Clymo began his career after serving in the United States Air Force, where he developed the discipline and focus that would shape his professional path. He quickly rose through the automotive industry, becoming a finance manager at just 22 years old and later serving as Chief Operating Officer of a large automotive management company. Over time, he gained ownership equity in eight car dealerships, building a strong foundation in operations and leadership.

He later transitioned into financial services, founding a credit card processing company that led to a successful exit in 2012. Today, he is focused on building systems-driven businesses that create opportunities for others. Through his work, Clymo emphasizes structure, scalability, and sustainable growth, positioning himself as a leader in modern entrepreneurship and fintech innovation.