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Entrepreneur School (In the AI Era)

Kelly Sinclair
Artificial Intelligence
Wave
Visibility
Entrepreneurship
Brand Calibrator
Marketing
AI In Marketing
Bots
Chatgpt
Collaboration
Social Media
AI Tools
AI (artificial Intelligence)
AI Adoption Spectrum
Calgary, Canada
Expert Backed AI
Visible AF
Instagram
Bundles
Facebook

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 wit... more

PublishesWeeklyEpisodes186Founded4 years ago
Number of ListenersCategories
MarketingBusinessEntrepreneurship

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Artwork for Entrepreneur School

Latest Episodes

Holly Haynes built seventeen AI bots for her signature program. Then she almost didn't share them.

Here's what stopped her. When you package your expertise into a shareable AI skill, you have to hand over everything inside it. The transcripts. The c... more

AI called me out this month. And honestly? It was right.

I took a detour when Fable 5 dropped and asked it to audit my business. Its verdict: I'm great at building, not great at shipping. If that stings a little for you too, you're in the right plac... more

A Russell Brunson ad stopped me mid-scroll the other day. He validates a point I've been trying to make for months: AI has commoditized information.

Your course content is now available to everyone for free. That's not a scare tactic, it's a shift, ... more

Only 3 out of 10 women in Reese Witherspoon's book club were using AI regularly when she posted about it. That stat is staggering.

This week's episode is a little different. I sat down with my friend Stephanie Mitton on her podcast, Women Don't Do T... more

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Find out how many people listen to this podcast per episode and each month.

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Recent Guests

Samantha Burmeister
Copywriter, founder of Nomad Copy
Nomad Copy
Episode: How to Disclose Your AI Use Without Making it Weird
Nicole Pearl
Journalist and PR coach; founder of Pearl Pitch Desk
Pearl Pitch Desk / Wave
Episode: How to Scale Your Expertise Without Burning Out (Using AI)
Dr. Michelle Mazur
Expert in messaging and marketing who uses AI to train her frameworks
Wave (Moxie bot squad, Expert Up Club)
Episode: What Happens When You Train AI on Your IP
Maddie Van Patton
Wedding industry professional discussing monetizing AI tools for weddings
Central Valley wedding industry entrepreneur
Episode: 3 Entrepreneurs Share How They’re Making Money with AI
Emma Teagan
From Smarter Care, a social media scheduling tool
Smarter Care
Episode: 3 Entrepreneurs Share How They’re Making Money with AI
Lauren deVane
Visual AI creator, founder associated with bemused; creator of AI prompts/course ecosystem
Bemused/Bemused brand
Episode: 3 Entrepreneurs Share How They’re Making Money with AI
Prerna Malik
AI strategist, sales expert and conversion copywriter; co-founder of Content Bistro (soon Profitably Yours)
Content Bistro / Profitably Yours
Episode: Why Your Human Work is Now More Valuable than Ever
Holly Haines
AI integration educator and collaborator in the Year of the Bot bundle
Independent/Learning programs
Episode: Should You Sell AI? The Answer Might Surprise You
Ash McDonald
Therapist and nervous-system first business mentor
Ash McDonald Mentoring
Episode: I Quit Social Media and My Business Got Better

Host

Kelly Sinclair
Host of Entrepreneur School in the AI Era; AI platform founder; experienced marketer

Reviews

5.0 out of 5 stars from 55 ratings
  • A must for AI tips!

    LOVE Kelly’s episodes - always packed with such value and especially now, which how fast AI is moving - I’m super appreciative of this show!

    Apple Podcasts
    5
    BowenFive
    United States5 months ago
  • A recent new favorite

    You know when you find a podcast and binge several episodes? This is one of those podcasts. Partly because of the subject matter and partly because of Kelly’s delivery and style. It’s become must-listening for me especially after a brand pivot (PS. Brenda the Brandcalibrator tool is awesome!)

    Apple Podcasts
    5
    staceyvul
    United States5 months ago
  • For the mom who refuses to choose between her business and her kids

    I'm so done with podcasts that pretend you can build a six-figure business while also never missing a single soccer game and somehow still having time to meal prep on Sundays. Kelly Sinclair doesn't sell you that fantasy and that's exactly why I love this show.

    Kelly is a brand and marketing strategist who spent over a decade in corporate PR before her mom's death from breast cancer made her rethink everything. Now she's on a mission to help other moms build businesses that actually fit into th... more

    Apple Podcasts
    5
    Smitty Smittz
    United States5 months ago
  • Down To Earth Behind-The-Scenes!

    There’s nothing better than a podcast for business owners that tells it like it is. And that’s exactly what you get with a Kelly. I love the guests she curates and every episode is about a relevant topic that somehow seems like exactly the thing you needed to hear

    Apple Podcasts
    5
    Stacey Brass-Russell
    United Statesa year ago
  • Must-Listen for Business Owners Who Want Clarity & Confidence

    Kelly has a gift for breaking down branding and business strategy in a way that actually makes sense. Entrepreneur School is like a masterclass in growing a business with clarity and confidence—without the overwhelm. Every episode is packed with insights that make me rethink my approach and take action. If you’re serious about building a brand that stands out, this podcast is a must!

    Apple Podcasts
    5
    emily reagan
    United Statesa year ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

The host delivers authentic, real-world insights without hype.
Fans value balance between AI adoption and living a life beyond hustle culture.
Guests are consistently diverse and offer tangible, applicable strategies.
Listeners appreciate practical, no-nonsense AI guidance for growing established businesses.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

How to Disclose Your AI Use Without Making it Weird
Q: Is AI fundamentally changing the value proposition of copywriting, or is it complementing human expertise?
AI complements human expertise by handling pattern recognition and data aggregation, but clients still seek human connection, storytelling, and nuanced understanding of audience needs; the most successful use cases blend AI with human review and strategic thinking.
How to Disclose Your AI Use Without Making it Weird
Q: What are the main patterns you're seeing in how people disclose AI use in their business?
People are increasingly adding disclosure to privacy policies and sales pages, and some use dedicated resource pages that explain how AI is used, often with examples to demonstrate the distinction between human and AI contributions.
How to Disclose Your AI Use Without Making it Weird
Q: How have you personally integrated AI into your copywriting practice without compromising your own thinking and expertise?
I use AI to accelerate research and pattern identification, not to generate client copy; I rely on my own brain for the actual writing and strategy, using AI as a tool to inform and organize ideas rather than replace the human element.
How Dallas Travers Got 3,000 Email Subscribers in 6 Months
Q: Why are bundles effective for list growth and revenue?
Bundles leverage collaboration to bring in a large, aligned audience, create credibility through association with other thought leaders, and produce tangible subscriber growth that converts at a higher rate than social media alone, all while keeping the process low-friction for contributors.
How Dallas Travers Got 3,000 Email Subscribers in 6 Months
Q: What is the bigger problem coaches face when trying to land clients and build an audience?
The bigger issue is that many believe sales are down, but actually the market is more crowded; the real solution is building a controllable, high-quality list first through strategic list-building methods like bundles rather than chasing ads or purely social strategies.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Gender Skew
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Frequently Asked Questions About Entrepreneur School

What is Entrepreneur School about and what kind of topics does it cover?

A pragmatic show for experienced business owners navigating AI adoption in real-world operations. Episodes center on making AI human-centered, protecting IP, and building scalable offerings like bot squads and expert-backed education. Guests span AI practitioners, coaches, and industry specialists who share concrete strategies for monetizing thinking, automating processes, and keeping brand voice intact as AI becomes a core business driver. The host consistently emphasizes intentional AI use, ethical considerations, and practical frameworks to evolve without losing sight of core strengths. A standout angle is the platform-centric talk about gated access, community-enabled education, and collaborative AI that amplifies human expertise rather... more

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How many listeners does Entrepreneur School get?

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Which podcasts are similar to Entrepreneur School?

These podcasts share a similar audience with Entrepreneur School:

1. Empowered Business
2. The Amy Porterfield Show
3. New Heights with Jason & Travis Kelce
4. Do This, NOT That: Marketing Tips with Jay Schwedelson

How many episodes of Entrepreneur School are there?

Entrepreneur School launched 4 years ago and published 186 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Entrepreneur School?

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What guests have appeared on Entrepreneur School?

Recent guests on Entrepreneur School include:

1. Samantha Burmeister
2. Nicole Pearl
3. Dr. Michelle Mazur
4. Maddie Van Patton
5. Emma Teagan
6. Lauren deVane
7. Prerna Malik
8. Holly Haines

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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