Ricky Gonzalez built and sold a freight brokerage, co-founded Hubtek, and now leads Tabi Connect, a freight pricing automation company, as CEO and Co-Founder. In this episode he and Will Jenkins talk about entrepreneurship, scaling freight businesses, and why chasing the next big opportunity can do more harm than good.
Ricky learned some expensive lessons about risk, building companies, and knowing when to change direction. Tabi Connect started in staffing and automation before it moved into freight pricing technology. His advice is to find a niche and build something that solves one real problem well.
He and Will spend time on growth plateaus. Breaking through one usually takes the right people, more delegation, and stronger leadership. Ricky also explains how to look past the AI hype: putting AI to work takes more than buying software, and teams have to adopt a tool before it delivers results.
The conversation closes on focus, mindset, and long-term vision, and on standing out in a crowded freight tech market. Leaders stuck at a plateau can talk to Journey about freight brokerage consulting, and when the gap is the people, Journey's freight recruiting team can help fill the seats.
