Leading with Emotional Intelligence: Building Trust in Business

by Feb 5, 2025

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Leadership requires more than just a high IQ or a stellar resume — it demands emotional intelligence (EQ). On a recent episode of The Bliss Business Podcast, we had the privilege of speaking with Randy Wootton, CEO of Maxio and a seasoned leader with a track record of scaling organizations like Salesforce, Rocket Fuel, and Percolate. Randy’s candid reflections on his leadership journey reveal how EQ transforms not only team dynamics but also business outcomes.

A Journey from Metrics to Meaning

Randy’s career began in environments that prioritized IQ and efficiency — first in the military and then in corporate settings where metrics reigned supreme. But over time, he recognized the limitations of data-driven leadership without human connection. “Software is a people business,” he shared. “People are at the core of relationships, and relationships are built on trust.”

Randy recounted his “come to Jesus” moment when he realized the importance of collaboration and emotional awareness in the workplace. His journey led him to explore tools like Insights and Jungian psychology, which helped him build self-awareness and empathy.

Key Insight: Trust is the foundation of effective leadership. EQ enables leaders to align values, understand different communication styles, and foster collaborative environments.

The Role of Vulnerability and Humility

According to Randy, hiring for EQ starts with identifying candidates who exhibit vulnerability and humility. “If someone is humble, they’re coachable,” he explained. “And in fast-changing environments, coachability is critical.”

Once onboard, Randy uses tools like Insights to help his team build mutual understanding. He also shares a “Working with Randy” document with new executives, outlining his preferences and expectations to create a clear foundation for collaboration.

Takeaway: Leaders who model vulnerability set the tone for a culture of trust and openness, encouraging their teams to embrace change and growth.

EQ in Action: Leading High-Performance Teams

Randy’s leadership style combines emotional intelligence with practical strategies for fostering connection. For example, he starts executive meetings with a “round of good,” where team members share personal wins or updates before diving into business. “It’s important to carve out space for emotional connection,” he noted.

He also practices active listening during presentations by taking notes and waiting to ask questions until the end. This approach allows presenters to stay focused and confident, while also encouraging constructive feedback.

Reflection: How do you create space for emotional connection and trust in your team meetings? Small changes in how you engage with your team can have a big impact on morale and collaboration.

Navigating Pressure with Empathy

In high-pressure situations, EQ becomes even more critical. Randy shared his approach to de-escalating conflicts using techniques like “Most Respectful Interpretation” (MRI) and Stephen Covey’s “Ladder of Inference.” These methods help teams shift from reactive emotions to fact-based problem-solving.

Challenge: When faced with conflict, try leading with inquiry. Instead of jumping to conclusions, ask questions to uncover the assumptions and data behind a situation. This approach fosters mutual understanding and reduces tension.

Building a Culture of Connection

As CEO of Maxio, Randy has implemented initiatives to strengthen connections within his hybrid team. From book clubs to peer-to-peer recognition programs like Bonusly, he emphasizes the importance of creating touchpoints for meaningful engagement.

“Leadership is about building culture,” he said. “And culture is about connections — to the company’s purpose, to leadership, and to each other.”

Food for Thought: How can you reinforce connections within your team, especially in hybrid or remote work settings? Consider scalable tools and programs that align with your company’s values.

Final Thoughts: Respect as the Foundation of Leadership

While Randy acknowledges the challenges of leading with love in a corporate context, he advocates for respect, empathy, and a commitment to unlocking the potential of every team member. “My greatest source of pride,” he shared, “is hearing from former employees who say I made a positive impact on their careers.”

Check out the conversation with Randy Wootton on The Bliss Business Podcast

Originally Featured on The Bliss Business Podcast Blog

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