When was the last time you paused before taking action to ask, “What problem am I really trying to solve?” In this episode, I sit down with Kendra MacDonald, CEO of Canada’s Ocean Supercluster, to unravel what it means to lead with purpose in a rapidly changing world. The conversation starts with her daring career move from a global role at Deloitte to building a new organization from the ground up, which was fueled by a passion for meaningful innovation.

If you’ve ever questioned your own courage to change course or felt the tug-of-war between personal boundaries and professional expectations, Kendra offers practical wisdom. She talks through her steps to manage risk when taking on something new, using self-reflection rather than bravado to guide decision-making. Facing imposter syndrome? She’s been there too, and her advice is grounded and honest: focus on your unique contributions and let curiosity lead, especially when you’re the newcomer in the room.

For leaders building teams, or founders starting with just a vision, the conversation surfaces actionable insights such as the crucial role of constant communication, the importance of recognizing and rewarding small acts of courage in teams, and the need to set and protect personal boundaries to stave off burnout. Kendra is transparent about the challenges of remote work and the ongoing experiment to keep her own organization connected across digital distance.

True leadership is about the quality of the questions we ask ourselves and others. Tune in for an inspiring conversation about how we can do both.

What You’ll Learn

- Strategies for overcoming the fear of career pivots.

- How to motivate teams to embrace innovation… without being annoying!

- Balance operational realities with purpose-driven missions.

- Build a thriving remote team culture.

- Overcoming imposter syndrome and leading as an introvert.

Podcast Timestamps

(00:00) – Career Journey: From Deloitte to Ocean Economy

(07:06) – Innovating with Purpose: Framing the Right Problem

(09:45) – Courage to Change: Navigating Career Transitions

(12:29) – Building Organizations from the Ground Up

(15:17) – Setting Boundaries & Personal Clarity in Leadership

(18:13) – Leading as an Introvert: Speaking, Visibility & Energy

(24:28) – Top Leadership Qualities for Today’s World

(28:15) – Motivating Teams & Driving Innovation

(39:09) – Leading in AI & Tech-Driven Times

KEYWORDS

Positive Leadership, Innovation, Purpose-Driven Leadership, Career Transition, Technology Adoption, Artificial Intelligence, Continuous Learning, Remote Work Culture, Organizational Culture, Psychological Safety, Courage, Resilience, Authenticity, Global Mindset, Diversity in Leadership, Work-Life Boundaries, Imposter Syndrome, Trust, Team-Building, Ethics in AI, Burnout Prevention, Curiosity, Change Management, Mentoring, CEO Success

Do you ever wonder if the quietest voice in the room can truly lead—and win—in a world built for extroverts? This episode of Do Good to Lead Well is a refreshing, insightful journey into that very question, as I sit down with Benjamin Friedman, author of “Silent Strength: The Introvert’s Guide to Building Successful Startups.”

The conversation opens with Benjamin’s “me-search;” his personal and professional quest to understand how introverts can succeed when the business world often favors extroverted traits. Can an introvert be authentic and ambitious, all while driving top-tier results? Absolutely, says Benjamin, but it’s all about leveraging your way of being, rather than trying to fit someone else’s mold.

Listeners will come away with practical advice for managing meetings, leveraging networks, and navigating self-doubt. He also shares tools for raising our self-awareness, the power of a “challenge network,” and the importance of aligning values with the people you build alongside. When fear or imposter syndrome strikes, Friedman reframes those moments as evidence you care and offers ways to harness uncertainty as fuel for growth.

The common thread throughout this episode is one of curiosity and vulnerability. It is about questioning our assumptions and beliefs while building a roadmap to authentic success.

What You’ll Learn

- The power of the quiet leader.

- Self-awareness as a foundation.

- Leveraging a Challenge Network.

- How to harness fear and navigate uncertainty.

- Reframing networking.

- The secret sauce of vulnerability.

Podcast Timestamps

(00:00) – Silent Strength: The Origin Story

(06:01) - The Universal Value of Introvert Insights

(11:42) - Self-Awareness as a Foundation for Success

(18:44) - Reframing Imposter Syndrome & Building Presence

(22:29) - Empowering Introverted Voices in Meetings

(28:56) - The Power of a Challenge Network

(36:15) - Getting Useful Feedback

(40:29) - Navigating Fear, Uncertainty & Opportunity

(45:32) - Thriving as an Introvert in Sales & Networking

(50:25) - Co-Founders, Relationships & Final Insights

KEYWORDS

Positive Leadership, Self-Awareness, Feedback, Personal Growth, Vulnerability, Leading with Intention, Curiosity, Startup Founders, Introverts in Leadership, Challenge Network, Networking Strategies, Sales (for Introverts), Eustress vs Distress, Leveraging Strengths, Authenticity, Managing Meetings, Inclusive Environments, Managing Fear, CEO Success

I’m excited to share Part 2 of my 2025 yearend retrospective, which highlights the most impactful insights shared by our amazing guests, as determined by you, the listener. The goal of this special 2-part episode is to lay the foundation such that 2026 is your best year yet!

What is incredible to me is how similar the core themes were across the different guests who joined us on the program. Not surprisingly, curiosity was a major area of emphasis. In a world of constant change, being curious about ourselves and others is vitally important to unlock our individual and collective potential.

We also touched on the importance of community and belonging to create cultures of peak performance. Emotions were also discussed in depth, not as a distractor, but more as a navigational compass. Becoming friends with our inner worlds and listening intently to the lessons our emotions are trying to teach us was a crucial takeaway from this past year.

Last but not least, and building on the past thread, in a world of AI, it is essential not to delegate our thinking to technology. While it is an invaluable and powerful thought partner, we, the user, needs to continue to be the thought leader. Being more mindful and intentional about the questions we ask is the key to our success!

I hope these episodes provide some actionable insights you can leverage in 2026 and beyond!

What You’ll Learn

- Curiosity: A superpower in leadership and in life

- Social sensitivity and team success

- The 3 C’s of meaningful work: Community, contribution, challenge

- AI as a leadership tool: The CRIT Framework

- Cognitive diversity and team innovation

- Unleashing creativity and problem finding

- Embracing emotions in leadership

- The power of mattering

KEYWORDS

Positive Leadership, Personal growth, Professional Development, Uncomfortable Conversations, Team Dynamics, Individual/Collective Excellence, Mindfulness, Navigating Uncertainty, Embracing Curiosity, Asking Questions, Building Resiliency, Authentic Leadership, Psychological Safety, Positive Change, Managing Stress, Success Principles