Narrative Shift: How Stephany Lapierre Raised Millions on her CEO Journey

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In this episode, Mark MacLeod sits with Stephany Lapierre, the founder and CEO of Tealbook, as she recounts her journey from a background in consulting to becoming a trailblazing female founder in the tech industry.

They explore the evolution of Tealbook, emphasizing the importance of using feedback to drive decisions, the challenges of scaling technology, and the unique difficulties she faced as a solo female founder. The conversation also delves into the crucial support systems for women-led technology companies and the importance of community in fostering startup growth. This episode is a must-listen for anyone interested in the highs and lows of startup leadership, especially from the perspective of a resilient entrepreneur working to bridge gender gaps in the tech industry.


Key moments:

00:00 Introduction to Stephany Lapierre and Tealbook.

04:15 Discussing the transition from consulting to tech startup.

09:22 The role of feedback in decision making.

12:37 Challenges in scaling and technology development.

17:45 The support from Fresh Founders and Stand Up Ventures.

22:30 Gender challenges in the startup ecosystem.

27:00 Insights into hiring and building a company culture.

31:55 How the COVID-19 pandemic influenced business operations.

38:10 Navigating underfunding and technology scalability.

43:03 The importance of staying informed and understanding technology.

48:15 Final thoughts on leadership and future aspirations.


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/

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Contact Mark: https://markmacleod.me/

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The Startup CEO Show
CEO coach and advisor Mark MacLeod brings you practical insights from venture backed CEOs each week.

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