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September 12, 2025 64 mins

Trucking is never steady. Markets rise and fall, freight rates shift, and regulations change. For small and mid-sized fleets, the challenge is building a business that can grow while staying steady through the volatility.Nate Johnson talks with Perry Olson, CEO/Owner of Fortune Transportation, about how a family-owned fleet scaled “one truck and a dream” while keeping its drivers, customers, and culture strong.They’ll discuss:🔷 Smart Growth That Lasts: How focusing on the right niche builds reliable freight and cushions against market swings🔷 Culture That Retains: Why mutual respect, home time, and recognition programs keep drivers engaged, reducing turnover costs and disruption🔷 Safety as a Business Strategy: How a safety-first mindset not only saves lives but also strengthens reputation and wins profitable freight🔷 Industry Involvement: Why staying engaged with associations like MTA gives fleets insights and influence that translate to resilience and opportunityIf you’re leading a trucking company or building one this conversation offers practical insights on keeping your fleet safe, your people committed, and your business stable no matter where the market goes.

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