Jon Macdonald

Jon is an expert in the world's greatest wisdom teachings. He is passionate about guiding people towards finding their deepest self and teaching them how to live a powerful and inspiring life from this place. He is a truth-teller for the change that is needed in our world.


He teaches people from many countries, leading them into finding their own personal freedom amongst the challenges of our modern world, and supporting them in creating practical ways of being and living that inspire themselves and others.


Jon’s writing is followed by thousands of people. It holds the essence of his deep heart, grounded presence and clarity of vision, pointing his readers to letting go of what holds them back and towards a life of freedom and joy.


People often describe Jon as a master of contradiction who successfully bridges the gap between many different worlds. He is an advanced meditator with more than 30 years of meditation expertise, through which he has mastered the most advanced wisdom insight practices. He is a guide and coach, and a former executive board director of a complex and highly regulated $150bn business. He has a full and busy personal life as a surfer, cold water swimmer, husband, and parent to his three children and two step-children. More recently, for fun, he has taken up shaolin martial arts as his next exploration.


In 2019 he closed off a 25-year career in the City of London, saying goodbye to his final role as an executive board director. His colleagues would say that one of his most impactful legacies from this career was introducing a much-needed focus on humanity into many businesses. He became known for his style of running corporate executive meetings with meditations and silence, wearing a t-shirt and jeans, whilst breaking down the City’s more conformist behavioural etiquettes.

Jon and his wife Kirsty have combined their wisdom to create the AlwaysChoose approach to living. They write, teach and guide on this to those who want to live their most inspired life. 



"His insight, complete acceptance, and calm created a place of trust very quickly, and he quickly drilled down through the layers to the real issues which were blocking me. There was a moment when something suddenly clicked and I had a real sense of “oh, of course that’s what this is about” – followed by a profound shift, as the resistance dropped away,  and I suddenly found myself fully inhabiting myself, feeling incredibly grounded, and just really relaxing in being.


Since then I’ve felt much more embodied, much more relaxed and acting from my own power in situations where I’d usually be acting from a place of resentful insecurity, and really attaching much more often to a sense of deep well-being regardless of what’s being going on around me." 

“Seriously life-changing stuff.”


“Jon’s words of wisdom provided not only much needed guidance during a very dark period, but also created a powerful shift in my thinking of what constitutes success and failure.”


“Jon’s teachings and guidance have inspired me to take a deep look within and choose a path towards the best version of myself.”


“I trust Jon unconditionally.”

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