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Entrepreneur School (In the AI Era)

Entrepreneur School (In the AI Era)

Kelly Sinclair

189 episodesEN

Show overview

Entrepreneur School (In the AI Era) has been publishing since 2023, and across the 3 years since has built a catalogue of 189 episodes, alongside 1 trailer or bonus episode. That works out to roughly 90 hours of audio in total. Releases follow a weekly cadence.

Episodes typically run twenty to thirty-five minutes — most land between 19 min and 36 min — though episode length varies meaningfully from one episode to the next. It is catalogued as a EN-language Business show.

The show is actively publishing — the most recent episode landed 6 days ago, with 31 episodes already out so far this year. Published by Kelly Sinclair.

Episodes
189
Running
2023–2026 · 3y
Median length
25 min
Cadence
Weekly

From the publisher

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.

Latest Episodes

View all 189 episodes

Is ManyChat Killing Your Sales?

Aug 18, 202633 min

Why Your Affiliates Go Quiet and How AI Fixes It

Aug 11, 202643 min

Are You Outsourcing the Wrong Things to AI?

Aug 4, 202650 min

Are you accidentally giving your IP away to AI?

Jul 28, 202635 min

Are You Actually Ready to Sell AI Products?

Jul 21, 202623 min

AI commoditized information. Sell this instead.

Jul 14, 202620 min

AI Skills Now Come With a 56% Wage Premium

Jul 7, 202656 min

How to Disclose Your AI Use Without Making it Weird

Jun 30, 202630 min

How to Scale Your Expertise Without Burning Out (Using AI)

Jun 23, 202636 min

Why We Refused to Launch Our Software the Normal Way

Jun 16, 202620 min

What Happens When You Train AI on Your IP

Jun 9, 202643 min

Two Skills That Actually Matter With AI

Jun 2, 202622 min

Free Info Is Dead (Here’s What Replaces It)

May 26, 202616 min

How AI Is Changing Your Business Model (And What to Do About It)

May 19, 202625 min

Life Is Lifing: How AI Became My Family Command Center

May 12, 202626 min

3 Entrepreneurs Share How They’re Making Money with AI

May 5, 202613 min

[Encore] Expert-Backed AI Is the New Online Course

Apr 28, 202624 min

We launched a new AI platform!

Apr 21, 202625 min

S1 Ep 171How to Stay Grounded When AI Is Moving Faster Than You Can Process

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 feels like to be a business owner right now—when AI is moving faster than most of us can process, when the headlines are loud, and when you're trying to figure out what actually matters versus what's just noise.I'm sharing:How to filter out the AI noise without missing what's actually importantThe difference between excitement and overwhelm—and how to move forward with intention instead of panicWhy chasing every shiny object means building nothing sustainableMy own struggle with staying focused while building a platform in the AI space (spoiler: I'm figuring it out in real time too)The mantra that's keeping me sane: What am I protecting? What am I building toward? What's one step forward right now?A sneak peek at our platform reveal happening April 16th (and why I'm nervous and excited in equal measure)If you've ever felt that low-level hum of "Am I keeping up? Is this going to change everything? What am I even supposed to do with this?"—this episode is for you.Because here's the truth: Your expertise is real. Your relationships with your clients are real. And the value you create is real. AI doesn't change that. It just changes how you deliver it, scale it, and protect your time while doing it.So let's take a breath together and figure out how to move forward with clarity instead of chaos.>>Your next steps📋Get on the waitlist for our new platform🤖Train AI to sound like you (in under 2 hours) with BrandCalibrator™ 🔹Check out my Interactive AI Starter Kit to see how worksheets can become bots🔹Let’s talk Bots for your business! Book a coffee chat🔹 Connect on Instagram>>Thanks for Listening!If you enjoyed this episode, please help us share it by:⭐ Following the show—this helps you stay updated and supports us!⭐ 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!

Apr 7, 202618 min

S1 Ep 170Why Your Human Work is Now More Valuable than Ever

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 conversation is a masterclass in using AI intentionally and keeping the "you" in your business.In this episode, you'll discover:The two things Prerna will never let AI do—and why her boundaries might surprise you (especially if you think AI can do "everything")How to know if your AI output is actually good enough to send—hint: it's not about the tool, it's about what you know before you hit generateWhy people are paying more for certain kinds of tools right now—and what that means for how you position your expertise in an AI-saturated marketThe sneaky way Prerna stress-tests her copy before it goes live—and how it's saved launches from floppingThe question every entrepreneur needs to ask before using AI for anything—because "faster" doesn't always mean "better"Why some clients are still paying full price for human-written copy—and what that tells us about where this is all headingThe one thing that makes an AI tool worth buying—and it's not the tech itself>>CONNECT WITH PRERNA<<Free Skeptic Buyer Bot: https://contentbistro.com/skepticClaude for Conversions Workshop (recorded): https://contentbistro.com/claude>>Your next steps📋Get on the waitlist for our new platform🤖Train AI to sound like you (in under 2 hours) with BrandCalibrator™ 🔹Check out my Interactive AI Starter Kit to see how worksheets can become bots🔹Let’s talk Bots for your business! Book a coffee chat🔹 Connect on Instagram>>Thanks for Listening!If you enjoyed this episode, please help us share it by:⭐ Following the show—this helps you stay updated and supports us!⭐ 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!

Mar 31, 202634 min
Copyright 2026 Kelly Sinclair