Best Startup Playground Podcast Podcasts (2025)

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Jay Kiew, CEO of Citizencentric 1:29

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7M ago1:29

1:29

Send us a text In this episode, we sit down with the visionary leader behind Citizencentric, whose remarkable journey from scaling a consulting firm to navigating AI and automation transformation is nothing short of inspiring. In just three years, this guest has 20x-ed their revenue through strategic focus and an obsession with specificity. With a …

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Jason Yoong. COO of Ethan Evans VP, ex-Amazon, ex-Startup ($8M Seed) 1:22

7M ago1:22

1:22

Send us a text Jason Yoong has built and led billion-dollar businesses, commanded $400M+ marketing budgets, and helped scale a startup from the ground up. Now as COO of Level Up, he’s tackling a problem most ambitious professionals face: how to get real, unfiltered career advice from someone who’s actually done it. In this quick but powerful episod…

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Austyn MacKinnon, Realtor at 460 Realty & Property Management 1:19

7M ago1:19

1:19

Send us a text Episode Summary: In this episode of the 60 Second Podcast, host Matt McCoy speaks with a Realtor from 460 Realty & 460 Property Management Inc., who shares a powerful mindset shift that reshaped their confidence and career. What started as fear of a simple phone call evolved into conversations with CEOs and millionaires—revealing a t…

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Ian Nelson, CEO of Marketing Nerdy, CMO at ASC English 1:11

7M ago1:11

1:11

Send us a text Ian Nelson isn’t just helping businesses grow — he’s giving them a shortcut to trust. As a Lead Magnet Specialist and CEO of Marketing Nerdy, Ian has quietly powered over 200 lead magnets behind some of LinkedIn’s most viral content. In this episode, Ian reveals the secret to building authentic relationships in the digital world — an…

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John Richards, CEO of Startup Ignition Academy, Entrepreneur & Angel Investor 1:16

7M ago1:16

1:16

Send us a text John Richards has seen it all—from co-founding ventures with high-multiple exits to mentoring thousands of entrepreneurs and teaching lean startup principles at top universities. In this 60-second masterclass, he reveals the career-changing insight that helped him evolve from a people-pleaser to a radically honest leader. The result?…

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Mazarine Memon, Founder of The Art Brewery and Creator of Mysteries in Colour 0:41

7M ago0:41

0:41

Send us a text Mazarine Memon is a globally exhibited artist and founder of The Art Brewery. With over three decades of experience, she transforms creativity from a concept into a lived experience. Her unique approach, rooted in pareidolia—the art of finding meaning in abstraction—has captivated collectors and inspired leaders across the world. In …

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Karlene A. Millwood, CEO of Karlene Millwood International, Creator of the PRISM Leadership Framework™ 1:38

7M ago1:38

1:38

Send us a text Karlene A. Millwood, MBA — award-winning entrepreneur, CEO of Karlene Millwood International, and creator of the PRISM Leadership Framework™ — shares the one leadership principle that has defined her journey: consistency. From building credibility to navigating setbacks, Karlene reveals how showing up with unwavering focus and dedica…

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Audra Carpenter: Founder of ATEC Dynamics and CEO of zindo+co 1:06

7M ago1:06

1:06

Send us a text With nearly two decades of experience leading digital transformation, Audra has helped hundreds of organizations turn complex tech into clear business results. As the Founder of ATEC Dynamics and CEO of zindo+co, she delivers no-fluff, practical training on AI, automation, and digital strategy that actually gets implemented. In this …

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Inge De Dreu, Founder of Playground for Entrepreneurs 0:58

7M ago0:58

0:58

Send us a text In this episode of the 60 Second Podcast, Inge De Dreu, the founder of Playground for Entrepreneurs, takes us through a pivotal moment that shifted her perspective on entrepreneurship. She shares how she learned that the journey, not the idea itself, is what truly shapes both entrepreneurs and their ventures. Inge's deep understandin…

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Anthony Pu, Head of Business & Fan Commerce at Amazon Music 1:19

7M ago1:19

1:19

Send us a text This episode features a powerhouse in tech and media: the Head of Business, Fan Commerce at Amazon Music. With 17+ years across product marketing, GTM strategy, and partnerships—from Amazon and Ring to L.A. startups—she's built a career on curiosity, growth, and results. Her advice to her 18-year-old self? Ask more questions—it’s the…

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Alethia O’Hara-Stephenson, Director at RBC, TV Host, Non-Profit Founder 0:39

7M ago0:39

0:39

Send us a text Alethia O’Hara-Stephenson is a force across sectors—from safeguarding one of Canada’s biggest financial institutions to empowering communities through advocacy and media. As Director of Continuity & Disaster Readiness at RBC and Founder of the Dufferin County Canadian Black Association, Alethia shares the leadership principle that po…

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Everett Asher, Regional Vice President of Primerica 1:09

7M ago1:09

1:09

Send us a text In this episode of the 60 Second Podcast, we sit down with a seasoned Regional Vice President at Primerica, a leader with nearly a decade of experience helping families take control of their financial futures. With a passion for empowering middle-class Americans to earn more, become debt-free, and gain financial independence, he shar…

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Kristie Holden, Professional Artist & B2B Marketing Consultant 1:07

7M ago1:07

1:07

Send us a text In this episode of 60 Second Podcast, we sit down with Kristie Holden, a multi-talented professional who’s turning her passion into a thriving business. As a professional artist and B2B marketing consultant, Kristie has mastered the art of blending creativity with strategic growth. She’s helped businesses double their revenue while a…

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Jim Jacobsen, Vice President of Energy Economics, Co-Founder of Canadian Solar Institute 1:05

7M ago1:05

1:05

Send us a text Jim Jacobsen is a champion for clean energy and the driving force behind Energy Economics, a company powering British Columbia’s transition to solar. In this episode, Jim shares how their team delivers premium solar systems with craftsmanship that balances aesthetics, efficiency, and long-term value. With deep community roots and a p…

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Davide Viola, CEO of Health First Network and Chairman of CEO Mastermind 1:20

7M ago1:20

1:20

Send us a text Davide Viola isn’t just leading Canada’s largest health and wellness retail network—he’s helping business leaders scale with discipline and clarity. On this 60 Second Podcast, he shares the most common mistake scaling founders and execs make: lacking a structured management operating system. Davide breaks it down into three pillars—s…

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Jessica Gilmartin, CMO and CRO of Calendly 1:02

7M ago1:02

1:02

Send us a text In this punchy episode of the 60 Second Podcast, we sit down with the former Chief Revenue & Marketing Officer at Calendly, who’s also a Board Member at TextExpander and Limited Partner at Stage 2 Capital. With deep experience leading go-to-market teams, they share the one question every founder should be asking when hiring their fir…

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Dan Fletcher: Founder of dcbel 0:46

7M ago0:46

0:46

Send us a text Dan Fletcher is helping redesign how we power our homes and vehicles—by rethinking one of the most overlooked parts of clean energy: power conversion. In this rapid-fire episode, Dan shares how his team at dcbel is eliminating energy waste and unlocking a smarter, more efficient way to electrify everyday life. Want to power the futur…

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Chris Ayotte, Principal at TACTIX & Host of The Northern Sentinels 1:02

7M ago1:02

1:02

Send us a text After retiring as a General Officer in the Canadian Army, Chris Ayotte continues to serve—with impact. As Principal at TACTIX and host of The Northern Sentinels Podcast, Chris brings character-first leadership to procurement, defence, and public service. In just 60 seconds, he shares the lesson he wishes he’d known earlier: why chara…

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Monika Heaton, CEO of Decision Financial Services Inc. 0:47

7M ago0:47

0:47

Send us a text Tax planning isn’t just a Q4 scramble — it’s year-round strategy. In this episode, we bust one of the biggest myths about tax planning with a true expert who knows the ins and outs of proactive tax strategy. Forget the “buy a car in December” playbook — this guest lays out why your tax professional should be part of your financial li…

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Mandy Gill, Bestselling Author and Keynote Speaker 1:15

7M ago1:15

1:15

Send us a text In this episode of 60 Second Podcast, we sit down with the incredible Mandy Gill — a keynote speaker, bestselling author, and performance expert who has scaled the peaks of both business and the world’s tallest mountains. Mandy shares her journey from launching a groundbreaking behavior change app to conquering ultra-trail marathons.…

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Zack Oates, CEO of Ovation 1:39

7M ago1:39

1:39

Send us a text Zack Oates is one of those rare entrepreneurs who mixes heart, hustle, and hilarity. From scooping ice cream at Friendly’s to ringing the NASDAQ bell as CEO of Ovation, Zack’s journey is a masterclass in customer experience innovation. In this lightning-round episode, he shares why feedback is broken in restaurants, how Ovation is us…

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Swish Goswami, Co-Host of Track Limits & Former CEO of Surf (Acquired by Datacy) 1:07

7M ago1:07

1:07

Send us a text Swish Goswami is a force — a LinkedIn Top Voice, serial entrepreneur, author, and investor who’s already sold a company, written a book, raised millions, and spoken on global stages… all before 30. In this episode, he shares a timeless reminder with his younger self: “Don’t sweat the small stuff — the big picture always wins.” This 6…

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Rod Schulhauser, P.Eng: Innovating Homeownership & Business with Implementeering™ & President at The Self Funding House" 0:36

7M ago0:36

0:36

Send us a text In this episode, we speak with Rod Schulhauser, P.Eng, the visionary behind The Self Funding House™, a game-changing initiative designed to solve North America's affordability crisis in housing. Rod has leveraged his expertise in business systems, operations architecture, and intellectual property to create solutions that are not jus…

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Jesse Sieff, Founder of Sieff Studios, Video Strategist, ICF Media Coach, USMC Veteran, and Chief Marketing Officer at Service to Success 1:04

7M ago1:04

1:04

Send us a text “The #1 Mistake People Make About Media” — with Jesse Sieff When people think about video content, they often think expense. But Jesse Sieff wants to change that. In this episode, Jesse breaks down the biggest misconception in the media strategy and video production industry: the idea that you're just buying a video. According to Jes…

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Paul-Étienne Côté, Founder, CEO & Creative Director Founder, CEO & Creative Director 0:51

7M ago0:51

0:51

Send us a text Creativity Takes Time — And So Does Trust Paul-Étienne Côté, CEO and Creative Director of CIRCONFLEX, shares a hard-earned truth from two decades of leading a world-class creative team: patience isn’t optional, it’s essential. Just like great ideas take time to form, they take just as long to resonate with others. 👉 Tune in for a tim…

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Jeffrey Goldsmith, Fractional CMO of Mammoth Analytics & Emtrain 0:49

7M ago0:49

0:49

Send us a text Most founders get this one thing wrong about marketing... Jeffrey Goldsmith, a seasoned marketing strategist and fractional CMO, has helped build brand visibility and lead gen for companies from AI startups to Fortune 500 rebrands. In this 60-second episode, he breaks down the biggest marketing blind spot he sees again and again: und…

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Rachael Dussuau, CEO & Founder of Mission & Story 1:16

7M ago1:16

1:16

Send us a text From Newsroom to Boardroom: Rachael Shackelford Dussuau on the Power of Human-Centered Storytelling Rachael Shackelford Dussuau has spent her career weaving narratives that resonate — from the fast-paced world of journalism to high-stakes corporate storytelling. In this episode, she drops a truth bomb: Data alone isn’t the story — pe…

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Lesley Hawkins, Transformational Leader, Professional Speaker & Strategic Consultant 0:48

7M ago0:48

0:48

Send us a text The Power of One Bold Move Lesley Hawkins, a transformational executive and former VP at adidas Canada, shares the pivotal decision that launched her into the next level of leadership. Eleven years ago, she left a comfortable, close-to-home job for a lateral role that forced her to stretch, take risks, and lead with purpose. That lea…

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Andrew Tansil, Co-Owner & CMO of Sayulita Wellness Retreat 2:03

7M ago2:03

2:03

Send us a text What if the secret to peak performance wasn’t doing more—but doing what actually matters to you? In this episode, host Matt McCoy sits down with entrepreneur and wellness retreat founder Andrew Tansil, who shares how chasing hustle culture in his 20s and 30s led to burnout across multiple businesses. It wasn’t until he stepped back, …

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Jessica Gilmartin, CMO and CRO of Calendly 0:56

12M ago0:56

0:56

Send us a text What does leading marketing at a multi-billion dollar company really look like?By Matt McCoy & Lauren Origoni

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Marissa West, President of General Motors North America 1:07

1y ago1:07

1:07

Send us a text Marissa West, President and Senior VP of General Motors, speaks about some highlights at GM...including the coolest part of working at GM, an amazing new development GM is working towards, and more!By Matt McCoy & Ana Hogiu

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Aaron Anders, CEO of College Pro 0:36

1y ago0:36

0:36

Send us a text In this episode, Aaron Anders, CEO of College Pro, discusses what he would've told his 18 year old self. You don't want to miss this!By Matt McCoy & Ana Hogiu

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John Ferguson, President and CEO of Purolator 1:05

1y ago1:05

1:05

Send us a text Hear John Ferguson, President and CEO of Purolator Canada, talk about some highlights from the job...including his funniest story, the best parts, and more!By Matt McCoy & Ana Hogiu

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Pierre Boutin, CEO of Volkswagen Group Canada 1:08

1y ago1:08

1:08

Send us a text Hear the President and CEO of Volkswagen Group Ireland, formerly the President and CEO of Volkswagen Group Canada, talk firsthand about his learning experiences with failure in his career.By Matt McCoy & Ana Hogiu

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Denis Gaudreault, Country Manager of Intel Canada 1:08

1+ y ago1:08

1:08

Send us a text Denis Gaudreault speaks about the key parts of working and leading at Intel Canada, the technology powerhouse itself!By Matt McCoy & Ana Hogiu

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Jim Estill, CEO of Danby Appliances 0:33

1+ y ago0:33

0:33

Send us a text Jim Estill, CEO of Danby Appliances, credits THIS leadership principle to his success!By Matt McCoy & Ana Hogiu

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JM Ryerson, Founder and Host of the Let's Go Win Podcast 0:50

1+ y ago0:50

0:50

Send us a text JM discusses one thing he wishes he knew earlier in his career...tune in to hear what he thinks!By Matt McCoy & Ana Hogiu

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Kate Ashton, Executive Partner at Salopek & Associates Ltd. 1:00

1+ y ago1:00

1:00

Send us a text Kate talks about the problem Salpek solves!By Matt McCoy & Ana Hogiu

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Tim Windsor, Host of the UNCOMMODiFiED Podcast 0:52

1+ y ago0:52

0:52

Send us a text Hear Tim talk about his opinion on accountability! Are organizations and governments accountable?By Matt McCoy & Ana Hogiu

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Daniel Shapiro, CTO & Co-Founder @ Lemay.ai 0:53

1+ y ago0:53

0:53

Send us a text In this episode, Daniel talks about the problem that his company solves- being an expertise in AI and machine learning.By Matt McCoy & Ana Hogiu

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Morgan Peters, CEO at Fredericton Chamber of Commerce 1:01

1+ y ago1:01

1:01

Send us a text Hear about Morgan's prediction about the Chamber of Commerce industry!By Matt McCoy & Ana Hogiu

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Kate Murray, Designer and Owner of Quick Brown Fox Letterpress 0:58

1+ y ago0:58

0:58

Send us a text In this episode, Kate shares how she pivots to help her business succeed!By Matt McCoy & Ana Hogiu

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Sean Genovese, Co-Founder of Lead of Loud and Owner of Five O Driving School 1:09

1+ y ago1:09

1:09

Send us a text Hear about Sean's story when he was working for the Boeing Company!By Matt McCoy & Ana Hogiu

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Jennifer Helten, CEO of Unique Pathways 1:00

1+ y ago1:00

1:00

Send us a text Hear about a common misconception about types of interventions!By Matt McCoy & Ana Hogiu

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308. Why I Quit Podcasting 11:12

2y ago11:12

11:12

After nearly eight years of the Love Your Work podcast, I'm quitting. Here's why, and What's Next. Podcasting is a bad business This is not the immediate reason I'm quitting, but it is at the root: Podcasting is a bad business. When the indirect benefits of an activity run out, it's hard to keep doing it if it's not making money. I realized long ag…

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307. A.I. Can't Bake 9:21

2+ y ago9:21

9:21

You've probably heard that, in a blind taste test, even experts can't tell between white and red wine. Even if this were true – and it's not – it wouldn't matter. I was in Rome last month, visiting some Raphael paintings to research my next book, and stopped by the Sistine Chapel. I've spent a good amount of time studying what Michelangelo painted …

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306. Summary: The Triumph of Doubt by David Michaels 17:30

2+ y ago17:30

17:30

We trust the food we eat, the drinks we drink, and the air we breathe are safe. That in case they're unsafe, someone is working to minimize our exposure, or at least tell us the risks. In The Triumph of Doubt, former head of OSHA David Michaels reveals how companies fight for their rights to sell harmful products, expose workers to health hazards, …