About October’s Wellbeing Theme: Reflection
Here’s Your Admin Strategy Guide for October 2025
Traditional Definition of Reflection: Serious thought or consideration.
How We’re Thinking About It: Seeing what has shaped you, learning from what you’ve done, and noticing how it informs your next steps. It’s about looking back to look forward.
Why Reflection Matters at Work
Modern work rarely slows down long enough for reflection. Deadlines pile up, projects roll forward, and employees often move from one task to the next without pausing to consider what worked, what didn’t, and what they want to carry into the future. Without these moments of thought, we miss out on great opportunities for wisdom, growth, and meaning.
When workplaces make space for reflection, employees can better recognize their achievements, learn from challenges, and connect their daily work to bigger goals. Reflection also supports mental health by helping people process stress and regain perspective instead of getting stuck in a downward spiral.
October is a natural month for reflection. The shift in seasons invites a pause before the sprint towards the end of the year. It’s an ideal time to take stock of progress, acknowledge effort, and reset intentions for the months ahead.
Bringing the Theme to Life
💪 Build in Reflection Routines
Encourage employees to end the week with a 10-minute “look back/look ahead” check-in: What went well? What was difficult? What will I do differently next week?🔄 Make Reflection a Team Habit
Host a quarterly retrospective or “lessons learned” session, where teams identify what to start, stop, and continue. This helps strengthen collaboration and continuous improvement.🤝 Celebrate Small Wins
Create space in meetings for employees to share one thing they’re proud of from the past month. Recognizing moments of pride boosts morale and encourages growth.
This Month in Wellbeing
👥 Community Workshops
Looking Back to Progress Forward | Live on Tuesday, October 7th, 12pm ET
Reflection helps us pause long enough to notice our progress, learn from our experiences, and carry any lessons forward. In this workshop, we’ll explore why reflection is so important for our wellbeing and highlight simple strategies we can carry into our day-to-day life. We’ll also share ways to continue reflecting later this month.Moving Through It | Live on Tuesday, October 21st, 12pm ET
Our bodies often hold on to experiences long after our minds have moved on. This workshop will use gentle, mindful movement to help us notice what we've been holding, release what no longer serves us, and move forward with a renewed sense of clarity and ease.Reflecting Without Getting Stuck | Live on Tuesday, October 28th, 12pm ET
Reflection can easily spiral into replaying the past or overthinking the future. This workshop offers a different approach. We’ll practice slowing down, noticing with curiosity, and reflecting without judgment. You’ll leave with mindfulness practices that make reflection feel constructive, not overwhelming.
🧰 New Resources
Stop Beating Yourself Up: How to Reflect without the Regret
Your past doesn’t need to haunt you. Learn how to revisit old memories with curiosity, notice what you’ve learned, and give yourself the kindness you’ve always deserved.Slow Down with the Season: A Fall Journaling Guide
Fall invites change: in our schedules, our moods, and the world around us. This mindful journaling resource offers simple prompts to help you pause, reflect, and reset through the season.Work-Life Balance: Finding Purpose & Meaning
Instead of chasing “balance,” try tuning into what gives you energy, meaning, and purpose. Use this guide to spot where purpose already threads through your days and where a small change could bring more life satisfaction.3 Ideas for a Mental Health Day
Ever felt like you just needed a day off, but weren’t sure what to do? Here are three simple frameworks for taking a mental health day to give you some inspiration.
What Else is Happening This Month?
October is full of observances that connect directly to wellbeing, resilience, and inclusion. Consider weaving these into your workplace programming:
🧠 World Mental Health Day (Oct. 10): Encourage open conversations about stress, mental health resources, and workplace support.
🏳️🌈 National Coming Out Day (Oct. 11): Show support for LGBTQ+ employees by highlighting inclusion policies, ERGs, and visible allyship.
🌍 Indigenous Peoples Day (Oct. 13): Honor the resilience and contributions of Indigenous communities. Consider educational events, resource-sharing, or spotlighting Indigenous voices.
🕸️ Halloween (Oct. 31): Create opportunities for lighthearted connection in the workplace through themed team-building or cultural celebrations.
🌱 Breast Cancer Awareness Month: Promote preventive health screenings and provide resources for employees and caregivers impacted by cancer.
✨ ADHD & Depression/Mental Health Screening Awareness Month: Share information on early screening and support options for neurodiversity and mental health.
