How Preparation, Values, And Humor Built A 40-Year Career

In this episode, we speak with Peter Jackson, Partner & Non-Executive Director at Hill Dickinson LLP, strategist, and proud Scouser, about a career shaped by graft, humour, resilience, and deep connection to the city of Liverpool. 

Peter shares how imposter syndrome, preparation, and the ability to communicate clearly became defining traits of his leadership, and why “doing the homework” still sits at the heart of how he approaches everything.

Peter talks candidly about decision-making, managing risk, influencing a partnership, and leading with values. He also reflects on reading at the Hillsborough memorial, the importance of humour even in tragedy, and the moment a routine medical check revealed he needed a quadruple bypass.

Peter’s story offers an honest, grounded look into leadership: the wins, the wobbles, and the non-negotiables that protect your wellbeing when the world gets loud.

You’ll hear:
 ➡️ Why preparation and curiosity formed the backbone of Peter’s leadership
 ➡️ How imposter syndrome motivated — rather than limited — his career
 ➡️ The inside story of Hill Dickinson’s naming rights at Everton’s new stadium
 ➡️ What reading at the Hillsborough memorial taught him about community and humanity
 ➡️ Why humour can carry you through crisis
 ➡️ How establishing “non-negotiables” protects leaders from burnout
 ➡️ The warning signs he missed before needing a quadruple bypass — and what he learned next

Find out more about We Are PoWEr here. 💫