Kelly Sinclair
Entrepreneur School (In the AI Era)
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 s...
Author
Kelly Sinclair
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
AI Skills Now Come With a 56% Wage Premium 07.07.2026 54:29
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 That, to talk about the AI adoption gap between women and men, and the conversation went further than I expected. So instead of letting it live on her f...
How to Disclose Your AI Use Without Making it Weird 30.06.2026 28:28
What if the smartest move you could make right now isn't figuring out how to use more AI, but deciding where you draw the line? I sat down with Samantha Burmeister from Nomad Copy Agency, and we had one of those conversations that doesn't hand you a set of rules. It hands you better questions. Sam is a copywriter who uses AI in her business every single day, but she will not use it to write the co...
How to Scale Your Expertise Without Burning Out (Using AI) 23.06.2026 36:59
What if you could have a PR expert on call 24/7 — one that already knows your story, your angles, and your voice? That's exactly what Nicole Pearl built. And I got to watch it happen in real time. Nicole is a journalist and PR coach with 25 years of media experience, and she's one of the founding creators on wAIv. What she built there, the Pearl Pitch Desk, is one of the clearest examples I've see...
Why We Refused to Launch Our Software the Normal Way 16.06.2026 20:52
Here's a confession: I've bought at least a handful of softwares in my life that I've literally never logged into. Not once. So when it came time to launch wAIv to the public, every coaching instinct in my body refused the traditional software playbook. Open the doors, run ads, free trial, hope they convert? Absolutely not. I've watched too many entrepreneurs buy a thing that just sits there, and...
What Happens When You Train AI on Your IP 09.06.2026 43:32
Join us for the Blueprint to Bot Workshop June 17. Save $70 with coupon: PODCAST70 -------------------------------------------------------------------------------------------------------------------- What if the thing blocking your clients from getting results could be solved by AI—without replacing your expertise? I sat down with Dr. Michelle Mazur, our very first wAIv beta client, to talk about...
Two Skills That Actually Matter With AI 02.06.2026 22:03
Join us for the Blueprint to Bot Workshop June 17. Save $70 with coupon: PODCAST70 -------------------------------------------------------------------------------------------------------------------- Here's the thing nobody's telling you: being good at AI has nothing to do with being technical. I know, I know—you've been spiraling thinking you need to learn to code or become some kind of tech wiza...
Free Info Is Dead (Here’s What Replaces It) 26.05.2026 16:36
I was working with my AI this week when it dropped this line on me: "Free information has less currency now. The value is in interpretation, filtering, proprietary frameworks, and access—not knowledge itself." I literally stopped. I thought, "OMG. I need to do an entire episode on this." Because this is real: information scarcity is gone. Lead magnets now compete with instant AI answers. The bar h...
How AI Is Changing Your Business Model (And What to Do About It) 19.05.2026 25:52
Most people are using AI completely wrong—and if you're teaching your expertise through courses, coaching, or memberships, you're sitting on a business model opportunity that most experts are completely missing. I've been having the same conversation over and over lately with course creators, coaches, and membership leaders: How is AI actually impacting our businesses? And here's what I've realize...
Life Is Lifing: How AI Became My Family Command Center 12.05.2026 26:19
Let me paint you a picture: I'm trying to record this podcast while getting texts from my kids at school. One needs sweatpants. The other forgot a trifold board. Welcome to my life right now. I just got back from Social Media Marketing World in Anaheim, landed straight into six days a week of softball season (for TWO kids), plus gymnastics competitions, and oh yeah—I have a teenager now. And someh...
3 Entrepreneurs Share How They’re Making Money with AI 05.05.2026 13:17
I just got back from Social Media Marketing World/ AI Business World in Anaheim, CA (yes, I went to Disneyland—you know me) and I brought home something WAY better than mouse ears: real conversations with real entrepreneurs who are actually making money with AI. And not in some hypothetical "maybe someday" kind of way. Like, right now. Today. In their businesses. This episode is raw, scrappy, and...
[Encore] Expert-Backed AI Is the New Online Course 28.04.2026 24:27
We're living through another gold rush moment in the online space, and most people don't even realize it yet. Between 2019 and 2021, the online course market exploded from $45 billion to $165 billion. Early movers captured 70% of that market just by being first. But by 2022? The market hit saturation. Course completion rates dropped to 20%. Content fatigue set in. And honestly? I've got my own cou...
We launched a new AI platform! 21.04.2026 25:18
Okay, I'm finally spilling it. After months of being *annoyingly* coy about "the platform," I can officially tell you what Andrew and I have been building—and what it's called. Meet wAIv (yes, spelled like that—lowercase w, capital AI, lowercase v). It's an AI platform designed to help expert creators like you build, protect, and *monetize* your knowledge through custom AI tools we call bot squads...
How to Stay Grounded When AI Is Moving Faster Than You Can Process 07.04.2026 18:53
I didn't sleep last night. My brain wouldn't shut off—and it wasn't my kids, my snoring husband, or even my senior dog waking me up at 2 a.m. It was the relentless pace of AI news, the fear of falling behind, and the pressure of building in this space while trying to make sense of it all. So I figured if I'm feeling it, you probably are too. In this episode, I'm getting real about what it actually...
Why Your Human Work is Now More Valuable than Ever 31.03.2026 34:17
Today, I sat down with Prerna Malik, an AI strategist, sales expert, and conversion copywriter behind multiple seven-figure launches for clients like Pat Flynn, Amy Porterfield, and Copyhackers. Prerna is co-founder of Content Bistro (soon to be Profitably Yours), and she blends AI, buyer psychology, and conversion science to help entrepreneurs build people-first, profit-rich sales systems. This c...
Expert-Backed AI Is the New Online Course 24.03.2026 24:27
We're living through another gold rush moment in the online space, and most people don't even realize it yet. Between 2019 and 2021, the online course market exploded from $45 billion to $165 billion. Early movers captured 70% of that market just by being first. But by 2022? The market hit saturation. Course completion rates dropped to 20%. Content fatigue set in. And honestly? I've got my own cou...
The QuitGPT Movement: What It Means for Your Business 17.03.2026 20:14
I couldn't stay silent on this one. If you've been watching the drama unfold between OpenAI, Anthropic, and the U.S. Department of Defense and seen the uprise in the #QuitGPT momevent… yeah, it's a lot. And if you're feeling stuck, confused, or even a little trapped by your AI tools right now? You're not alone. I think we need to talk about what's actually happening, what it means for online busin...
How I Built a Marketing Team Out of Bots 10.03.2026 18:12
You've got AI tools that are more powerful than entire creative teams from a few years ago… and yet you're still doing manual labor. I'm talking about the endless copy-paste shuffle. The re-explaining your business to every new bot. The feeling that you're supposed to be the one stitching all your tools together when they should be working for you. If that hits home, this episode is for you. I'm i...
The AI Shift That Changes How You Lead 03.03.2026 15:58
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 reco...
Should You Sell AI? The Answer Might Surprise You 24.02.2026 25:07
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...
How to Set Up ChatGPT Projects That Work 18.02.2026 26:35
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 nee...
Five Real Ways I Used AI This Week (Steal Them) 10.02.2026 17:06
I can't remember what work was like before AI. And honestly? I don't want to go back. This episode is a little different—I'm pulling back the curtain and showing you exactly how AI showed up in my business this week. Not in theory. Not aspirationally. But in real time, messy and strategic and ridiculously helpful. Because here's the thing: AI isn't showing up in just one way for me anymore. Someti...
Where Does AI Belong in Your Business (and Where Doesn’t It)? 03.02.2026 16:19
I just got off a panel talking about AI for experts who don’t want to sound like robots, and the conversation was so good I had to bring it straight to you. Let’s be real: there’s a lot of pressure to go all-in on AI. But there's also this voice in the back of our heads asking, "Am I about to automate myself out of a job?" After spending years honing our craft, the idea that a robot could do it in...
3 Years In: What’s Changing on Entrepreneur School 27.01.2026 18:56
The Year of the Bot Bundle is available for FREE until Feb.15! ____________________________________________________________________________ BIG NEWS: Entrepreneur School is officially stepping into the AI era! I know, I know. I’m a PR and branding person, not a tech bro. Stepping into this role has been a journey full of imposter syndrome and "what the hell am I doing?" moments. But after diving d...
I Quit Social Media and My Business Got Better 13.01.2026 45:30
What if the key to your next level of success wasn't hustling harder, but quitting the one thing you think your business can't survive without? This conversation with Ash McDonald is one for the books. She’s a therapist and business mentor who came on the show and dropped so many truth bombs I’m still cleaning up the mess. We start with her "soapbox" moment—why she permanently quit social media—an...
Why You Can’t Trust AI with Your Money (Yet) 06.01.2026 40:15
Have you ever left a meeting with your accountant feeling… kind of dumb? Like you should know more, do more, or just be better with your money? Yeah, me too. It’s this weird, quiet shame that so many of us carry, and we rarely talk about it. My guest today, Serena Shoup, a CPA and bookkeeping CEO, gets on her soapbox about this within the first five minutes—and I was HERE for it. She calls out the...
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