Entrepreneur School (In the AI Era) cover art

Entrepreneur School (In the AI Era)

Entrepreneur School (In the AI Era)

By: Kelly Sinclair
Listen for free

About this listen

Entrepreneur School in the AI Era is a podcast for experienced business owners who’ve already built something meaningful and are now figuring out how to work in a world where AI is suddenly everywhere. Hosted by Kelly Sinclair, award-winning marketer turned AI platform co-founder, the show explores how to integrate AI in practical, human-centred ways without sounding like a robot, losing touch with your unique gifts, or dismantling the business you’ve already built. Kelly originally adopted AI to elevate her work in marketing and visibility but quickly realized it was reshaping far more than she ever expected, ultimately transforming her entire business. This podcast is about navigating that reality together. Because AI isn’t a one-time upgrade. It’s an ongoing shift, and there’s both a right way and a very wrong way to use these tools. Expect strategic conversations, AI-forward guest spotlights, and honest perspectives on how to evolve with intention, protect what matters, and stay grounded as the way we work continues to change.Copyright 2026 Kelly Sinclair Economics Leadership Management & Leadership Marketing Marketing & Sales Parenting & Families Relationships
Episodes
  • The AI Shift That Changes How You Lead
    Mar 3 2026

    There's this moment in your AI journey when everything shifts.You stop thinking, "I should run this through AI," and start thinking, "How can I co-create with AI?"

    That shift—from AI as an assistant to AI as a collaborator—is your competitive advantage. It changes how you work, how you lead, and how you help your clients get better results.

    In this episode, I'm unpacking that exact moment of recognition. I'll walk you through what it looks like when you've made the shift, what it unlocks for you, and how you can help your clients make the same leap so they can truly leverage the tools you're building for them.

    I share a real example from my own week: building a launch marketing plan for our new platform (coming soon!).

    Old me? Would've opened a Google Doc and started writing goals, objectives, milestones, strategies, tactics, timelines—all the things.

    New me? I opened my AI tool and verbally dumped all my ideas: launch party details, mystery clues in emails, podcast roadmaps, collaboration timelines. Within an hour, I had a fully fleshed-out marketing plan that didn't just tell me what to do—it started writing the emails, outlining the podcast episodes, and structuring the launch event.

    That's not just efficiency. That's a fundamental shift in how I think and create.

    And if you're building AI tools for your clients, this shift is everything.

    Here's what we're covering:

    ✅ The two distinct phases of AI use (and why most people don't realize when they've crossed from one to the other)

    ✅ How to recognize you've made the shift—and why it matters

    ✅ The 3 key advantages of becoming an "AI-first thinker"

    ✅ Why this isn't about replacing your expertise—it's about multiplying it

    ✅ How to help your clients make the same shift so they get exponentially better results from your tools

    🤖Train AI to sound like you (in under 2 hours) with BrandCalibrator™

    🔹Let’s talk Bots for your business! Book a coffee chat

    🔹 Connect on Instagram

    >>Thanks for Listening!
    1. If you enjoyed this episode, please help us share it by:
    2. ⭐ Following the show—this helps you stay updated and supports us!
    3. ⭐ Leaving a positive review—this boosts our ranking and helps more entrepreneurs find the podcast.


    --------------------------

    Entrepreneur School is proud to be featured on the Feedspot list of 30 Best Canada CEO Podcasts!

    Show More Show Less
    16 mins
  • Should You Sell AI? The Answer Might Surprise You
    Feb 24 2026

    After running the Year of the Bot Bundle with 57 experts who are integrating AI in unique ways, I realized something huge.

    We're all sitting here asking the same questions: Do I need to sell AI now? How does this fit into my business? Am I behind if I'm not teaching it?

    And honestly? It's giving me 2020 digital course energy all over again.

    So I created this episode to give you some actual clarity. I'm breaking down the 5 levels of AI adoption—from using it internally to building it as your core product—so you can figure out where YOU belong on the spectrum (and stop feeling like you have to do all the things).

    Spoiler: There's no right or wrong way. There's just your way.

    In this episode, I walk you through:

    1. Level 1: AI as an internal tool (think: ChatGPT for emails, research, admin stuff)
    2. Level 2: AI-enhanced services (using AI to free up YOUR capacity and add more value)
    3. Level 3: AI-enabled programs or products (custom GPTs, bots, tools that support your clients)
    4. Level 4: AI tools as a standalone product (like my BrandCalibrator™ or a bot you sell)
    5. Level 5: Teaching AI strategy (you're now the AI expert in your niche)

    I also share real examples from collaborators like Holly Haynes, Kinsey Soderberg, Carly Clark Zimmer, and Monica Froese—so you can see what's actually working right now.

    If you've been overwhelmed by all the AI noise or wondering if you have to pivot your whole business to stay relevant, this episode will help you breathe, get clear, and move forward with intention.

    🤖Train AI to sound like you (in under 2 hours) with BrandCalibrator™

    🔹Let’s talk Bots for your business! Book a coffee chat

    🔹 Connect on Instagram


    >>Thanks for Listening!
    1. If you enjoyed this episode, please help us share it by:
    2. ⭐ Following the show—this helps you stay updated and supports us!
    3. ⭐ Leaving a positive review—this boosts our ranking and helps more entrepreneurs find the podcast.


    --------------------------

    Entrepreneur School is proud to be featured on the Feedspot list of 30 Best Canada CEO Podcasts!

    Show More Show Less
    25 mins
  • How to Set Up ChatGPT Projects That Work
    Feb 18 2026

    If you're like most people, you've probably got dozens (maybe hundreds) of chats with generic titles like "marketing ideas" or "content strategy." And when you need to pick up where you left off? Good luck scrolling through that mess.

    Here's the thing: ChatGPT is incredibly powerful. But, if you're not organizing your conversations intentionally, you're making it way harder on yourself than it needs to be.

    That's why I basically live inside ChatGPT Projects. In this episode, I'm walking you through exactly what Projects are, how they're different from custom GPTs, and how you can set them up to get way better results from AI.

    We're also covering some recent changes OpenAI made to memory settings (which I just discovered by accident last week). So grab your notebook for this one!

    In this episode, you'll learn:

    1. What ChatGPT Projects actually are (and why they're different from custom GPTs)
    2. The #1 problem most people have with AI—and how projects solve it
    3. How to set up project-specific memory so your contexts stay clean and separated
    4. My exact workaround for retroactively fixing memory settings in existing projects
    5. When to use a project vs. a custom GPT (with real examples from my business)
    6. How I use projects for business strategy, speaking prep, and even personal stuff (like my husband's 40th birthday Jeopardy game)
    7. Pro tips for managing, naming, and auditing your projects over time
    8. Why pulling bots into projects is a secret weapon for chaining tasks together

    Real-world examples I share:

    🔹 My Business Strategist Project—where I upload accelerator frameworks and literally tell ChatGPT to push back on my thinking

    🔹 My Speaking Prep Project—for refining talk titles, writing pitches, and constantly refreshing my speaker bio

    🔹 My Personal-Private Project—so vacation planning doesn't bleed into my business memory

    🔹 How I used one project to run two entire bundles—and saved hours by having AI convert all my templates in seconds


    Key Takeaway:

    If you're using ChatGPT and you're not using projects, you're making AI way harder than it needs to be. Projects solve this. They're like having different team members with different strategic backgrounds. Clean. Contained. Relevant.

    🤖Train AI to sound like you (in under 2 hours) with BrandCalibrator™

    🔹Let’s talk Bots for your business! Book a coffee chat

    🔹 Connect on Instagram


    >>Thanks for Listening!
    1. If you enjoyed this episode, please help us share it by:
    2. ⭐ Following the show—this helps you stay updated and supports us!
    3. ⭐ Leaving a positive review—this boosts our ranking and helps more entrepreneurs find the...
    Show More Show Less
    27 mins
No reviews yet