Ricky Gonzalez, CEO and Co-Founder of Tabi Connect, joins Will to talk entrepreneurship, scaling freight businesses, and why chasing the next big opportunity can do more harm than good. Ricky shares how he went from building and selling a freight brokerage to co-founding Hubtek and launching Tabi Connect, a freight pricing automation platform. Along the way, he learned some expensive lessons about taking risks, building businesses, and knowing when to change direction. They get into the challenges of breaking through growth plateaus, hiring the right people, and finding opportunities to use technology to eliminate bottlenecks. Ricky also explains why freight companies need to look past the AI hype and focus on technology that delivers real results. The conversation also covers standing out in a crowded freight tech market, getting teams to adopt new technology, and why staying focused on solving one problem can be the difference between growing and getting stuck.

TAKEAWAYS:

• Lessons from building and selling a freight brokerage
• Why chasing too many opportunities can hurt growth
• How Tabi Connect evolved from staffing and automation into freight pricing technology
• Breaking through growth plateaus with the right people
• Why scaling requires delegation and stronger leadership
• Finding a niche and building technology that solves a real problem
• How to stand out in a crowded freight technology market
• Why implementing AI requires more than buying new software
• The importance of focus, mindset, and long-term vision

CHAPTERS:

• 00:00 Introduction to Ricky Gonzalez  
• 01:06 Building a career and businesses in logistics  
• 06:10 Entrepreneurship, risk, and lessons learned  
• 08:04 Mindset, vision, and staying focused  
• 14:25 Solving freight pricing bottlenecks through automation  
• 17:55 Finding the right product and market opportunity  
• 20:35 Why chasing shiny objects holds businesses back  
• 23:49 Building teams that can scale  
• 27:03 Breaking through growth plateaus  
• 28:53 Standing out in freight technology  
• 30:58 Technology adoption and change management  
• 33:15 AI innovation and new partnerships at Tabi Connect

CONNECT WITH RICKY:

• Website: https://tabiconnect.com/
• LinkedIn: https://www.linkedin.com/in/ricardo-gonzalez-tabi/

EPISODE CREDITS:

Host, Will Jenkins

Creative Director, Erin Sweeney

Edited and mixed by Keenan McCarthy

Music licensed through Envato

LINKS:

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ABOUT THE JOURNEY PODCAST:

Welcome to The Journey Podcast, where we talk freight, sales, tech, the market and everything in between. Hosted by Will Jenkins, CEO and Founder of Journey, this show pulls from years of building & scaling freight brokerages along with the work our team does with hundreds of clients. We break down how brokers grow, how teams sell, how leaders hire, and what it takes to perform at a high-level in this industry.