In this episode of The Omni Show, Tuple CEO, Stephen Dolan, shares how he navigated major professional shifts while keeping his OmniFocus setup remarkably simple. He explores how clarity, consistency, and trust form the foundation of both his task management and leadership approaches.

From building a custom automation that reveals where his time actually goes, to rethinking how often he needs to keep every task he captures, Stephen offers a grounded look at managing complexity without losing focus. His reflections are a reminder that staying grounded doesn’t require a complex system: just the discipline to review and refine what truly matters.