LastPass Scott Wilder’s Take on Technology Disruption: Build Bold, Stay Curious

Technology disruption continues to reshape how we work, learn, and connect. From bookstores to browsers, the leap from physical to digital has transformed not only industries, but expectations. According to McKinsey & Company, generative AI alone could add up to $4.4 trillion annually to the global economy, making it vital to understand how curiosity, learning, and innovation fuel this transformation.

So what can we learn about today’s digital evolution by revisiting the early internet days, especially from someone who built online experiences before “online” was mainstream?

On this episode of DisruptED, host Ron J Stefanski reconnects with longtime friend and fellow Borders alum Scott Wilder, now the Global Head of Digital Self-Serve at LastPass. Together, they explore how bookstores, browsers, and bold ideas shaped some of today’s most essential tech innovations. Their conversation tracks the early signals of technology disruption, from pioneering web platforms to building scalable, AI-enhanced learning and customer experiences.

In this episode, Ron and Scott discuss:

• Borders as a Digital Pioneer – Borders wasn’t just about books. Scott recalls how the company experimented with online media, store-level websites, and event integration—laying the groundwork for modern e-commerce personalization.
• Early Internet Innovation – From launching web support at Silicon Graphics to building web ad infrastructure at AOL, Scott helped define digital customer engagement before it became standard practice.
• Curiosity as a Catalyst – Whether in edtech or AI, Scott emphasizes how intellectual curiosity drives innovation, fuels collaboration, and helps overcome fear of new technologies.

This is a special treat to have Scott Wilder from LastPass on the DisruptED podcast. Ron and Scott worked together for 5 years at Borders Books and Music. As they acknowledge on these shows, they learned an awful lot about the kind of intellectual curiosity that fuels innovation.

Scott is a recognized thought leader in advancing technology after leading a number of highly innovative tech initiatives as a key executive at Intuit, Google, Hubspot, Udacity, Coursera and Adobe. His passion for technology is fueled by intense curiosity about how to make things work better.