PMO Strategies Ep 369 - AI Is Exposing How Work Really Gets Done with David Dean

Written by, David Dean on July 22, 2026

aipodcastpmoprogram managementportfolio managementtransformationstrategy execution

If you lead a PMO, a portfolio, or enterprise transformation, you are in a unique position.

You do not just see the projects.

You see where the organization struggles to turn strategy into execution.

That is why I enjoyed my conversation with Laura Barnard, PMP, CAL, Prosci, IES on the PMO Strategies Podcast.

We talked about something I believe PMO and transformation leaders are going to encounter more and more:

AI does not just change how work gets done.

It reveals how work was getting done all along.

David Dean joins Laura Barnard on PMO Strategies episode 369

The more organizations try to scale AI, the more they run into the realities that were already there: how people coordinate, adapt, fill gaps, make decisions, and keep the business moving.

Those are not side effects of the organization.

They are the organization.

That is the thinking behind An Inbox Between Us, and it is where Laura and I spent our time.

AI will not fix a broken operating model. It will expose one.

For PMO, portfolio, and transformation leaders, that exposure can be useful. It shows where strategy meets the lived reality of execution. It shows where the documented process and the actual process diverge. It shows where people are already carrying work through judgment, adaptation, trust, and informal coordination.

If your role is helping organizations navigate meaningful change, I think you will enjoy the conversation.

A sincere thank you to Laura Barnard for the opportunity. It was a real pleasure to join you and explore these ideas together.

Listen to the full episode

Open the episode page

Listen on Apple Podcasts

Watch the YouTube Short

Listen on Spotify

Topics

#PMO #ProgramManagement #PortfolioManagement #Transformation #DigitalTransformation #StrategyExecution #PMOLeadership #ProjectLeadership #EnterpriseAI #ArtificialIntelligence #AnInboxBetweenUs