Why Mentoring Matters: Lessons from Leaders

There’s no question that mentoring is vital to women’s success: mentoring can help women develop critical leadership and professional skills, establish their place in the leadership pipeline, negotiate more effectively, build important relationships, and open the door to career-defining opportunities.

That’s why as we celebrate National Mentoring Month this January, I sat down with four important women in my life to ask what mentoring has meant to them. Each one of them has been a trusted mentor in my life and an incredible female leader in her own right, across their distinct fields.

I couldn’t be more excited to introduce you to some of my friends like Imani Greene, who has shown me the ropes as a woman entrepreneur, and Carolina Lopez Herz, whose peer-mentoring is an indispensable part of my professional life. Some of these women became mentors through chance encounters, like Jenny Bilfield, who sat next to me at a Washington, DC nail salon a decade ago (take that golf bros!). While one I even have the distinct pleasure of calling my family, like my aunt, Dr. Lynn Gordon.

Each of these women makes me more successful, and their relationships bring fun and friendship into my life.

That’s why I’ve asked each of them to share a mentoring lesson with the Something Major community. From the power of peer mentoring to the courage to seize opportunities, I’m thrilled to share four valuable lessons from four invaluable women in my life.


Carolina Lopez Herz, Vice President/Director, North America, at BCW

Mentoring Lesson: Letting the Mistakes Go

I spent the early years of my career terrified of making mistakes. I was good at what I did but, driven by fear, I rarely deviated from an invisible playbook. As you can imagine, as I stepped into my first management roles, some of my colleagues found that play it safe mentality frustrating. I wasn’t stretching myself or our team.

Being brave enough to make mistakes is critical to innovation—and that’s the best lesson I’ve learned from some of the incredible bosses and mentors in my life. They pushed me to think differently and then supported me when it didn’t work out. It’s important to be cautious when money or relationships are on the line. Mistakes borne of carelessness should not be quickly dismissed but we must be open to mistakes that happen when you’re attempting something new. Critical feedback should come with the message that innovation is worth pursuing, even if mistakes are part of the process.

I try to be the type of manager and colleague who fosters an environment of creativity, entrepreneurship and scrappiness— which is easier on some days than on others at one of the largest public relations firms in the world. My team has had some incredible successes by not being afraid of mistakes. When we do make mistakes, we allow ourselves to evaluate what went wrong, learn from it and, in the end, let them go.

Imani Greene, Founder & Principal Consultant of GreeneGroup

Mentoring Lesson: Trailblazing & Never Assigning Blame

Mentorship can be more pivotal to development than formal education or even functional training. It offers something that neither of these provides—a road forward on a path that has already been blazed. Those who have learned the lessons—and survived to tell the tales— are gifted with the obligation of showing others how it was done and what it looks like on the other side.

This is true in business as in life and, in my case, mentorship has been most necessary where business and life collide. The Something Major community knows, lives, and breathes that intersection.

Of the many lessons I’ve learned from my mentor, Lisa Osborne Ross (Chief Operating Officer of the Public Affairs firm, Edelman), there is one that consistently impacts the intersection of my business—and my life. Never assign blame. And never give the responsibility of identifying solutions to someone else. Fault does not lie with a boss, client, colleague – and especially not an organization (since it is an ‘it’ and not a ‘who’). You alone must decide how to face your challenges and what you want the world to see as your surmount and overcome them. Accept the responsibility of doing so with dignity and pride.

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Jenny Bilfield, CEO of Washington Performing Arts

Mentoring Lesson: Never Close a Door Before It’s Opened

Years ago, living in NYC, I was contacted by a friend who’d spoken with an executive recruiter about a position on the West Coast. He’d passed along my name and called to give me a heads-up. As I equivocated—questioning whether I should take this opportunity seriously—he told me, ‘never close a door until it’s open.’

This stopped me in my tracks. I hadn’t been offered the job – but I was already questioning if I should even speak with the recruiter. He reminded me that a conversation is neither a commitment, nor was it a betrayal to my then-employer. I followed his advice, applied, was offered, and accepted the job.  If we seek to hear with open ears, mind, and heart, we remain open to new opportunities – open to real growth and self-discovery. We also persist in other ways…in relationships, collaborations. I am so grateful for this enduring advice and have shared it, liberally!

Dr. Lynn Gordon, MD, PhD, Professor Emeritus of Ophthalmology & Former Senior Associate Dean of Diversity, Equity & Inclusion at The David Geffen School of Medicine at UCLA

Mentoring Lesson: The Power of Peer Mentoring

The concept of mentoring, both as a mentor and as a mentee, is prominent over the course of my 30+ year career in academia. Perhaps the most surprising, fulfilling, and long-lasting mentoring relationship developed through a peer group of eight women.

We met as strangers as we embarked, after a competitive application and selection process, on a year-long national leadership program that included in-person sessions as well as long-distance interactions by phone in the pre-zoom era. During the in-person meetings, we worked together for at least 8 hours per day for an entire week at a remote conference center. However, we really bonded in the evenings at the end of intense days over wine and “death by chocolate” homemade cake, which was carefully brought through airport security. Now, more than 10 years after our formal sessions ended, we continue to talk monthly, plan weekend retreats, and meet for dinner at national meetings.

We became a community in which we receive and give advice about careers, share family losses, celebrate new accomplishments, and speak the truth (when asked) with each other. The great impact of these women on my life and on my career has been invaluable.

Randi Braun is a coach, consultant, speaker, and the Founder of Something Major. Get in touch with Randi via email or social (below). Copyright 2021. All rights reserved.

Randi Braun