AI Transformation: Lessons from $4B Invested
$4B+ invested in AI teaches you which transformations actually land at the Fortune 500 and which stall in pilot.
Ash Tutika has that view — a decade in corporate innovation across Plug and Play and Insight Partners, now Head of Data & AI Partnerships at Insight.
If you're running an AI transformation at a large company, this is a working session on what works. Ash will share patterns from across $4B+ of AI investment — what he sees at portfolio companies like Workato, Writer, and Databricks driving change inside the FT500 — and we'll share our Blueprint methodology for capturing what operators actually do so the agents you ship hold up in production.
What we'll cover
Lessons from $4B+ of AI investment — what predicts whether an FT500 transformation lands or stalls
A decade of pattern-recognition from corporate innovation at Insight and Plug and Play
The discovery method AI-native teams use to find the highest-leverage processes in under a week
What context agents actually need to become useful on ops work
How to capture steps, rules, examples, exceptions, and escalation paths
Why the format of the context matters more than more workflow engineering
How to build a useful first Blueprint in 30 minutes
What you'll walk away with
A simple Blueprint structure you can reuse
A 30-minute process for turning repeat work into better agent context
Cross-portfolio patterns from Insight's AI investments
Examples from our ops automation work at Deel, Miro, and Kearney
A clearer way to think about making agents useful inside larger companies
Who this is for
Ops, transformation, automation, and process leaders at larger companies who are experimenting with AI agents, copilots, or workflow automation and want a more practical way to make them useful on real work.