Prompt & Pivot: A Live AI Strategy Simulation

​An interactive session for the leaders in the middle, where real transformation happens.

​AI conversations are everywhere, but most are missing a critical group: middle managers and engineering leads.

​Executives are busy setting AI visions. Developers are deep in the technical weeds. But the people in the middle, the ones tasked with translating strategy into action and managing the human response to change, are often left out of the conversation.

​This session is for you.

​Join us for a hands-on strategy simulation built around a real AI implementation case. Together, we’ll explore:

• ​What to do when your team resists AI tools or feels under-skilled

• ​How to manage up and down; aligning leadership goals with real operational constraints

• ​Why the middle layer holds the power to make or break AI adoption

​Expect real talk, shared challenges, and live prompting exercises using ChatGPT to work through decisions in real time.

​Whether you're managing engineers, leading product teams, or driving operations, this session will help you clarify your role in AI transformation.


We are officially part of Toronto Tech Week, a weeklong citywide collection of events to connect and celebrate the builders. June 23 → June 27, 2025 | torontotechweek.com