Jamie Pennington

Jamie Pennington has spent over thirty years working with lawyers and other professionals, helping them develop the skills, confidence, and commercial awareness they need to thrive. His career began in sales and marketing before moving into professional development, giving him a rare combination of commercial acumen and coaching expertise.

As Director of Pennington Hennessy and a Visiting Professor at the University of Law, Jamie brings both practical experience and academic rigour to his work. He has designed and delivered programmes for a wide range of firms, from large international practices to specialist boutiques.

Jamie is a pioneer in the use of AI for professional development, having developed a suite of AI-powered role-play scenarios that allow professionals to practise and refine their skills in realistic, bespoke simulations. He describes himself as an "AI scenario evangelist" -- continually exploring what's possible as the technology advances, and then applying it with his clients.

His approach is grounded in a belief that lasting change comes not from instruction alone, but from understanding the deeper systems -- cultural, behavioural and motivational -- that shape how professionals work and grow.