A Life of ‘Oh Wells,’ Not ‘What Ifs’: Lindsay Taylor on Courage, Learning, and Leadership

Some careers are built cautiously, step by step. Others are shaped by a willingness to leap. For Lindsay Taylor, the defining difference has always been choice. “I’d rather a life of ‘oh wells’ than a life of ‘what ifs’.” This belief has guided her from early independence to global leadership in professional development. It is a mindset grounded in courage, curiosity, and self-reflection, and one that has driven a career devoted to elevating the Executive Assistant and Personal Assistant profession. In a field too often underestimated, Lindsay has spent more than three decades demonstrating that confidence, strategy, and learning can redefine both roles and outcomes.

Early Perspectives That Shaped a Global Mindset

Lindsay’s worldview was shaped early by movement and cultural exposure. Her formative years were spent in Hong Kong while her father served in the Royal Air Force, an experience that introduced her to new perspectives at a young age. Attending a Forces school and living within a different culture instilled adaptability, curiosity, and openness. Travel became more than a personal passion; it became a leadership philosophy. “Travel is one of life’s best educators,” she often says, a belief that continues to influence how she teaches and leads today.

Even in her teenage years, Lindsay showed a natural instinct for learning and teaching. While still in Hong Kong, she delivered English as a foreign language to learners despite having no formal qualifications at the time. What she did possess was confidence, structure, and an ability to make learning approachable. At nineteen, she secured her first professional role as a Sales Director’s Executive Assistant, a position that offered early exposure to senior leadership and high expectations. These experiences quietly laid the foundation for a career rooted in trust, responsibility, and growth.

Building a Career with Purpose and Conviction

Over the course of her career, Lindsay worked extensively as an Executive Assistant herself, both in the United Kingdom and internationally. Those years gave her a deep understanding of the realities, pressures, and untapped potential of the role. She observed how often Executive Assistants were viewed through a narrow lens, despite the strategic value they provided. Rather than accept that status quo, she chose to challenge it.

In 2007, she founded Your Excellency Limited, creating a platform dedicated to professional learning, confidence building, and advocacy for the executive support community. Her approach was clear from the outset. Training needed to be practical, relevant, and immediately usable. Over time, Your Excellency grew into a globally respected learning and development provider, offering accredited programs including The Mini MBA for Senior and Executive Assistants and The Essential PA Programme. More than six thousand professionals worldwide have benefited from her work.

Lindsay’s influence extends well beyond the classroom. She is a global speaker, podcast host, industry judge, and a career development columnist, known for blending credibility with warmth. Her sessions are inclusive, engaging, and grounded in real experience, a quality consistently highlighted by those who work with her.

Influence, Recognition, and Professional Advocacy

The impact of Lindsay’s work is most powerfully reflected in the success stories of her learners. Many credit her training with helping them transition from task-focused roles to trusted business partners. One client described the experience as career-changing, while another emphasized the confidence gained through her supportive yet challenging teaching style. These outcomes are not accidental. They stem from a consistent belief that learning should empower people to advocate for themselves.

Her influence is further captured in her multi-award-winning book A-Z Pearls of Wisdom for Executive PAs, which draws on her own career and insights gathered from professionals around the world. The book has been praised for acknowledging the diversity of the Executive Assistant role while offering clear, practical guidance. Recognition for her contribution includes industry awards for Outstanding Contribution to the Business Support community, honoring both her integrity and sustained advocacy.

At the heart of her leadership is a pragmatic optimism. “There’s no failure, only feedback,” Lindsay often shares, encouraging professionals to see learning as an evolving process rather than a test of perfection.

Looking Ahead with Confidence and Clarity

As the profession continues to evolve, Lindsay remains focused on preparing Executive Assistants and Personal Assistants for the demands of modern work. She encourages strategic thinking, patience, and self belief, particularly in an age shaped by speed and instant gratification. Her message is consistent and reassuring. “Every expert was once a beginner.” Growth, she believes, comes from showing up, staying curious, and being willing to step beyond comfort.

Through accredited programs, thought leadership, and global engagement, Lindsay Taylor continues to shape the future of executive support. Her journey reflects the power of choosing possibility over hesitation, and learning over limitation.

Editorial Note

Lindsay Taylor’s story is one of intentional growth and quiet courage. By pairing experience with empathy and strategy with humanity, she has elevated not only a profession but the people within it. Her journey invites readers to reflect, to learn, and to choose progress over fear, again and again.

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