AI First Enterprise: See Everything & Know Everything

About this episode

Corey Kirspel shares his experience transforming a 20-year-old technology organization into an AI-first enterprise in under a year.

What does it actually look like when a CIO walks into a 20-year-old technology organization and turns it AI-first in under 12 months — without shutting anything down? In Part 3 of the Sage Tech series on Ten Thousand Miles, Vic Pepe sits down with Corey Kirspel, a transformational CIO in the healthcare technology space. This is not theory. This is a boots-on-the-ground account of one of the most compelling enterprise modernization stories in the AI era. Corey walked into a private equity portfolio company three years into a five-year hold — facing a 12-million-line legacy code base, a $2M cost reduction mandate, tribal knowledge locked inside a handful of people, and a board demanding an AI-first strategy. Here is what happened next. What you'll learn: * Why Claude, Copilot, and Cursor weren't enough alone — and what Corey layered on top * How Sage Tech mapped 12 million lines of legacy code in 48 hours — architecture, vulnerabilities, and evergreen documentation included * The one-engineer experiment that turned skeptics into believers — a five-month project done in six weeks * How $1.2M in annual infrastructure savings was unlocked in three months without a ground-up rewrite *…

People in this episode

Host: Vic Pepe

Guest: Corey Kirspel

Topics covered

• AI transformation
• enterprise modernization
• healthcare technology
• legacy code
• cost reduction
• CIO strategies

Keywords

• AI-first
• CIO
• legacy code
• cost reduction
• enterprise modernization
• healthcare technology
• transformation

Mentioned in this episode

Organizations: Sage Tech, private equity, healthcare technology

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