Wingman Executive Coaching Programme


1 Year


Navigating Career Pivotal Moments and Enabling Transformation

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Mission Briefing:

Your Strategic Alliance for Career Excellence

Welcome to the Wingman Programme, a year-long, committed thinking partnership designed for executives navigating the critical junctures of their career.

Whether you’re ascending to senior leadership, steering a pivotal project, or leading a major change initiative, this programme is your strategic ally. It’s about more than coaching; it’s about forging a deep, understanding partnership to guide you through your career’s most defining moments.


Navigate, Overcome, Triumph

Tailored Guidance

Every mission in your career is unique. The Wingman Programme offers bespoke guidance, tailored to your specific challenges and goals.

Sounding Board and Challenger:

Benefit from a relationship that provides both a sounding board for your ideas and a challenger to your assumptions, ensuring a well-rounded approach to decision-making.

Support and Challenge:

A delicate balance of support when you need affirmation and challenge when you need to push boundaries, fostering growth and resilience.

Your Wingman: Experienced and Insightful

As your wingman on this journey, I bring a wealth of knowledge and experience, gained from three decades of military service, four years in the corporate world and more than five years as a coach to executives and business owners.

Exclusively for this programme, you have unlimited access to me as your wingman. Our interactions are not just through formal coaching sessions. You can call or message when you need a sounding board, a challenge or crucial support in any situation. You’ll have an experienced leader and coach by your side for the entire 12 months – a genuine wingman to watch your back in any situation.

Flight Plan:

Comprehensive, Collaborative, Consequential

Long-Term Partnership:

A year-long commitment, ensuring continuity and depth in our coaching relationship.

Focus on Pivotal Career Moments:

Specialized attention to the key transitions and critical projects defining your career.

Regular Check-ins and Progress Evaluation:

Consistent meetings and progress assessments to keep your goals on track and adjust strategies as needed.

Navigating Career Skies Together

Transition to Senior Leadership

Smoothly navigate the complexities and challenges of moving into higher leadership roles.

Overseeing Critical Projects

Gain insights and strategies for leading significant projects successfully.

Leading Major Change Programmes

Develop the skills to manage and inspire others through substantial organizational changes.

Enlist in Wingman Programme

Ready for a wingman in your journey to leadership excellence?

Join the Wingman Programme and experience a partnership that goes beyond traditional coaching, one that truly understands and navigates the intricacies of your career trajectory.

embark on a mission to redefine your executive journey with a dedicated and insightful Wingman by your side.

We're only as good as Your results, and have proven success with executives at all levels

Highly recommend Garry for his exceptional coaching. Garry’s strategic insights have been instrumental in shaping my approach in executing my new role, leading to tangible improvements in my thinking, decision-making and leadership. I’m always looking forward to our sessions. Grateful for the transformative experience! 🙂

Arno de Beer
Director, Client Innovation Centre, IBM South Africa

Garry has been really helpful to me as a coach . He is listens carefully, creates confidence and gives ad-hoc advice and feedback which he likes to reinforce in the following sessions.
It is quite impressive how quickly he has been able to identify points that could help me to improve considering different views and angles together.
He understands very well how large companies move from the organizational point of view and no doubt even more at C-Suite level.
Very organized and with a clear structured topic in every session, he has also made recommendations on readings related to topics worked. Very useful as well.
Frankly speaking, I am looking forward to work with him more and have those high level conversations as soon as possible. Thank you Garry. Really appreciated.

Borja Basa
Head of Portfolio Services, JLL EMEA

I’ve been working with Garry for around 3 months, primarily focusing on strategic thinking and executive performance. Garry is great to work with and tailors the sessions to the individual, for me allowing the conversation to flow so we can get to the heart of an issue.

I’ve found his expertise and insight invaluable, providing me with tools and a structure to elevate my thinking and overall performance.

I would highly recommend making contact to see if you can work together.

Paul Rixham
Head of Legal and General, JLL Property and Asset Management

I wanted to take a moment to express my gratitude for the incredible support and guidance Garry provided me with as my coach. Working with him to develop my strategy thinking and personal growth has been an immensely rewarding journey, and I’m truly appreciative of his dedication and expertise.

His coaching style is truly transformative. He have a remarkable ability to challenge my thinking, push me outside of my comfort zone, and inspire me to reach new heights. Through thought-provoking discussions and targeted exercises, he helped me uncover insights about myself and my approach to problem-solving that I wouldn’t have discovered on my own.

Conny Baumeister
Director, Brooks Automation

I have been leading a challenging, complex, high-visibility project for my company and Garry has really helped me to work through challenges. Garry has been great both when I’ve had specific issues to discuss and when I’ve been struggling to see the wood for the trees.

Louisa Flintoft
Senior Publishing Director, Wiley

I’m lucky enough to have received coaching from Garry over the last few months. I have been leading a challenging, complex, high-visibility project for my company and Garry has really helped me to work through challenges. Garry has been great both when I’ve had specific issues to discuss and when I’ve been struggling to see the wood for the trees. Thank you, Garry!

Janus Rasmussen
Regional Sales Director, Keysight Technologies

A good coach is characterized by being a good, active listener and asking the right questions. Garry has exactly these qualities, which makes coaching so valuable to me. The time with him was very pleasant from day one and absolutely trustworthy. His feedback, combined with professional knowledge and literature recommendations, have had a lasting influence on my daily performance in business. I definitely leave the coaching stronger and what I have learned is applied sustainably. Thank you, Garry, for your time, your valuable input and the food for thought that you regularly gave me.

Manuela Beschle-Franz
Takeda Pharmaceuticals