Summary
Jason Sisk is a seasoned technology founder and engineering leader based in Chicago with 11 years of formal industry experience and three decades of involvement in "internet stuff." He has led teams and platforms from early-stage startups to enterprise-scale products—most recently managing engineering at Cars.com and founding Healer and Sisk Media—bringing both strategic leadership and hands-on technical instincts. Jason blends product-minded engineering with operational discipline, having moved between roles in platform engineering, VP-level leadership, and IT management across media, e-commerce, and loyalty domains. His background in journalism and a master’s in Media Arts & Science give him a rare mix of storytelling, UX empathy, and systems thinking that informs product decisions. Known for a pragmatic, slightly salty style, he focuses on making the internet more usable for people rather than building complexity for its own sake.
11 years of coding experience
18 years of employment as a software developer
Master’s Degree Media Arts & Science, Master’s Degree Media Arts & Science at Indiana University Indianapolis
English, Spanish