
Episode #55
Brooke MacLean | Building a High-Performing Culture Through Courage, Play, and Trust
Connect With Brooke MacLean Learn more about Brooke and her team at Marketwake , and follow Brooke on Instagram at @brookebmaclean . Episode Overview What happens when leaders give people both the structure to feel secure and the freedom to be creative? In this episode, Josh Hugo and John Clark sit down with Brooke MacLean, CEO of Marketwake, an award-winning digital marketing agency recognized for its rapid growth and workplace culture. Brooke shares how she built Marketwake around two intentionally balanced values: service and courage. Service without courage can produce a culture of people-pleasing. Courage without service can lose sight of the people affected by a decision. Together, the two values help Brooke’s team serve clients well, stand behind their expertise, and have necessary conversations before avoided discomfort becomes larger chaos. Brooke also discusses the self-awareness required to grow a business, why leaders need help and honest reflection, and how their behavior travels through an organization. The way an executive treats the leadership team influences how managers treat employees and ultimately how employees treat clients. The conversation then explores play as a leadership practice rather than a workplace perk. At Marketwake, play creates room for curiosity, connection, experimentation, and recovery from demanding work. Brooke explains how clear processes and boundaries make that freedom possible: the organization builds a dependable framework around the work while preserving a creative playground within it. Brooke also offers her perspective on masculine and feminine leadership styles, describing the value of balancing order, systems, and clarity with intuition, relationships, creativity, and openness. Her approach challenges leaders to create workplaces where people can take meaningful risks, reveal more of themselves, and do exceptional work without pretending to be perfectly polished. Key Takeaways Service and courage work best as counterweights. Service keeps leadership connected to people, while courage allows leaders to set boundaries, challenge ideas, and stand behind their expertise. Courage is not simply impulsive bravery. It often requires slowing down, acknowledging fear, and choosing to act despite discomfort. Growing a company can expose a leader’s weaknesses and blind spots. Leadership development requires reflection, support, and a willingness to ask for help. The behavior modeled at the top of an organization travels through managers, employees, and eventually to clients. Leaders encounter chaos they create, chaos that happens to them, and chaos they produce by avoiding necessary action. Avoided conversations can have the longest and most damaging impact. Feelings at work can provide useful information. Curiosity can reveal whether someone is experiencing a passing emotion or responding to a deeper, solvable problem. Play is not forced fun or an office perk. It is a disposition that creates space for curiosity, creativity, connection, and experimentation. People are more willing to take risks when they know they have a safe and dependable place to return to. Freedom works best within a clear framework. Strong processes around the work can make greater creativity possible within it. Leaders can balance traditionally masculine qualities such as order and structure with traditionally feminine qualities such as intuition, connection, and openness. Brooke describes these as leadership energies rather than gender-based traits. Timestamped Chapters 00:00 – Welcoming Brooke MacLean and Bear 03:12 – The Story and Vision Behind Marketwake 06:02 – Balancing Service With Courage 11:55 – How Growing a Business Changes the Leader 14:24 – Asking for Help and Developing Leadership 19:36 – Three Types of Chaos Leaders Face 25:23 – Why Feelings Belong in the Workplace 27:39 – Building a Culture of Grace and Authenticity 31:13 – Play as a Leadership Practice 39:19 – Creating Safety for Risk and Creativity 42:48 – Masculine and Feminine Leadership Styles 48:42 – Building Structure Around the Creative Process 51:04 – Brooke’s Vision for Marketwake Listener Homework Where does your team need more structure and where could greater freedom produce better work? Resources Referenced Marketwake Brooke MacLean on Instagram How Children Succeed by Paul Tough A Failure of Nerve by Edwin H. Friedman Mel Robbins Jay Shetty Ulysses by James Joyce

