Sitecore CMO Michelle BB on 25 years of marketing technology evolution plus what lies ahead

Sitecore CMO Michelle BB on 25 years of marketing technology evolution plus what lies ahead

From The Agile Brand with Greg Kihlström® | What CMOs Need to Know About Marketing Technology, AI & CX by The Agile Brand

June 1, 2026 · 34 min · Season 8 · Episode 868

About this episode

The episode discusses the evolution of marketing technology over 25 years and its impact on customer experience with insights from Sitecore's CMO Michelle Boockoff-Bajdek.

Twenty-five years ago, the goal was to build a website as a digital "single source of truth." In an era of AI agents and hyper-personalized realities, is the very concept of a single, universal brand "truth" now an obstacle to creating a truly relevant customer experience? Agility requires not just adopting new channels and technologies, but fundamentally rethinking the role of content and data in a constantly shifting landscape. It's the ability to move from managing a static digital property to orchestrating a fluid, dynamic relationship with your audience. Today, we're going to talk about the 25-year evolution of digital experience, from the early days of enterprise content management to today's complex ecosystem of AI-driven, composable platforms. We’ll explore how seismic shifts—from the introduction of the iPhone to the rise of agentic AI—have not just changed the tools we use, but have fundamentally redefined the relationship between brands and their customers. To help me discuss this topic, I'd like to welcome, Michelle Boockoff-Bajdek, CMO at Sitecore, a company that is turning 25 this year and has managed to maintain its leadership in the space through many changes and…

People in this episode

Host: Greg Kihlström

Guest: Michelle Boockoff-Bajdek

Topics covered

  • marketing technology
  • customer experience
  • AI in marketing
  • digital transformation
  • content management
  • brand relationship

Keywords

  • marketing technology
  • customer experience
  • AI
  • digital experience
  • content management
  • Sitecore
  • brand truth

Mentioned in this episode

Organizations: Sitecore

Products: iPhone, agentic AI

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