Jason Gassman

Jason Gassman, CPA is the founder of Freight CFO, LLC, where he helps transportation and logistics entrepreneurs build more profitable, sustainable businesses by streamlining their financial operations. A veteran of the industry, Jason spent years navigating the unique challenges of asset-based trucking and freight brokerage. He didn’t just study these businesses from the sidelines; he lived them from the inside out, moving through the ranks from staff level to executive leadership. It was in those high-pressure environments that he discovered his "superpower": the ability to step into a cluttered financial landscape and find the clear path toward efficiency and growth. Throughout his career, Jason realized that many owners in the transportation space were being held back by manual processes and a lack of real-time visibility into their own numbers. He saw that when a leader is stuck in the "fog" of administrative burdens, the entire company feels the weight. To solve this, he combined his experience as a CPA with a hands-on approach to systemic transformation, turning slow, traditional workflows into smooth engines of insight. Jason has seen firsthand how much a business changes when a leader gains total confidence in their financial foundation. He knows that when a company is optimized, it creates a better environment for the team, the leadership, and the families they support. His mission at Freight CFO, LLC is to help the next generation of transportation entrepreneurs find that same level of control so they can focus on what they do best. When he isn't helping clients architect better financial systems, Jason recharges by spending quality time with his wife and kids. Whether they are camping or simply enjoying the outdoors, he values the same balance and peace of mind that he works to provide for his clients every day.