Don’t Get Spooked by OE Season: A Survival Guide for HR Teams

Nayya
October 30, 2025

Open Enrollment season: the time of year when HR professionals transform into project managers, therapists, communicators, and—let’s be honest—part-time magicians. 🎩✨

Between managing deadlines, answering the same question 400 times (“Wait, what’s an FSA again?”), and juggling new plan designs, OE can feel like a haunted house you can’t escape. But it doesn’t have to send shivers down your spine.

Here are five practical (and slightly magical) ways to stay calm, organized, and maybe even have a little fun this OE season.

🎃 1. Tame the chaos before it starts

The scariest thing about OE? Surprises. Avoid last-minute frights by building a clear plan that outlines:

  • Key dates and deadlines (including buffer days for the inevitable delays)
  • Who’s responsible for what
  • Your communication timeline (emails, Slack posts, town halls, etc.)

Think of it as your anti-chaos spellbook. The clearer your roadmap, the fewer jump scares later.

👻 2. Break it down—and breathe

Instead of tackling OE as one giant monster, break it into smaller, manageable chunks:

  • One week = finalizing comms
  • One week = employee questions
  • One week = follow-ups and tracking participation

Then—this part’s key—build in actual breaks. Step away from the inbox. Touch grass. Drink water. HR burnout is real, and no one makes their best decisions when they’re running on caffeine and adrenaline.

🕸️ 3. Automate what you can (you’re not a ghost, but you deserve to disappear sometimes)

Leverage your tools—Nayya, your benefits platform, or your HRIS—to do the heavy lifting.

  • Automate reminders
  • Use dashboards to track completion rates
  • Create canned responses for FAQs

Every task you automate buys you back a little sanity—and a few hours of sleep. 😴

🧙‍♀️ 4. Communicate like a human, not a haunted chatbot

Employees tune out when communication feels stiff or overly corporate. Instead, make your messages human—approachable, empathetic, and even fun.

Try:

“Hey team—Open Enrollment starts Monday! Don’t get spooked by the details. We’ve got guides, videos, and real people (that’s us 👋) ready to help.”

You’ll be surprised how much engagement (and goodwill) you build when people feel you’re on their side, not talking at them.

🍬 5. Celebrate the wins (even the small ones)

Did 80% of your team enroll early? Did someone finally understand their HSA? Did you make it through OE week without crying in a bathroom stall? All of those are victories worth celebrating.

Throw a post-OE coffee break, send a fun thank-you GIF, or treat yourself to a pumpkin spice reward. ☕ You earned it.

🪄 The Final Takeaway

Open Enrollment will always come with its share of fright. But with the right planning, automation, and humor, it doesn’t have to be a nightmare.

Remember: calm is contagious. When HR leads with clarity and composure, employees follow suit—and the entire OE experience becomes a little less spooky for everyone.

So this October, light a candle, cue up your favorite fall playlist, and remind yourself: you’ve got this. 🧡

📘 Bonus Resource

Ready to make this OE season less trick, more treat?

Check out our Nayya Choose Resources—packed with templates, communication ideas, and planning checklists to help your team stay ahead of the (witching) hour.