One Year of Building a Freight Recruiting and Training Company

Building a company in freight is hard. Building one that tries to do things differently — in a space where the defaults are well-worn and the expectations are set — is harder. In this special one-year anniversary edition of The Journey Podcast, Will Jenkins and Erin Sweeney sit down to reflect on year one: what they built, what they learned, and what's still ahead.

Will and Erin talk about the personal and professional journeys that led them to co-founding Journey — not just the logistics industry experience, but the specific moments and relationships that shaped what they wanted the company to be. They discuss the role of mentorship in their own development and why building a mentorship-forward culture inside Journey was intentional from the start.

The conversation covers the evolution of the Journey brand — what it started as, how it changed as they got clearer on who they were and who they wanted to serve, and what the brand represents now. They talk through the significance of their early hiring decisions, the team they've built, and why cultural fit wasn't a soft criterion but an operational one that directly affected the quality of the work.

Will and Erin also discuss authenticity and diversity as core commitments rather than branding choices — what those values look like in practice inside a freight recruiting and training company, and what they're still working to get right.

Learn more about Journey's approach at About Us or explore Journey's freight recruiting services.