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October 21, 2025 37 mins

Steve West has seen project management evolve from the days when building an extranet to share files felt revolutionary to today’s era of AI-driven collaboration. As Product Manager at Project Insight, he’s witnessed every major shift—from desktop tools to browser-based systems to intelligent automation.

In this episode of Wear Your Cape to Work, Trina, Mathew, and Steve talk about the early days of project management software, how teams learned to collaborate online, and why the leap from desktop to browser was such a defining moment for the industry. They explore how the PMP framework and artificial intelligence continue to shape the way Project Insight builds features that empower people—not just projects.

Steve’s story is one of innovation, persistence, and belief in connecting people through technology.

Episode Highlights

  • What project management looked like before the cloud—and why extranets were considered cutting-edge
  • The leap from desktop tools to browser-based platforms and why many resisted at first
  • How collaboration and visibility ultimately triumphed over siloed software
  • The evolution of Project Insight and how its product philosophy grew from those early challenges
  • How the PMP framework continues to guide modern PM practices
  • The impact of artificial intelligence on portfolio and resource management
  • Why Steve believes project management has always been about people first, technology second
  • Reflections on what’s next for project management and AI

🔗 Connect with Steve: https://www.linkedin.com/in/steve-west-cali/
 

Project Insight Website

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