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How to celebrate National Boss/Employee Exchange Day

Celebrated annually on the Monday after Labor Day, National Boss/Employee Exchange Day is a unique opportunity for bosses and employees to switch roles.

A boss is sitting at his desk having a conversation with two younger employees who are standing and showing him some documents.A boss is sitting at his desk having a conversation with two younger employees who are standing and showing him some documents.

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Insights from Ellen Raim, Founder of People MatterWe focus more on solving than preventing People problems.

What is National Boss/Employee Exchange Day?

National Boss/Employee Exchange Day is a unique opportunity for bosses and employees to switch roles and gain insights into each other’s daily responsibilities. This work holiday fosters empathy, improves communication and builds stronger team dynamics.

Here are some key objectives of National Boss/Employee Exchange Day:

  • Enhance mutual understanding: By experiencing each other's roles, bosses and employees better understand the challenges and pressures of different positions within the company.
  • Foster empathy: Walking in each other's shoes builds empathy, allowing both parties to appreciate the effort and dedication required in various roles.
  • Improve communication: The role swap encourages open dialogue and better communication as both parties discuss their experiences and insights gained during the exchange.
  • Build stronger teams: Experiencing different roles highlights the importance of collaboration and teamwork, leading to a more cohesive and supportive work environment.
  • Encourage professional growth: Employees gain new perspectives on leadership and management, while bosses better understand ground-level operations and employee concerns.
  • Boosting morale + engagement: Fun celebration activities break the routine and boost morale, making the workplace more dynamic and enjoyable for everyone.

By participating in National Boss/Employee Exchange Day, organizations cultivate a culture of mutual respect and continuous learning, benefiting individuals and the company.

When is National Boss/Employee Exchange Day?

National Boss/Employee Exchange Day is celebrated annually on the Monday after Labor Day. In 2026, the holiday is observed on September 8.

This blog post was updated on October 26, 2025, with dates for September 2026.

6 fun ways to celebrate National Boss/Employee Exchange Day

1. Job shadowing for a day

One of the best ways to understand someone's role is to walk in their shoes. Organize a day where employees and bosses shadow each other. Job shadowing will give both parties a firsthand experience of their counterparts' challenges and responsibilities. It's an eye-opening experience that leads to greater appreciation, trust and respect on both sides.

2. Role-reversal workshops

Host a workshop where employees and bosses practice each other’s roles through interactive activities. For instance, employees can lead a mock meeting while bosses handle customer service calls. These role-reversal exercises can be educational and entertaining, breaking down barriers and encouraging a culture of mutual understanding.

3. Feedback exchange session

Create a structured feedback session where employees and bosses give and receive constructive feedback about their experiences. Feedback exchange sessions should be focused on positive reinforcement and opportunities for improvement. Open communication can lead to better workplace practices and a more harmonious working environment.

4. Team-building activities

Plan fun team-building activities that require collaboration between employees and bosses. Activities like escape rooms, scavenger hunts or group problem-solving challenges can strengthen team bonds and highlight the importance of working together. These activities also provide a relaxed environment where everyone can interact equally.

5. Lunch + learn

Organize a casual "lunch + learn" where bosses and employees share their daily routines, challenges and successes over a meal. This informal setting encourages open dialogue and can help bridge any gaps in understanding. Plus, it’s a great way to build relationships outside the usual work context.

6. Promise to learn together weekly

Use National Boss/Employee Exchange Day to set the stage for a year of learning by committing to one hour each week dedicated to shared learning sessions. This regular commitment reinforces a culture of continuous growth and collaboration, ensuring that the insights gained from this special day extend throughout the year.

Celebrate + grow together

National Boss/Employee Exchange Day is not just about switching roles — it’s about fostering a culture of empathy and collaboration. Scheduling National Boss/Employee Exchange Day activities can make your team stronger and more cohesive, leading to a more positive and productive workplace. So, mark your calendars and get ready to celebrate in a way that brings everyone closer together!

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