Leaders are exploiting digital technologies to create a robust new digital business model. Though digital transformation brings manifest benefits, it however creates a culture of NOW. It also brings unforeseen and unexpected consequences that have persistent and deep negative effects, not just on individual employees but on organizations. This “digital dysfunction”(DD) undermines digital transformation’s beneficial outcomes. CIOs can adopt a “Layers and Players” approach, to identify disequilibrium and remedy organizational DD. Maverick research exposes unconventional thinking and advice.