enabling ideas® - Mar 26, 2026

Why Working ‘on the business’ Rarely Happens – And How to Make it Stick


Most leadership teams agree that working on the business is critical—yet in practice, it’s consistently deprioritized. Not because of neglect, but because the day-to-day demands of running the business exert a constant pull back into execution. Over time, organizations become highly efficient at operating… but less effective at evolving.

To compensate, many rely on periodic strategy sessions or annual planning cycles. But these approaches treat strategy as an event rather than a system. Like a burst of discipline on a vacation that fades when routine returns, the impact rarely sustains.

The organizations that break this pattern do something fundamentally different: they embed “on-the-business” thinking across all levels. Strategy is no longer confined to the C-suite—it becomes a structured, continuous capability throughout the organization.

This shift is at the heart the moments that matter most—when scaling, resetting advantage, or aligning leadership direction.

Read the full piece to explore how to make this shift stick.