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The Startup CEO Show

The Startup CEO Show

By: Mark MacLeod
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The Startup CEO Show hosted by coach and advisor Mark MacLeod, brings you veteran CEOs each week who have collectively had had billion dollar valuations, 9 figure exits, and millions in revenue each week. Subscribe to join the leading podcast produced exclusively for the CEOs of high-growth startups and the VCs who back them. This podcast offers concise, yet deep dives into specific themes within each episode, focusing on providing actionable insights for busy leaders. The format includes interviews with CEOs of VC and PE-backed tech companies, their investors, and other key industry figures, ensuring a rich and relevant listening experience for those looking to learn in short, impactful sessions. About Mark MacLeod Since 1999, I have sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker. I served as CFO for software companies including Shopify (NYSE: SHOP) and Freshbooks. As a CFO I experienced outright failures, wildly profitable exits, and everything in between. ‍ I was a General Partner in Real Ventures, Canada's largest and most active seed stage fund. My investments there include the fund's largest cash on cash and highest IRR returns to date. Most recently, I founded SurePath Capital Partners the leading investment bank for SMB SaaS companies where we did hundreds of millions in financing and exit transactions.Copyright 2025 Mark MacLeod Career Success Economics Management Management & Leadership Personal Finance
Episodes
  • Inside Canada’s Thriving Tech Scene with Marie Chevrier
    Aug 25 2025

    In this insightful episode of the Startup CEO Show, host Mark McLeod sits down with Marie Chevrier Schwartz, former founder and CEO of Sampler, to discuss the challenging journey of entrepreneurship and the importance of community in the startup ecosystem. Marie openly shares her experience of Sampler's bankruptcy, offering valuable lessons on losing product-market fit and the need for founders to separate their identity from their business. She emphasizes the importance of being prepared for market shifts and understanding the type of company you're building. The conversation takes an inspiring turn as Marie discusses her transition to leading Tech2, Canada's largest tech community, where she now focuses on supporting and connecting entrepreneurs across the country. Listeners will gain a unique perspective on failure, resilience, and the power of authenticity in the startup world. Whether you're a seasoned entrepreneur or just starting out, this episode offers crucial insights into navigating the ups and downs of building a company and the vital role of community support. Tune in to hear Marie's candid reflections and learn how to approach entrepreneurship with a healthier mindset.

    Marie Chevrier Schwartz

    02:29 From Montreal to Entrepreneurship

    06:31 When Ventures Fail: Sampler's Story

    15:34 Rebirth of a Business Idea

    17:55 Bouncing Back from Bankruptcy

    02:29 From Montreal to Entrepreneurship

    06:31 When Ventures Fail: Sampler's Story

    15:34 Rebirth of a Business Idea

    17:55 Bouncing Back from Bankruptcy

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    Since 1999, I have sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker. I served as CFO for software companies including Shopify (NYSE: SHOP) and Freshbooks. As a CFO I experienced outright failures, wildly profitable exits, and everything in between.

    I was a General Partner in Real Ventures, Canada's largest and most active seed stage fund. My investments there include the fund's largest cash on cash and highest IRR returns to date. Most recently, I founded SurePath Capital Partners the leading investment bank for SMB SaaS companies where we did hundreds of millions in financing and exit transactions.

    Connect on LinkedIn: https://www.linkedin.com/in/themarkmacleod/


    Contact Mark: https://markmacleod.me/


    Subscribe to Mark MacLeod for The Startup CEO Show Podcast, actionable insights, coaching, and strategy for CEOS.

    https://www.youtube.com/@MarkMacLeod-CEOCoach?sub_confirmation=1

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    51 mins
  • Mushrooms and Kundalini Yoga Built a Million-Dollar Brand with Tanya Papanikalov
    Jul 28 2025

    In this episode of the Startup CEO Show, host Mark MacLeod sits down with Tanya Papanikalov, founder of Rainbo, a leading functional mushroom brand. Tanya shares her fascinating journey from holistic nutritionist to successful entrepreneur, detailing how her personal healing experiences led her to create Rainbo. The conversation delves deep into the world of medicinal mushrooms, exploring their myriad health benefits and Tanya's mission to educate consumers about these powerful natural remedies. Listeners will gain valuable insights into the challenges of building a direct-to-consumer business, expanding into major retail channels like Whole Foods, and balancing entrepreneurship with spiritual practices. Tanya's unique background in mind-body medicine and Kundalini yoga adds a compelling dimension to the discussion, offering listeners a fresh perspective on integrating mindfulness and spirituality into business leadership. Whether you're an aspiring entrepreneur, health enthusiast, or simply curious about the intersection of business and wellness, this episode offers a wealth of knowledge and inspiration. Tune in to discover how Tanya's journey can inform your own path to success and well-being.

    Tonya Papanikolov

    00:01:04 Meet Rainbow's Mushroom Maven

    00:03:57 Full Moon Guru Wisdom

    00:12:14 Mushroom Magic in Every Product

    00:16:11 Western Approach to Eastern Wisdom

    00:18:21 Mushrooms 101: Beginner's Guide

    00:30:50 Power Couple Behind Rainbow

    00:39:20 Standing Out in Mushroom Market

    00:48:18 Kundalini Culture in Company

    00:58:39 Midlife Kundalini Awakening


    Since 1999, I have sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker. I served as CFO for software companies including Shopify (NYSE: SHOP) and Freshbooks. As a CFO I experienced outright failures, wildly profitable exits, and everything in between.


    I was a General Partner in Real Ventures, Canada's largest and most active seed stage fund. My investments there include the fund's largest cash on cash and highest IRR returns to date. Most recently, I founded SurePath Capital Partners the leading investment bank for SMB SaaS companies where we did hundreds of millions in financing and exit transactions.


    Connect on LinkedIn: https://www.linkedin.com/in/themarkmacleod/


    Contact Mark: https://markmacleod.me/


    Subscribe to Mark MacLeod for The Startup CEO Show Podcast, actionable insights, coaching, and strategy for CEOS.

    https://www.youtube.com/@MarkMacLeod-CEOCoach?sub_confirmation=1

    Show More Show Less
    1 hr and 9 mins
  • How This CEO Built a Movement, Not Just a Company with Nick Mehta
    Jul 21 2025

    In this insightful episode of the Startup CEO Show, host Mark MacLeod sits down with Nick Mehta, co-founder and CEO of Gainsight, to explore the journey of building a category-defining company. Mehta shares how Gainsight played a pivotal role in creating the customer success profession and job category, transforming how businesses approach customer retention in the SaaS world. The conversation delves into Gainsight's funding history, with Mehta offering valuable perspectives on navigating relationships with top-tier venture capital firms and aligning expectations. He provides a candid look at the challenges of scaling a startup while maintaining a strong company culture, discussing Gainsight's core values and how they've shaped the organization's growth. Mehta also opens up about personal growth and the evolving priorities of a long-term CEO, offering wisdom on balancing professional ambition with personal fulfillment. This episode is a must-listen for founders, aspiring entrepreneurs, and anyone interested in the human side of building a successful tech company.

    Nick Mehta

    00:53 Gainsight's Guru: Meet Nick Mehta

    02:14 Taylor Swift: Nick's Unexpected Muse

    05:01 The Many Faces of Nick

    13:29 Nick's Literary Legacy: Five Books

    17:48 Keeping Customer Focus at Scale

    24:16 Glassdoor Glory: Gainsight's Triumph

    28:44 Five Pillars: Gainsight's Core Values

    38:22 Ganesh's Wisdom: Letting Go

    46:28 Wrapping Up: Kudos to Nick

    Since 1999, I have sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker. I served as CFO for software companies including Shopify (NYSE: SHOP) and Freshbooks. As a CFO I experienced outright failures, wildly profitable exits, and everything in between.

    I was a General Partner in Real Ventures, Canada's largest and most active seed stage fund. My investments there include the fund's largest cash on cash and highest IRR returns to date. Most recently, I founded SurePath Capital Partners the leading investment bank for SMB SaaS companies where we did hundreds of millions in financing and exit transactions.

    Connect on LinkedIn: https://www.linkedin.com/in/themarkmacleod/

    Contact Mark: https://markmacleod.me/

    Show More Show Less
    48 mins
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