Kelly Sinclair

Entrepreneur School (In the AI Era)

Business EN ↓ 183 episodes

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

Business

Podcast website

entrepreneurschool.ca

Latest episode

Jul 7, 2026

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Episodes

How to Plan 2026 Without a Business Plan 30.12.2025

I started 2025 with one rule: “Only if it's a hell yes.” I ended it as the co-founder of an AI company. I didn’t see it coming! This episode is a little nerve-wracking to share, but it’s the real, unfiltered story of my wild ride through 2025. I ditched the 12-month goals, the rigid launch calendars, and all the “shoulds” I’d been forcing for years. As an Enneagram 8 who loves control, this was… u...

How Can You Budget Without Feeling Limited? 16.12.2025

Today, we’re talking about the other B-word… Budgeting — but before you roll your eyes, stick with me, because my guests Shana and Vanessa (aka the Budget Besties ) are flipping everything you think you know about budgets on its head. These two are best friends turned financial coaches who teach ambitious women how to automate their money without shame, spreadsheets, or sacrifice . Honestly? Sign...

How to Reinvent Your Business for 2026 09.12.2025

Ever felt the itch to change everything — but also felt paralyzed because you’ve built a community, payroll, and a reputation on the “old thing”? I sat down with Tracy Matthews,  a serial reinventer who’s survived bankruptcy, built and rebuilt seven-figure creative businesses, and now runs a program called The Art of Reinvention. This episode is a masterclass in doing the pivot work without b...

You Might Be Doing This Wrong With Your Audience 02.12.2025

We’re not easing into this one. We’re going straight to the soapbox. In this conversation with marketing strategist and host of Marketing Unfiltered , Sophia Parra , we get real about AI, the “trust recession” online, and why your nurture strategy probably isn’t actually nurturing anyone. Sophia shares why “I’m just not going to use AI” is no longer a viable business stance, how AI has quietly dev...

3 AI Predictions That Will Redefine 2026 24.11.2025

The Year of the Bot Sale is here Nov. 24 - Dec. 1, 2025! ________________________________________________ It’s the end of November, and I’ve been thinking a lot about how I want next year to feel. Not just in my business, but in my actual life—the pace, the white space, the energy I want to bring in, and the things I’m done with. So today, I’m sharing my 3 predictions for 2026 —and why I’m calling...

The Trust Recession: Why Coaches Must Sell Differently in 2026 18.11.2025

If you’ve been side-eyeing social media, this one will feel like a deep exhale. Amanda Walker—“the coach that coaches coaches” with 25+ years of experience—breaks down how to get clients in a skeptical market by building trust that sticks. We talk about why posting more isn’t the answer, what RGAs (revenue-generating activities) actually look like, and how small-buy offers + radical transparency s...

How to Stop Outsourcing Your Self-Trust 11.11.2025

Ever feel yourself outsourcing your power to the next course, coach or hack? Same.  In this conversation with certified coach Carly Clark Zimmer, we dig into how to rebuild self-trust so you can make clear, grounded business decisions without the constant second-guessing. We unpack why overthinking drains you more than doing, how parts work (IFS) creates internal harmony, and the simple (not...

3 Simple Ways to Monetize with AI (No Coding Required) 04.11.2025

Let’s talk about monetization with AI—without the overwhelm, the jargon, or pretending you’re suddenly a coder. In this episode we break down three clear paths to monetizing with AI that don’t require you to build a tool, start a tech company, or even understand how ChatGPT works behind the curtain. You’ll discover how to: Save hours (and reclaim your evenings) by using AI to streamline the behind...

How to Protect Your IP in the Age of AI 28.10.2025

Join us for the Next AI Era Workshop: GPT Ecosystems (use coupon code “podcast” to get in for only $1 ) __________________________________________________________________________________ This week I’m thrilled to introduce you to Andrew Bartle, longtime entrepreneur and software developer who’s been exploring how artificial intelligence can empower creators — without compromising ethics or securit...

How to Get Clients Without Being Everywhere 21.10.2025

Have you ever felt like you’re doing all the marketing things—and still not being seen? In this special replay, I’m flipping the mic and joining Lori Young on The OfferMojo Show to talk about visibility the sustainable way: relationship-led, energy-aligned, and supported by AI. We dig into why social media is not your only path (or even your best lead source), the difference between performative v...

What If AI Actually Made You More Human? 14.10.2025

You already know AI can save you time—but what if that’s not the real win? Let’s dive into a belief shift that’s completely changed how I think about AI—because it’s not just about doing things faster. It’s about showing up better. I’ll share how I turned a 20-hour task into a 2-hour one using AI. Not so I could do less, but so I could have deeper, more meaningful conversations with my clients. Be...

The Lie About AI Content That’s Costing You Clients 07.10.2025

You’ve seen the promises: “300 posts in a day” or “an entire month of content in 30 minutes.” And yes, AI makes it possible—but here’s the problem: more content doesn’t equal more visibility. What actually matters is resonance. If your message isn’t landing, no amount of posting will fix it. In this rant-style episode, I’m sharing why visibility without calibration is just noise, and how to use AI...

Why Women Must Lead the AI Revolution 30.09.2025

What started out lighthearted turned into one of the most empowering conversations I’ve had on Entrepreneur School. Kinsey Soderberg is the founder of Authentic AI and co-host of the upcoming Her AI Era Summit , a women-led event showcasing how entrepreneurs can harness AI to expand their impact. And she said something that gave me full body chills : “Women feel guilty using AI.” This conversation...

Human-First AI: How to Reduce Harm in Your Marketing 23.09.2025

This conversation hit deep. I invited Annie Gichuru onto Entrepreneur School because her AI Bias Guide stopped me in my tracks. Annie is a leading Racial Equity Coach & Consultant, and she’s one of the contributors inside my Ease & Alignment with AI Bundle. We went way beyond “AI tips.” Annie opened my eyes to the invisible gaps in our businesses when we believe kindness equals inclusion—a...

Why Working Harder Isn’t the Answer Anymore 16.09.2025

This one’s for every woman who’s ever felt guilty for wanting things to feel easy. For so long, I believed business had to be hard. That if I wasn’t sacrificing time, energy and sleep, I wasn’t doing it “right.” But I’ve been on a personal mission to let go of that belief. And here’s the truth I’ve found: ease is allowed. When I used to create visibility strategies for clients at a PR firm, it too...

The Plot Twist I Didn’t See Coming: How AI Changed My Biz 09.09.2025

So… becoming an AI strategist wasn’t exactly on my 2025 bingo card. But here we are. In this episode, I’m sharing how I went from corporate PR girl to building over 30 custom GPTs , creating a full-on podcast bot squad (including the one that wrote these show notes in minutes) and developing a whole new arm of my business centered around human-first and on-brand AI. This isn’t about cranking out 1...

What If You Never Posted on Instagram Again? 02.09.2025

What happens when you quit social media cold turkey for an entire summer? In this solo episode, I share the results of my zero-posting experiment—what happened to my business, my personal life, and my energy when I stepped away from Instagram, LinkedIn, and Facebook. Spoiler: my business didn’t crash. In fact, it grew. I’ll break down the unexpected wins, a few sticky challenges, and why this rese...

The Email List Shortcut Hiding in Facebook Groups 26.08.2025

Think Facebook is dead? Think again. This week I’m joined by Tracy Beavers—business coach, speaker, and published author—who’s obsessed with helping entrepreneurs stand out in crowded markets. With 20+ years of experience and a love for organic, sustainable strategies, Tracy has guided hundreds of business owners to grow their email lists and attract dream clients without burning out. In this conv...

The *Real* Way to Make AI Sound Like You 19.08.2025

This one’s been brewing all summer. While you were seeing my Summer Strategy Snacks hit your feed, I was quietly running a beta program that has completely shifted the direction of my business. I’m pulling back the curtain on what’s changing, why AI is now at the center of my work, and the real way I use it to help clients get visible without the burnout. Spoiler: it’s not about cranking out more...

Why Your Offers Aren’t Selling (and How to Fix It) 12.08.2025

If you’ve ever found yourself second-guessing your offers, this episode will hit home. I’m joined by Lori Young , aka The Offer Magician , who’s spent over 15 years helping coaches and personal development entrepreneurs create offers that feel amazing to deliver and irresistible to buy. We’re diving into how to design a “hole-in-one” offer—the kind that hits the mark, lands with ease, and lights y...

The Visibility Strategy You’re Probably Avoiding 05.08.2025

This one’s for all my people-pleasing, don’t-want-to-be-annoying business owners. We’re tackling the most overlooked (and avoided) visibility strategy out there: follow-up . Yup. The one that makes you feel a little awkward, a little pushy... and a lot like you'd rather organize your junk drawer than hit “send” on that email. But here’s the thing—visibility isn’t just about being seen once. It’s a...

The Visibility Strategy Nobody’s Talking About (But Should Be) 29.07.2025

We’re back with another summer strategy snack—and I’m spilling the tea (or should I say, coffee?) on the most underrated visibility strategy I know: coffee chats. Here’s the deal: I’m in the middle of a social media detox this summer, but I’m not ghosting my business. I’m getting visible in a way that actually feels good —and coffee chats are a huge part of that. Not sales calls. Not pitch slams....

My Real Results From Participating in Bundles 22.07.2025

Yes, you can be sipping Coronas at the lake while new subscribers roll into your inbox. (I’m literally doing that as this episode goes live) In this episode of the Summer Strategy Snack Series, I’m giving you a peek behind the scenes of how bundles work—even when you’re totally offline. From how I gained over 300 subscribers (with a 91% retention rate!) to what makes a bundle worth your time, this...

How Dallas Travers Got 3,000 Email Subscribers in 6 Months 15.07.2025

Let’s talk about what really moves the needle in your business in 2025! In this episode, I’m joined by Dallas Travers, the go-to coach for values-driven coaches who want to grow without the sleaze. Dallas breaks down the exact strategy she used to grow her email list by 3,000+ subscribers in six months—without ads, without burnout, and definitely without selling her soul to social media. (Spoiler...

9 Podcast Pitch Mistakes That’ll Get You Ghosted 08.07.2025

If you’ve ever pitched yourself to be on a podcast and gotten total crickets... this one’s for you. I’m spilling the tea on podcast pitches—the good, the bad, and the so-bad-I-hit-delete-before-I-finish-reading. As someone who has a background in public relations and has hosted this show for over two years, I get dozens of pitches every week. And honestly? Most of them are awful. So I created this...

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