The best leaders don’t wait for problems to arise - they anticipate them before they happen.

But how do you shift from a reactive leadership style to a proactive one?

AI might just be the key.

In this episode, host Courtney Baker is joined by Knownwell CEO David DeWolf, and Chief Product and Technology Officer Mohan Rao. Together, they explore how AI enables leaders to foresee challenges, manage risks, and reclaim time for strategic decision-making. From AI-driven notifications that predict client or employee concerns to tools that help leaders focus on what truly matters, they uncover how AI is reshaping leadership itself.

Special guest Jess Hall, Chief Growth Officer at OpsCanvas and member of Knownwell’s AI Advisory Board, sits down with NordLight CEO Pete Buer to tackle one of the biggest hurdles in AI adoption: trust. Drawing from her experience in product strategy and AI ethics, Jess shares a powerful framework for building trust in AI systems, explains why AI skepticism mirrors the early days of automated elevators, and offers practical steps for businesses to create AI-powered products that people feel safe using.

Plus, in our AI in the Wild segment, we put AI itself on the spot. Can AI tell us how to turn raw data into actionable insights? You might be surprised by the answer.

Want to stop reacting and start leading with AI? Visit Knownwell.com to see how our platform helps executives like you stay ahead.

Watch this episode on YouTube: https://youtu.be/N5pD5rh5hRs