Summary
Jake Rego is a strategic enterprise account executive with 13 years in IT and a background in software engineering who helps Fortune-tier insurance and healthcare clients translate complex technology challenges into measurable business outcomes. At Insight he leads cross-functional teams to align Data & AI, hybrid cloud, app development, and end-user compute into end-to-end modernization and AI adoption roadmaps, managing a book north of $8M and previously $17.8M in regional accounts. He combines hands-on product and delivery experience—from UI development and QA to business analysis and scrum mastery—with commercial acumen to guide solution scoping, negotiation, and post-sale delivery. Known for mentoring sellers and shaping generative AI tools across his sales organization, he blends technical fluency with consultative selling to accelerate time-to-market and top-line growth. Based in Columbus, Ohio, he pairs enterprise-scale dealcraft with an engineer’s eye for reusable design and practical implementation.
13 years of coding experience
10 years of employment as a software developer
MMBA | MiniMBA, MMBA | MiniMBA at Miami University
St. Francis de Sales School - Toledo, OH