As fall begins and year-end planning picks up, the opportunity to prepare for open enrollment season is right around the corner.

For most organizations, the open enrollment period runs from November 1 to January 15. This annual window gives employees the chance to review, update, or select their workplace benefits — choices that often shape how well they’re supported when life takes an unexpected turn. The downstream impact of these decisions becomes clear later, when someone is caring for a family member with special needs, recovering from a major health event, or taking unexpected leave.

With the right approach, open enrollment becomes more than a deadline. It’s an opportunity for employers to proactively guide their workforce with empathy, insight, and clarity. That means supporting employees through every stage of the process: building awareness before decisions are made, ensuring their choices are aligned with their evolving needs, and helping them activate the coverage they’ve selected when it matters most.

Preparation: equip employees ahead of key decisions

Open enrollment often arrives amid packed schedules and competing priorities. With so much happening, it’s easy for employees to overlook plan updates or delay benefits decisions. Yet the options chosen during this short window can shape how well employees are supported in the year ahead.