Jason Winter
Current Company and Position: USMX - Director, Safety/Training, CFS & Labor Relations.
Family: wife: Jena Winter; sons: Aidan Patrick Winter, Seark Rylan Winter, Rylan James Winter.
First Job: My Father would take me out on his truck route to help him as long as I can remember. My first real full-time job though was at the age of 14 working for a family owned residential and commercial moving company.
What it taught me: It taught me perseverance, how to work together with people, and the meaning of what a hard day at work meant from a very early age, and those hard days usually went into and through the night. As hard as it was, I worked with family members a diverse group of people from all walks of life, which made the time go fast.
Best advice you could give someone starting out: Work hard and learn everything you can about your field, including the one step adjacencies to what you do. You want to be that person that everyone looks to for information. Actively seek a mentor that is passionate about helping you grow. Always be honest and credibility will follow. Hone up to and learn from your mistakes. When you make mistakes, and we all do, don't let them hold you back.
Who is your hero and why? Definitely my father. He is the toughest person I ever met. He never gave up no matter what was thrown at him. He practically raised himself, took his younger brothers across country as a young teenager, lost a son at an early age, lost his wife way too soon, always backed my brothers and me no matter what trouble we found ourselves in and always pressed forward. He had unshakeable faith. He loved being a truck driver and talking with everyone he could, which usually made his day even longer.
Biography: Born in 1974 in Jersey City to Bob and Mary Winter, Jason Winter’s life and career reflect grit, adaptability, and a deep connection to the working world. From his beginnings as a mover and truck driver—hauling everything from copy machines to coffins—Jason has worn many hats: warehousemen, soldier, restaurateur, security guard, superintendent, terminal manager, general manager, and Vice President.
Though he left school early, Jason’s drive never waned. He earned his college degree at 38 while balancing the demands of work and family. With more than 25 years of experience in the maritime logistics industry and a lifetime in the broader logistics field, Jason has developed a reputation for practical leadership, operational know-how, and an ability to bridge the gap between labor and management. His career spans both union and company roles, giving him a rare perspective in a complex industry. His family have been proud Union members since arriving in America.
Jason is married to Jena Winter, who also comes from a proud union family, and together they are raising three sons. His journey—through loading docks and boardrooms—serves as a testament to resilience, and a lifelong commitment to getting the job done.
