Claude as my daily driver AI

05:42 Prompting tips that make AI more useful

08:54 A simple demo of AI guessing confidently

11:15 ELI5 and audience-review prompts

15:45 Wispr Flow and voice-first prompting

19:24 Claude Cowork and AI agents 22:36 Pikzels for YouTube thumbnails

25:30 Claude Code for apps and bigger projects

29:15 Where to start if AI feels overwhelming

LINKS AND RESOURCES

Claude: https://claude.com/download

Wispr Flow: https://wisprflow.ai/r?JACQUES92

Pikzels: https://pikzels.com/?via=jacques63

Watch on YouTube: https://youtu.be/AzQiZEiQF-8

Get your Personalized AI Game Plan: https://jacqueshopkins.com/ai-start

Some links may be affiliate links, which means I may earn a commission at no extra cost to you.

I spent years in the online course world thinking ChatGPT was basically the whole AI story. It wasn't. In this episode, I talk about what changed when I finally went deeper and built a personal AI operator that helps run my business 24/7. I share what it actually does, why it has been such a game changer for me, and why I think this shift is going to matter for every digital product creator.

What does it actually look like to build a seven-figure course business that doesn’t depend on you being “on” all the time? In this episode, I sit down again with Lauren Bateman to talk about what’s changed since her last appearance—and how she’s grown to over $1M per year while keeping her workload lean.

We break down her YouTube consistency, simple but powerful A/B testing wins, how she structures her funnel, and why chasing viral content can distract you from the audience that actually buys. If you want a more predictable, sustainable course business, this conversation is packed with practical takeaways.

Watch the episode on Youtube: https://youtu.be/VbDIaN68h_E

Lauren's Website: https://www.laurenbatemanguitar.com/

🎓 Check out the free workshop: https://www.theonlinecourseguy.com/workshop

Sign up for Jacques’ Journal: https://www.theonlinecourseguy.com/
Apply for Coaching: https://www.theonlinecourseguy.com/coaching
Watch the Free Workshop: https://www.theonlinecourseguy.com/workshop
Free Kajabi Course and 1 month Trial: http://everyclickkajabi.com/
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Most course creators think the path to success is to go wide first — build a big audience, create a big course, launch to the masses. But what if that’s actually the slowest way to build momentum?

In this episode, I sit down with John Meese from Sell Your Smarts to unpack his “Go Wide, Go Deep, Go Long” framework — and why starting with depth (not scale) is often the smartest move. We talk about how to land your first high-ticket clients without ads or social media, how to craft a 10x promise that cuts through the noise, and why we’ve officially entered what John calls “The Age of Insight.” If you’re building (or rebuilding) your online course business in 2026, this conversation will challenge the way you think about offers, audiences, and growth.

Watch the episode on Youtube: https://youtu.be/1zvGy_pI1NE

John's Website: meese.gift/course

🎓 Check out the free workshop: https://www.theonlinecourseguy.com/workshop

Sign up for Jacques’ Journal: https://www.theonlinecourseguy.com/
Apply for Coaching: https://www.theonlinecourseguy.com/coaching
Watch the Free Workshop: https://www.theonlinecourseguy.com/workshop
Free Kajabi Course and 1 month Trial: http://everyclickkajabi.com/
Free Skool Course and 14 day Trial: https://www.skool.com/refer?ref=c725cf8892fe42c8bb37dd7e5ffc2575
Instagram: https://www.instagram.com/theonlinecourseguy/
Threads: https://www.threads.net/@theonlinecourseguy
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