🇺🇸 May 25 — 7:00 PM EDT

🇦🇺 May 26 — 9:00 AM AEST

How Strategy Leaders Scale AI:

From Pilots to Operational Reality

Moving Beyond the Pilot Phase

Why scaling AI is harder than the technology itself and what's actually working.

The Real Friction Points

Data, capability, and the organizational change actually required to make AI stick.

LEARN ALONGSIDE

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About the event

Most organizations have now run their AI pilots. Some have seen genuine wins but few have embedded AI into their core business processes in a way that drives lasting strategic impact. This session is a peer-level conversation for senior strategy and transformation leaders about the gap between early AI success and enterprise-wide execution. We'll get past the hype and into what's actually proving difficult: the organizational change, the data foundations, the risk and compliance trade-offs, and the capability shifts required to move AI from interesting experiment to operational reality.

What we'll cover

Where Organizations Are Getting Stuck

The jump from pilot to scaled implementation is where most AI ambitions stall. We'll unpack where the real bottlenecks sit and whether the harder problem is the technology or the organizational change around it.

Prioritizing Use Cases That Actually Matter

It's easy to stack up quick wins that don't add up to meaningful business impact. We'll talk about how leaders are prioritizing AI use cases tied to strategic outcomes, and how they're managing the trade-off between speed and substance.

Data, Risk, and the People Question

Data readiness, governance, compliance, and capability gaps are all slowing progress in different ways. We'll discuss how leaders are managing these constraints without stalling progress and what it takes from a capability perspective to make AI stick long-term.

Our speakers

Joshua Carless

General Manager, Strategy

Jamie Wiebe

Group Executive General Manager

Charlie Newark-French

CEO

Devina Patel

Strategy Execution Director

Past Events

Explore an extensive collection of webinars and bootcamps designed to help you maximize your strategy knowledge. Whether you're just starting out or looking to deepen your expertise, our resources offer valuable insights to guide you every step of the way. Dive in and start enhancing your strategic skills today!

“If you’re using PowerPoint or pdf documents of your strategy, know that people aren’t interacting with your strategy as meaningfully as they could be. Cascade helped us go from a document to something that people are living and breathing every day. Strategies are intended to be operationalized—that’s why they exist."

Rebecca Wilson

Director of Strategy and Transformation

FAQs

What are Cascade Academy webinars?

Cascade Academy webinars are one of our most popular event series, bringing together senior leaders from the global business community. In these 60-minute sessions, you'll hear from experts on topics like strategy execution, planning, governance, frameworks, and more. The webinars are free and online, giving leaders from around the world a chance to share real stories of what worked, what didn't, and what they learned along the way.

Who should attend?

Anyone in a leadership or decision-making role who wants practical knowledge and tools to build and execute better strategies.

When are the webinars?

We usually run one webinar per month, each with a specific live date. Once you register, you'll get the details and access link in your confirmation email. Can't make it live? We still encourage you to sign up so you get the recording afterwards. You can also browse past sessions anytime in our event library.

Are the webinars recorded?

Yes. All webinars are recorded and shared with everyone who registers.

What is Cascade?

Cascade is the AI-powered platform for Strategy-Led Performance. It helps leadership teams make better decisions by connecting their data, context, and AI in one place, so strategy doesn't live in a slide deck but becomes how the business actually runs. Thousands of organizations use Cascade to build plans, track initiatives, and keep execution on course. Our customers are redefining the world as we know it, from battling the AIDS epidemic and establishing a supply chain for COVID-19 vaccines to building the world's fastest Formula One car.