The Journey of FreightWaves Ft Craig Fuller
Ready to master the art of running multiple ventures without losing your sanity—or your shirt? Join host Mark Cleveland and Craig Fuller, the pioneering founder of FreightWaves, as they rip open the playbook on “Parallel Entrepreneurship.” From launching data-driven freight tech to buying iconic media brands—and even building an aviation empire—Craig spills the secrets behind owning your audience, harnessing AI for growth, and seizing opportunities most people miss. If you’re tired of thinking small and ready to multiply your wins, this episode is your ultimate roadmap.
What You’ll Learn:
• How to leverage distribution (and why it’s everything)
• Turning media audiences into profit engines
• When boredom is more dangerous than burnout
• Using AI to supercharge content creation and customer engagement
• The power of small, strategic M&A deals for explosive growth
Hit play and discover how to “Focus Less, Explore More” so you can scale your impact across industries—on your own terms.
Timestamps:
00:00:51 Introduction to Craig Fuller and FreightWaves
00:01:50 Revolutionizing Transportation with Data
00:03:40 The Business Model of FreightWaves
00:05:12 From Futures to Transparency in Trucking
00:06:46 The Bloomberg Inspiration for FreightWaves
00:11:56 Pursuing Opportunities to Drive Top of Funnel
00:18:45 Motivating Teams and Sharing Value
00:21:20 Finding Inspiration and Avoiding Burnout
00:26:29 Current Trends in the Transportation Market
00:34:04 Harnessing AI for Enhanced Content Creation
00:39:58 AI's Role in Customer Engagement
00:41:54 Evaluating Business Opportunities
00:42:56 The Importance of Distribution in Business
00:47:22 Asymmetric Risk and Business Strategy
00:50:10 Learning from Experience and Testing
00:56:58 The Journey vs. Destination in Entrepreneurship
01:02:37 The Value of Shared Experiences in Business
Show notes:
What You’ll Learn:
• How to leverage distribution (and why it’s everything)
• Turning media audiences into profit engines
• When boredom is more dangerous than burnout
• Using AI to supercharge content creation and customer engagement
• The power of small, strategic M&A deals for explosive growth
Hit play and discover how to “Focus Less, Explore More” so you can scale your impact across industries—on your own terms.
Timestamps:
00:00:51 Introduction to Craig Fuller and FreightWaves
00:01:50 Revolutionizing Transportation with Data
00:03:40 The Business Model of FreightWaves
00:05:12 From Futures to Transparency in Trucking
00:06:46 The Bloomberg Inspiration for FreightWaves
00:11:56 Pursuing Opportunities to Drive Top of Funnel
00:18:45 Motivating Teams and Sharing Value
00:21:20 Finding Inspiration and Avoiding Burnout
00:26:29 Current Trends in the Transportation Market
00:34:04 Harnessing AI for Enhanced Content Creation
00:39:58 AI's Role in Customer Engagement
00:41:54 Evaluating Business Opportunities
00:42:56 The Importance of Distribution in Business
00:47:22 Asymmetric Risk and Business Strategy
00:50:10 Learning from Experience and Testing
00:56:58 The Journey vs. Destination in Entrepreneurship
01:02:37 The Value of Shared Experiences in Business
Show notes:
- Share and engage with this interview on LinkedIn: Click here
- Bloomberg by Bloomberg - https://www.bloombergbybloomberg.com/
- The Power Law: Venture Capital and the Making of the New Future - https://www.amazon.com/Power-Law-Venture-Capital-Making/dp/052555999X
- Range: Why Generalists Triumph in a Specialized World by David Epstein - https://davidepstein.com/range/
- The Rational Optimist: How Prosperity Evolved by Matt Ridley - https://www.amazon.com/Rational-Optimist-Prosperity-Evolves-P-s/dp/0061452068
- Outliers: The Story of Success by Malcolm Gladwell - https://www.amazon.com/Outliers-Story-Success-Malcolm-Gladwell/dp/0316017930
