The Hard Part with Evan McCann cover image

The Hard Part with Evan McCann

Roger Kirkness from Convictional

Apr 24, 2025
50:51

Roger Kirkness is the Founder and CEO of Convictional.


Convictional is the infrastructure that powers decisions at the world's most ambitious companies.


Takeaways

- The Value of Y Combinator Programs

- Modern Dropship Acquisition and Company Pivot

- Ask The Question: What Happens if it Works?

- Tobi's AI Memo

- AI in the Workplace: Opportunities and Challenges

- CEOs Using ChatGPT and Claude to Make Decisions

- Bias in Companies

- Navigating AI's Future in Organizations

- Leadership in the Age of AI

- Cross-Functional AI Adoption in Companies

- The Impact of AI on Company Structures

- Choosing to Build in Waterloo

- Remote Work: Strategies for Success

- Dogfooding Your Own Product


Chapters

00:00 The Value of Y Combinator Programs

04:12 Founding the Company: Genesis and Growth

08:59 Navigating Acquisitions and Market Challenges

11:41 Business Operations and Knowledge Management

16:14 AI in the Workplace: Opportunities and Challenges

21:08 Decision-Making in Startups and Beyond

25:59 Navigating AI's Future in Organizations

28:19 The Role of Essays in Shaping AI Perspectives

30:40 Leadership in the Age of AI

33:29 Cross-Functional AI Adoption in Companies

37:47 The Impact of AI on Company Structures

41:06 Remote Work: Strategies for Success

45:14 Dogfooding: Using Your Own Product

47:00 Resilience in Entrepreneurship


Keywords

Y Combinator, startup programs, business operations, AI in workplace, decision making, entrepreneurship, knowledge management, acquisitions, B2B e-commerce, Convictional, AI, leadership, organizational change, remote work, cross-functional collaboration, dogfooding, entrepreneurship, company structure, management philosophy, technology adoption

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