Episodes (Page 2)
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Casey Woo argues that AI makes specialists vulnerable while elevating generalists who synthesize information across disciplines, creating opportunities for 'scalers'
Casey Woo
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Rand Fishkin discusses the pros and cons of building a strong personal brand as CEO, reflecting on how his high profile at Moz created both positive and negative impacts on the company
Rand Fishkin
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Eli Portnoy, serial entrepreneur with two successful exits, explores the psychological aspects of selling a company and the importance of building relationships with potential acquirers
Eli Portnoy
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Josh Pantony shares his journey from co-founding Maluva (an early Siri competitor) to leading Boosted AI, which revolutionizes Wall Street with AI-powered financial tools
Josh Pantony
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Craig Letton shares his remarkable transformation of his parents' small Scottish print shop into a high-growth tech company serving major alcohol brands worldwide
Craig Letton
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Bryn Jones, co-founder and CEO of PartnerStack, discusses how his discipline and resilience as a competitive swimmer translated into building a thriving SaaS company
Bryn Jones
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Justin Herlick, co-founder and CEO of Pine, shares his journey from Wall Street to Silicon Valley startups, which inspired him to bring innovative fintech solutions back to Canada
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Clive Kinross, CEO of Propel Holdings, shares his journey from South African chartered accountant to leading a company serving over a million customers with $2 billion in loan originations
Clive Kinross
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Sameer Dhar, co-founder and CEO of NiaHealth, shares his evolution from diabetes researcher to investment banker to healthcare innovator
Sameer Dhar
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Glen Coates, former CEO of Handshake and current VP of Product at Shopify, shares insights about building a B2B e-commerce platform serving businesses with thin margins and complex needs
Glen Coates
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Dax Dasilva, founder and CEO of Lightspeed Commerce, reflects on the company's 20-year journey from a small Montreal team to a global commerce solutions leader
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Tyler Denk, co-founder and CEO of Beehiiv, explains how the platform grew from custom tools built at Morning Brew into a leading all-in-one creator platform
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Matt Turck, General Partner at FirstMark Capital, provides unique VC perspective on board dynamics, content creation, and the startup ecosystem as the show's first VC guest
Matt Turck
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Joanna Griffiths, founder and CEO of Knix, shares her journey building the company from 2013 into a major player in intimate apparel by identifying a gap for leak-proof underwear
Joanna Griffiths
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Dan Park, co-founder and CEO of Clutch, shares the company's rollercoaster journey from rapid venture-funded expansion to near-collapse and recovery
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Andrew D'Souza, co-founder and CEO of Boardy, shares his evolution from building unicorn Clearco to exploring AI-driven networking technology
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Mark MacLeod shares 25 key lessons from 25 years in startups, drawn from experience as CFO, venture capitalist, and advisor, emphasizing timing and luck's crucial role
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Shrad Rao, former CEO of Wagepoint, discusses building a successful tech company while maintaining a strong spiritual foundation rooted in Eastern philosophy
Shrad Rao
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Alison Taylor, co-founder and co-CEO of Jane App, shares the journey from building a solution for her own healthcare practice to 600 employees and global reach
Alison Taylor
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David Cancel, five-time founder and tech veteran, shares insights from founding Performable and Drift, plus his pivotal role rebuilding HubSpot's engineering team
David Cancel