# AI First Enterprise: See Everything & Know Everything

Page: https://stenobird.com/podcast/ten-thousand-miles-6909518/ai-first-enterprise-see-everything-know-everything
Text version: https://stenobird.com/podcast/ten-thousand-miles-6909518/ai-first-enterprise-see-everything-know-everything.md
Podcast: [Ten Thousand Miles](https://stenobird.com/podcast/ten-thousand-miles-6909518)
Published: 2026-06-08T12:00:33+00:00
Episode link: https://youtube.com/watch?v=DAofw6A4COE
Audio file: https://media.blubrry.com/3729303/content.blubrry.com/3729303/cbr_DAofw6A4COE.mp3
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JSON: https://stenobird.com/v1/public/podcasts/ten-thousand-miles-6909518/episodes/ai-first-enterprise-see-everything-know-everything
Duration seconds: 2805

## Resource

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 * The SDLC operating model shift that took a team from 100 lines of code per day to 10,000 * What the first 90 days of AI transformation actually looks like — and how to justify the ROI fast Whether you are a CIO, CTO, PE operating partner, or business leader trying to move from talking about AI to executing it — this episode is required listening. Chapters: 00:00 — Welcome and guest introduction 02:00 — The CIO's real job in the AI era 03:53 — Walking into a PE portco with a 20-year-old code base 05:25 — Why Claude, Cursor, and Copilot weren't enough alone 08:15 — Discovering Sage Tech and the v…

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## Transcript

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