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Ground Transportation Insights

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You Spoke. We’re Addressing: Driver Recruitment, Readiness & Retention

A four-part series tackling the top challenges identified in June’s reader poll. You spoke — and we’re addressing it

Brian Dickson's avatar
Brian Dickson
Nov 12, 2025
∙ Paid

In June, I asked readers to identify the most pressing issues facing their transportation companies today. Four themes consistently rose to the top:

  • Gaps in real-time performance data

  • Driver recruitment and retention

  • Rising insurance costs and evolving safety risks

  • Escalating and unpredictable variable expenses

This series — You Spoke. We’re Addressing. — explores each challenge in depth. We examine root causes, operational realities, and leadership strategies designed to yield lasting results.

Today, we’re addressing one of the most pressing and ongoing concerns: building and sustaining a robust driver workforce. It’s a challenge that touches every operational metric — from on-time performance and fleet utilization to safety, service, and customer satisfaction. Without sufficient drivers, even the best strategic plans can stall.

Somewhere along the way, the importance of the driver was lost. Too many organizations invested in vehicles, technology, and facilities while treating the workforce…

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