About the Episode
Host Carrie speaks with Anthony Robinson about the deeply personal and often universal experience of imposter syndrome. Anthony reflects on his journey as an African-American leader in tech and marketing, sharing insights into how he navigated feelings of doubt, embraced his worth, and built resilience. This conversation offers relatable lessons for leaders striving to find confidence and belonging in their professional spaces.
Episode Summary
What is it like to face imposter syndrome as a leader?
Anthony Robinson shared how imposter syndrome struck as he climbed the ranks in tech and marketing—fields where African-American leaders are underrepresented. Upon being invited to decision-making tables, he often felt an immediate surge of doubt. “I’m here—now what?” was a recurring thought. These feelings were magnified by the isolation of being the only person who looked like him in the room, a dynamic he had grown accustomed to but still wrestled with.
Imposter syndrome isn’t just a fleeting experience; it’s a recurring challenge, even for seasoned professionals. Anthony’s story underscores how acknowledging these feelings is the first step toward addressing them.
How can leaders navigate feelings of doubt and isolation?
One of Anthony’s most powerful strategies was leveraging his network. By reaching out to others in similar situations, he gained insights and encouragement that reminded him he wasn’t alone. These conversations reinforced the reality that his invitation to the table wasn’t about optics—it was about his expertise, vision, and capacity to drive change.
Additionally, Anthony emphasized the importance of managing the internal dialogue that perpetuates imposter syndrome. By addressing the “confidence barriers” in his mind, he could center himself and focus on the value he brought to his roles and organizations.
What lessons can leaders take from imposter syndrome?
Anthony’s experience illustrates that growth often comes from discomfort. Even as the owner of his own company, he still grapples with feelings of inadequacy when comparing his business to others. However, these challenges offer opportunities for reflection and growth. Leaders can view imposter syndrome not as a limitation but as a call to embrace their skills, foster confidence, and mentor others experiencing similar struggles.
Carrie noted that naming these feelings and finding solidarity with others can help leaders feel less isolated. This approach not only normalizes imposter syndrome but also transforms it into a shared experience that strengthens professional communities.
Make sure to check out the full Lessons In Leadership Playlists today.
About The Enrollify Podcast Network: Lessons In Leadership is a part of the Enrollify Podcast Network. If you like this podcast, chances are you’ll like other Enrollify shows too!
Some of our favorites include Generation AI and Confessions of a Higher Education Social Media Manager.
Enrollify is produced by Element451 — the next-generation AI student engagement platform helping institutions create meaningful and personalized interactions with students. Learn more at element451.com.
Attend the 2025 Engage Summit!
The Engage Summit is the premier conference for forward-thinking leaders and practitioners dedicated to exploring the transformative power of AI in education.
Explore the strategies and tools to step into the next generation of student engagement, supercharged by AI. You'll leave ready to deliver the most personalized digital engagement experience every step of the way.
👉🏻 Register now to secure your spot in Charlotte, NC, on June 24-25, 2025! Early bird registration ends February 1st.