Charles Denninger

Meet Charles Denninger, Head of Engineering at Truckstop

Charles Denninger is the Head of Engineering at Truckstop, where he leads the company’s technology organization across Engineering, DevOps, InfoSec, and Enterprise IT. A transformational leader with more than 20 years of experience, Charles is known for aligning engineering execution with business outcomes and cultivating high-performance teams that deliver with speed and consistency.

Prior to Truckstop, Charles served as Senior Director of Engineering at Nomad Health, a leading healthcare staffing marketplace, where he spearheaded the launch of the Allied Health vertical and scaled the engineering organization several times over. Earlier in his career, he spent nearly a decade at Salesforce delivering cloud and mobile CRM solutions. He brings deep technical fluency across modern SaaS, cloud, and AI stacks with a servant-leadership approach that consistently improves delivery speed, product quality, and operational efficiency.