Two Years of Building a Freight Recruiting and Consulting Company

Two years in, Journey looks different than it did at the start — and in this special anniversary episode of The Journey Podcast, Will Jenkins and Erin Sweeney sit down to talk honestly about what changed, what stayed the same, and what the next phase of the company looks like. This is not a highlight reel. It's a real conversation between two founders about what building something in freight actually requires over time.

Will and Erin trace the evolution of Journey's services: how the company started with a strong recruiting focus and expanded into consulting as clients began asking for more sustained operational support, and what that expansion required in terms of hiring, systems, and the way they showed up for their clients. They're candid about what they got wrong in year one and what they deliberately changed in year two.

The conversation covers client impact specifically: the partnerships that shaped Journey's identity, the freight organizations that trusted them early and what those relationships taught them, and the success stories that keep them clear on why the work matters. Will and Erin also discuss team dynamics at Journey — how the internal culture has evolved and what they're building toward as the company grows.

This episode closes with a look ahead: the partnerships Journey is developing, the freight market conditions they're navigating, and what they believe the industry needs more of from companies like theirs.

For more on Journey's work with freight organizations, explore executive search, consulting services, or visit About Us.