Darragh McGillicuddy, a member of the Entrepreneurs’ Organization (EO) and founder of McGillicuddy Hospitality, has shared key insights on effective leadership from a distance. Based in Cape Town, South Africa, McGillicuddy’s experience highlights the importance of building a self-sufficient team that can thrive without constant oversight, especially in a business environment where travel is a daily requirement.

McGillicuddy’s journey began with the anxiety of being away from his team. As a founder, he felt compelled to be involved in every aspect of his business, believing that his physical presence was essential for success. This mindset, however, proved counterproductive. Instead of enhancing productivity, his constant involvement led to stress for both him and his team.

Over time, McGillicuddy learned that effective leadership could be achieved from various locations, including hotel rooms and airport lounges. He discovered that his team’s success was rooted in empowerment and trust rather than his physical presence.

Key Leadership Lessons from Darragh McGillicuddy

One of the first lessons McGillicuddy emphasizes is that visible leadership can take many forms. He points out that less experienced leaders often mistakenly believe their teams require their physical presence to feel supported. He recounts a pivotal moment when he missed a site visit due to a flight delay. His team managed the situation successfully, demonstrating that they understood his expectations. This experience underscored the importance of empowering team members to take initiative.

To foster this empowerment, McGillicuddy advises leaders to switch from an “always present” mindset to one focused on clear training and communication. By ensuring that team members are well-informed about priorities and expectations, leaders can facilitate a smoother workflow. Regular check-ins, conducted with intention, help maintain alignment without overwhelming the team with unnecessary communication.

Another crucial aspect of McGillicuddy’s leadership philosophy is building a team that does not depend on his approval for every decision. He critiques leaders who function as bottlenecks by insisting that all decisions pass through them. Such an approach can lead to delays, especially for those who travel frequently. Instead, he advocates for setting clear guidelines that allow team members to make decisions confidently and independently.

Effective Communication and Trust in Leadership

McGillicuddy also highlights the significance of maintaining simple and predictable communication. Frequent travel can complicate interactions, with time zone differences and unreliable internet connections often hindering effective exchanges. He suggests establishing a reliable communication rhythm that fosters trust. Regularly scheduled check-ins, where team members know what to expect, can alleviate uncertainty and reinforce a sense of presence despite physical absence.

Trust is a fundamental element in leading from a distance. McGillicuddy stresses that true leadership lies in hiring individuals who can be trusted to perform well autonomously. He notes that trust is often built through small, everyday actions, particularly during challenging situations. These moments, such as a team member managing a supplier relationship effectively or taking responsibility for an error, contribute significantly to a cohesive and resilient team dynamic.

In conclusion, McGillicuddy’s insights reveal that effective leadership is not about being physically present at all times. Instead, it involves cultivating a capable team that can operate independently. For leaders frequently on the move, embracing this approach not only enhances team confidence but also transforms potential limitations into opportunities for growth. As McGillicuddy aptly states, “When you’re always on the road or in the air, you quickly learn that leadership isn’t about being in the room.”