Episode Details

What happens when technology moves faster than the systems built to support it?

Today’s guest is Ken Chester, a nationally syndicated automotive journalist, technology communicator, entrepreneur, and CEO of Tech Mobility Productions. He has spent nearly four decades in business and has built multiple companies, including Motor News Media and his current multimedia company, Tech Mobility Productions.

Our conversation moves across some of the biggest questions surrounding technology and society—from autonomous vehicles and mobility to AI, personal privacy, energy consumption, entrepreneurship, and climate change.

Ken argues that mobility has always been closely connected to personal freedom, but today’s vehicles are increasingly becoming “computers on wheels.” That creates new possibilities while also raising difficult questions about data collection, privacy, autonomy, and trust.

We also explore:

• How transportation has evolved from the wheel to autonomous vehicles
• Why Ken sees mobility as more than simply getting from one place to another
• Personal privacy and the collection of digital data
• The development of autonomous commercial trucking
• AI infrastructure and energy consumption
• Ken’s concerns about overspending on emerging technology
• Why he believes some AI infrastructure could become obsolete
• What decades of watching technological cycles have taught him
• Building businesses while working a full-time career
• Why he considers commitment, consistency, and follow-up essential
• The opportunity he believes AI currently presents to individuals
• Climate change and its implications for the future
• Why entrepreneurs need to think about long-term environmental changes

Ken also discusses his book, Two Hour Entrepreneur: Build a Real Business in 2 Hours a Week, which draws on his experience building businesses while maintaining a full-time career.

This is a wide-ranging conversation about technology, entrepreneurship, privacy, mobility, climate, and the choices we make while trying to build for the future.

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Connect with Ken

Ken’s personal website:
https://kennethjchester.com/

Ken explicitly gives this website at the end of the interview. He says listeners can click “The Book” in the header to find his book and the associated Notion accountability template.

Tech Mobility Productions / Radio Shows:
https://techmobility.show/

Ken specifically directs listeners to TechMobility.show to learn about his radio programs.

📖 Ken’s Book

Two Hour Entrepreneur: Build a Real Business in 2 Hours a Week

Ken says the book is available through:

• Amazon
• Goodreads
• Apple

He also explains that the book contains access to a discount code for the Notion accountability template.