We hosted an intimate dinner in NYC with some of the city’s top executives and I couldn’t help but notice some interesting patterns emerged. The conversation sounded strikingly similar to the webinar we’d run just a week earlier with JoAnn Stonier, Fellow of Data & AI at Mastercard, and Michael Fraccaro, Fellow and former CPO of Mastercard.
The same big themes, or mandates, kept coming up: where CIO and CHRO priorities must move in lockstep to truly build an AI-powered workforce.
The team has turned these mandates into five board-ready strategies. For each, you’ll see:
Here’s an overview of what we found:
CIO must: Map work and ROI before deploying AI to avoid flying blind.
CHRO must: Lead change adoption and ensure tech connects meaningfully to talent.
CIO must: Use task-level visibility to decide where to build, buy, or deploy agents.
CHRO must: Rebuild job architectures with real task data to plan skills and pivots.
CIO must: Govern AI use at the enterprise level to prevent chaos and fragmentation.
CHRO must: Build employee trust with clear communication, upskilling, and adoption programs.
CIO must: Run proofs of concept, measure impact, and scale what works.
CHRO must: Pilot org design, reskilling, and comms to test and refine in motion.
CIO must: Build data models that show work shifts, agent fit, and ROI.
CHRO must: Translate models into reskilling plans, career pivots, and skills investments.
To get the entire board-ready deck, drop a comment below or click “add a comment” in the margin and we’ll send it your way.
Siobhan 💜