Pennington Hennessy
Professional Development

The modern mentor
for the modern lawyer.

Thirty years working with lawyers and professional services firms — helping individuals and organisations develop the skills, confidence, and commercial awareness they need to thrive.

Coaching Training
What I do

Two disciplines. One purpose.

01

Coaching

Bespoke coaching for individuals and groups. Subjects often cover leadership, practice development, business development, and sometimes career transition. Underpinned by the Take Counsel methodology: a deep exploration of life history that reveals the patterns of motivation and behaviour that shape a career.

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02

Training

Highly practical programmes for law firms and professional services organisations — from core professional skills to AI-powered role-play scenarios. I offer cutting-edge simulations that let professionals practise difficult conversations in a psychologically safe environment.

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"Lasting change comes not from instruction alone, but from understanding the deeper systems — cultural, behavioural and motivational — that shape how professionals work and grow."

Jamie Pennington — Director, Pennington Hennessy

About

Jamie Pennington

Director of Pennington Hennessy and Visiting Professor at the University of Law. Over thirty years working with lawyers and professional services firms — helping them develop the skills, confidence, and commercial awareness they need to thrive.

A pioneer in the use of AI for professional development, Jamie has developed a suite of AI-powered role-play scenarios that allow professionals to practise and refine their skills in realistic, bespoke simulations.

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Jamie Pennington