At Automattic, we handle this by offering a 3-month sabbatical every 5 years and a “minimum” 20 day a year vacation policy. The idea being that no one person sh

At Automattic, we handle this by offering a 3-month sabbatical every 5 years and a “minimum” 20 day a year vacation policy. The idea being that no one person should hold knowledge to key systems for too much long.