‘Displaying Vulnerability In Leadership Is Not A Weakness’

Maria Doughty has been CEO of The Chicago Network, a local support organization for Windy City women, since 2020. But before that she had her own career in the corporate world. Doughty talks about the joy—and fear—of taking on new challenges and how to embrace change.

Before joining The Chicago Network, you spent 23 years as counsel for Allstate, most recently as director of public policy and regulatory examinations. What lessons did you learn in corporate life that has helped you help other women leaders?

Throughout my corporate career, I have gained invaluable insights that have shaped my ability to empower and uplift women leaders. 

First, validating that their experiences are not unique. So often you feel like you are the only one experiencing whatever it is that you are experiencing. Realizing that other women in similar leadership roles frequently go through the same experiences can be profoundly reassuring, leading to greater confidence and perseverance.

Furthermore, I have learned the value of extending grace—both to ourselves and to others. Recognizing that we all face similar challenges, I encourage women to be kind to themselves during difficult times and to offer support to other peers, fostering a culture of understanding and mutual support.

Next, building networks and communities is essential to professional success and personal satisfaction. Success is often rooted in collaboration. My experiences, especially working in government affairs and public policy, taught me the value of developing and nurturing meaningful connections.   

Finally, displaying vulnerability in leadership is not a weakness, but can be a strength. Being open about challenges, uncertainties or even failures, fosters trust, builds deeper connections and creates a culture of authenticity.  It allows others to see you as relatable and human, which can inspire teams to take calculated risks and preserve through setbacks.

What advice can you share for other women looking to make a significant transition in their careers?

It is important to note that some transitions are voluntary while others are involuntary. The advice that I would give is the same regardless.

First, take time for self-reflection. This is one of the hardest things to do, but incredibly valuable. Women are pulled in so many different directions, both professionally and personally.

Often, they are conforming to what society, or others tell them what they should be doing or how they should act. Jumping off the rollercoaster and sitting quietly is step one.

Next, take the time to contemplate your career, the successes, missteps and missed opportunities. Be prepared for the realizations and discoveries but know that there is no looking back in regret, just forward in delight.

Second, determine what brings you joy and fulfills your personal purpose. Work is hard, but it is harder if you are not doing something you enjoy. Not everyone has the luxury of having joy in every aspect of their career, but finding those opportunities that align with your personal purpose will ultimately lead to success.

Third, be honest with yourself, but do not limit yourself. We all have gifts.  Knowing and accepting your strengths and opportunity areas is critical. However, don’t sell yourself short. Most people know that women won’t apply for a job if they don’t meet all or most of the job requirements. Steer clear of those constraints and challenge yourself by exploring entirely new possibilities beyond your comfort zone.

Is there an overall tip?

Embrace fear. Transition is scary. It provides you with an opportunity to reset and sometimes to reinvent yourself. Be prepared to acknowledge that there will be challenges. Build a support network or personal board of directors that can serve as advisors to navigate those moments.