9 Books That Increased My Confidence as a Leader
A few years into an executive role, I knew I needed to grow. I needed to lead with more confidence and less hesitation.
A very good friend who’s been a part of my leadership journey asked me to recommend a book that helped me grow my confidence as a leader. I thought of 9.
If indecision & uncertainty are holding you back as a leader, and if you want to lead with greater confidence, then read these books!
1. Mindset: The New Psychology of Success by Carol Dweck
• Core Idea: This book is all about a “growth mindset” — the idea that our abilities can improve with effort, learning, and persistence. It encourages a view of challenges as chances to grow rather than threats to success.
• Confidence Boost: No book has shaped my understanding of my own story as much as this book. Learning to choose this mindset (which I have to work on daily) gives me the freedom to take risks and embrace setbacks as part of the process. I’m learning that confidence comes from progress, not perfection.
2. Dare to Lead by Brené Brown
• Core Idea: Vulnerability is a hidden strength in leadership. Being open, authentic, willing to take risks, and to be wrong builds trust and resilience, making leaders stronger, not weaker.
• Confidence Boost: This book reminded me that appropriately embracing vulnerability as part of my leadership style made me more relatable and connected. Over time, this strengthened my confidence to lead authentically, guided by my values—not just by others’ expectations of how I should lead. It seems simple, but this was a long journey for me.
3. The 15 Commitments of Conscious Leadership by Jim Dethmer, Diana Chapman, and Kaley Klemp
• Core Idea: Leadership operates from one of two places: “above the line” or “below the line.” Above-the-line leadership is open, curious, and growth mindset-oriented. Below-the-line leadership is defensive, insecure, and always wanting to be right. Conscious leadership (above-the-line leadership) is more self-aware, open, and connected with their teams.
• Confidence Boost: I am constantly practicing the courage to fully own my actions and choices, making me more resilient and assured in my leadership journey. This sense of accountability allowed me to move forward confidently, knowing I could learn and grow from every outcome. It provided me with terminology to remind me that curiosity beats defensiveness. I became more open to feedback and (again) learned to embrace challenges as learning opportunities. This increased my self-assurance as a leader.
4. Leadership in Turbulent Times by Doris Kearns Goodwin
• Core Idea: This book shows how past presidents like Lincoln and Roosevelt led with resilience and empathy during national crises. Their stories highlight how true leadership often means staying steady through tough times.
• Confidence Boost: Lincoln’s personality was marked by empathy, humility, patience, and a calm determination, which allowed him to connect deeply with others and keep a steady course even in the most challenging times. His ability to listen, consider multiple perspectives, and remain focused on the larger vision helped him make balanced, thoughtful decisions. I want to be like this. Embodying these traits can be powerful assets in leadership, reminding me to face challenges with resilience and openness.
5. Quiet: The Power of Introverts in a World That Can’t Stop Talking by Susan Cain
• Core Idea: This book celebrates the unique strengths introverts bring to leadership, such as deep listening, thoughtfulness, and a focus on meaningful connections. In a world that often values outspoken personalities, quiet leaders can create powerful impact through their reflective, measured approach.
• Confidence Boost: I’m an ambivert at best. But I most identify with introverted leaders. Cain reassured me that being a quiet leader doesn’t mean being a weak leader. Recognizing the value of my own approach helped me lead with more confidence and authenticity.
6. Give and Take: Why Helping Others Drives Our Success by Adam Grant
• Core Idea: Grant explores how giving—whether through time, advice, or support—can actually drive long-term success. “Givers” often build better relationships and teams, which leads to meaningful achievements.
• Confidence Boost: Embracing a “giver” mindset has shown me that confidence can come from lifting others up. It’s rewarding to see the positive impact of helping, which only reinforces my own sense of purpose and confidence.
7. Hidden Potential: The Science of Achieving Greater Things by Adam Grant
• Core Idea: The book emphasizes that potential isn’t a fixed trait—it’s something we can cultivate and grow through effort, practice, and mindset. (See a theme here?!) Here’s the rub: though scary, it takes pushing beyond our comfort zones to reveal hidden capabilities.
• Confidence Boost: Yet another reminder that growth isn’t about talent; it’s about consistent effort. I need that frequent reminder. Knowing I can always improve gives me the confidence to take on new challenges without fear.
8. George Washington by Ron Chernow
• Core Idea: Washington, the first and arguably greatest U.S. President, built his legacy on dedication, integrity, and a deep sense of duty. Though he wasn’t the smartest man in the room, he was guided by a strong moral compass and earned the respect and loyalty of those around him.
• Confidence Boost: I love biographies on Presidents. Washington's humble youth encouraged me. His example is a reminder that real confidence doesn’t come from showiness but from doing what’s right consistently. Washington often downplayed his own importance and remained grounded, always focused on serving rather than seeking personal glory. He valued kindness and respect in his interactions with others, showing compassion for those under his command and a genuine interest in their welfare.
9. The Obstacle is the Way: The Timeless Art of Turning Trials into Triumph by Ryan Holiday
• Core Idea: Holiday introduces Stoic philosophy, emphasizing that obstacles are not barriers but opportunities. By facing challenges head-on, we grow stronger and become more resilient.
• Confidence Boost: This book reinforced the common theme in this list! Setbacks aren’t just obstacles—they’re valuable opportunities to learn and grow. Knowing that challenges can lead to something better has made me more confident in tackling tough situations.
These are the books that helped me. I want to hear from you!
Which one resonates with you? What am I missing?
————————————
Do you want a practical way to apply these lessons in your leadership?
My Growing Nonprofits Operating System model can help leaders put these principles into action, ensuring their teams are aligned, adaptable, and ready to grow sustainably.
If you're looking for ways to build a stronger organization, I think you’ll appreciate my weekly newsletter, Growing Nonprofits. Every week, I explore the insights nonprofit leaders need to navigate growth challenges and make a meaningful impact.
Subscribe to receive:
3 meaningful, actionable takeaways from the latest book I’m reading (like this one!);
2 practical ideas on strategy, operations, and management, and
1 reflection on the broader journey of growing as a leader.