Season 1

00:00 Introduction 06:21 Understanding Data Challenges in Mid-Market Companies 08:43 The Need for Data Consolidation 12:55 Building a Single Source of Truth 17:04 Managing Complexity in Multi-Channel Operations 25:25 When to Invest in Data Infrastructure 29:53 Off-the-Shelf Solutions for Smaller Bu...

00:00 The Absurdity of Advertising Complaints 06:05 Challenges of E-commerce Software 08:58 The Complexity of Leadership 11:46 Customer Service Anecdotes 15:07 Exploring Non-Digital Advertising Channels 18:04 Evaluating Outdoor Advertising for DTC Brands 20:46 Understanding Marketing Channel Econom...

00:00 Sean's Social Media Detox 02:51 Navigating Business Challenges in E-commerce 06:06 Understanding Tariffs and Economic Instability 08:50 The Emotional Toll of Leadership 12:05 The Role of Agility in Uncertain Times 14:54 Finding Opportunity in Crisis 17:51 The Importance of Communication i...

00:00 Introduction 02:51 Leading Shopify: A Journey Through Growth 06:10 The Evolution of Roles in Company Building 09:05 The Importance of Specialization and Storytelling 11:50 The Value of Longevity in Leadership 15:13 Navigating Public Company Challenges 18:11 The Trust Factor in Public Companie...

00:00 Introduction 06:10 Transitioning to FinTech: Highbeam 14:49 Navigating Retail and E-commerce 20:57 The Future of Consumer Brands and AI 33:58 The Pros and Cons of Opening Physical Stores 41:54 Finding the Right Retail Locations 47:46 The Importance of Data in Business 51:25 Lessons from High-...