About 16 years ago, I invited Annie Shepherd to meet with a group of staff who, at that time, felt undervalued and disengaged. I watched as she spoke reassuringly and vulnerably, sharing that as a CEO, there were similarities to being a football manager and that she was working hard to drive Southwark Council forward during her tenure. This analogy stuck with me; and it goes even deeper.

The Parallel Between Executive Leadership and Football Management

The role of an executive in a company has often been compared to that of a football manager. One of the most compelling examples of this parallel can be found in the story of Sir Alex Ferguson, the legendary manager of Manchester United, the team my son supports. Just as an executive must steer a company through challenges, lead teams, and make tough decisions for long-term success, Ferguson’s career offers valuable lessons about vision, leadership, and the importance of building a lasting legacy.

The Importance of Vision and Long-Term Strategy

When Sir Alex Ferguson took over Manchester United in 1986, the club was far from its glory days. The team struggled both on and off the pitch, with morale low and expectations tempered. Ferguson, however, had a long-term vision. He understood that achieving greatness would require more than quick fixes; it demanded foundational changes that prioritised youth development, a culture of excellence, and a relentless focus on the future. Similarly, a successful executive must look beyond immediate gains to build a strategy that positions their business for sustained success. This often involves difficult decisions, such as investing in innovation or restructuring the organisation to align with future goals, even if it means facing short-term challenges.

Adapting to Change and Making Tough Decisions

Ferguson’s ability to adapt to changing circumstances was one of his defining traits, and this quality is equally essential for business leaders. Over the course of his 26-year tenure, football underwent significant transformations, from shifts in tactical philosophies to the increasing commercialisation of the sport. Ferguson’s willingness to evolve, embrace new methods, and make tough calls ensured that Manchester United remained competitive year after year. One of his most famous decisions was parting ways with high-profile players who, despite their talent, threatened the cohesion, culture and long-term vision of the team. While controversial at the time, these decisions often proved critical to maintaining the team’s overall unity and focus.

In the business world, executives are frequently faced with similarly difficult choices. Whether it’s discontinuing a once-successful service or product, restructuring departments, or letting go of key individuals, these decisions are rarely easy. However, they are often necessary to drive the right culture and ensure the organisation remains agile and aligned with its strategic goals. The ability to prioritise the overall benefit of the business over individual interests or short-term comfort is a hallmark of great leadership. As with Ferguson, these choices are uncomfortable and may draw criticism in the moment but ultimately serve to protect and strengthen the organisation’s future.

The Importance of Legacy

Perhaps one of the most important lessons from Ferguson’s career is the importance of legacy. His impact at Manchester United extended far beyond the trophies he won, which included 13 Premier League titles and two Champions League victories. He built systems that ensured the club’s success long after his departure, such as creating a winning mentality that became synonymous with the club’s identity.

Legacy is not measured solely by quarterly or annual profits but by the foundations we lay for future growth. This includes having the right leaders, building resilient organisational structures, championing innovation, and nurturing talent to carry forward the vision. I never get tired of telling people that I prefer to sacrifice and cover gaps in my team until I can recruit the right people. I will also not hesitate to part ways with people who could potentially end up destroying the very fabric of the team.

The Final Whistle

Ultimately, both football managers and business executives are judged not only by their achievements during their tenure but by the impact they leave behind. Sir Alex Ferguson’s career serves as a powerful reminder that great leadership requires vision, adaptability, and the courage to make tough decisions in the interest of the greater good.

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