The business world’s relationship with sleep reveals critical connections between rest and organizational success. Many leaders operate in a sleep-deprived state, creating risks comparable to working under the influence of alcohol, while poor sleep costs the US economy roughly $400 billion annually through reduced productivity, workplace accidents, and increased healthcare costs. Modern workplace practices, from constant connectivity to global operations across time zones, often undermine healthy sleep patterns. However, forward-thinking organizations are discovering that investing in sleep health through policy changes, education, and workplace design yields significant returns. Some companies now restrict after-hours emails, provide nap rooms, and adjust office lighting to support natural sleep rhythms. The evidence shows that organizations prioritizing sleep health see improvements in decision-making, productivity, and innovation, while reducing costly errors and accidents.