Second-Generation Trucking Leadership: Air Freight, Culture, and Growth

Inheriting a business is not the same as building one from scratch. The foundation is there, but so are the weight of what came before, the expectations baked into every relationship, and the specific challenge of leading people who knew you before you were in charge. In this episode of The Journey Podcast, Will Jenkins sits down with Elizabeth Moscoso, President of Moscoso Express, to talk about what it's actually like to lead a second-generation trucking company — one that specializes in air freight and has been part of her life since childhood.

Elizabeth shares what it was like to grow up with the business — the early involvement, the gradual understanding of how it worked, and the moment when it became clear she would eventually lead it. She talks about what the transition to leadership actually required: not just operational knowledge, but the credibility that comes from earning respect inside an organization where people have long memories.

The conversation covers technology's role in freight and trucking today: how Moscoso Express has approached technology adoption to improve efficiency without losing the relationship quality that differentiates family-run carriers from larger, more transactional competitors. Elizabeth also talks about team retention in trucking — how to build an environment that makes drivers and operations staff want to stay in an industry with chronic retention challenges, and what that looks like concretely rather than aspirationally.

This episode is for logistics leaders and freight entrepreneurs who want to understand what building across generations actually requires.

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