
Have you ever had a boss who taught you exactly how not to lead?
In this episode of The Art of Badassery podcast, host Jenn Cassetta sits down with Mita Mallick, author of The Devil Emails at Midnight: What Good Leaders Can Learn from Bad Bosses. Mita shares how she turned countless rejections into a bestselling book and became a leading voice in diversity and inclusion. Together, Jenn and Mita unpack lessons from difficult bosses, the role of grief in leadership, and practical strategies to navigate tough workplace dynamics. Mita reminds us that true leadership is built on community, storytelling, and the courage to be vulnerable.
Listen to the episode here
Watch the episode here
Introduction
Recently, I had the pleasure of hosting the inspiring author, Mita Mallick, on The Art of Badassery podcast. Known for her transformative work in business and culture, Mita has penned the book “The Devil Emails at Midnight: What Good Leaders Can Learn from Bad Bosses.” During our conversation, we unpacked the trials and triumphs of leadership, offering insights that are invaluable to anyone striving for success in both professional and personal realms.

From Ambition to Accomplishment
Mita’s journey is a testament to perseverance. Her first book, “Reimagine Inclusion,” despite initial hurdles, became a bestseller. Yet her journey to publishing wasn’t straightforward; it was fraught with rejection and obstacles based on narrow industry perceptions. Mita recounts these challenges, emphasizing the resilience required to continue in the face of adversity. Her latest book, already a bestseller, reflects her tenacity and belief in the importance of the narratives she shares.
The Complexities of Bad Bosses
In her latest work, Mita explores the concept that leadership isn’t static—good leaders can become bad bosses under pressure. Various factors, such as market condition shifts, the transition from individual contribution to team leadership, and personal life stresses, can pull leaders into counterproductive behaviors. Mita candidly shares her own experiences with micromanagement and missteps, illustrating the human side of leadership mistakes.
The Power of Empathy and the Mirror Test
Throughout our conversation, Mita emphasized empathy and reflection as crucial components of effective leadership. She introduced the “Mirror Test,” a technique for offering objective feedback during tense interactions. This approach facilitates understanding and resolution, fostering healthier work environments. Mita’s personal stories of dealing with grief underline the necessity of integrating vulnerability and openness in leadership practices.

Conclusion: Lessons in Leadership
Mita Mallick’s insights present a comprehensive guide for navigating the highs and lows of leadership. Her belief in community, continuous learning, and authentic storytelling underscores the value of persistence and empathy in business. The lessons from “The Devil Emails at Midnight” are not limited to traditional corporate settings—they resonate across all facets of life where leadership plays a role.
Takeaways from This Episode:
- Understanding Leadership Dynamics: Leadership is not a fixed state; even the most competent leaders can falter under unexpected pressures. By recognizing and acknowledging these dynamics, leaders can mitigate negative behaviors before they escalate.
- Building an Authentic Community: The publishing industry highlights the importance of having a dedicated following. Mita’s experience illustrates how nurturing a supportive community can pave the way for personal and professional success.
- Empathy as a Leadership Tool: Mita’s personal experiences with grief, along with her mirror test strategy, demonstrate the importance of empathy and open communication in managing teams effectively. Acknowledging and sharing personal challenges can strengthen workplace relationships and overall team morale.
To delve deeper into these ideas, check out Mita’s latest book, “The Devil Emails at Midnight.” You can follow Mita on her personal website or connect on LinkedIn, where she shares more about her journey and ideas. And don’t forget to follow The Art of Badassery podcast for more inspiring stories and conversations.
Important Links
- Mita Mallick’s Website
- Mita Mallick on LinkedIn
- Mita’s New Book – The Devil Emails At Midnight
- Subscribe to Jenn’s newsletter so you never miss an episode
- Book Clarity and Connection by Yung Pueblo
- Burnout to Badass
- The 6 Habits Of High Performance With Jenn Cassetta – Past episode
- Art of Badassery Retreat
- Art of Badassery Newsletter
About Mita Mallick
Mita Mallick is a Wall Street Journal, USA Today, LA Times Best Selling Author. She’s on a mission to fix what’s broken in our workplaces. She’s a corporate change maker with a track record of transforming businesses. She’s a highly sought-after speaker who has advised Fortune 500 companies and start-ups alike. She is a LinkedIn Top Voice, a contributor to Harvard Business Review, Fast Company, Adweek, and Entrepreneur. Learn more at https://www.mitamallick.com/


