Retiring Pointers- Transitioning into retirement | Creating new retirement purpose and identity  | Managing retirement relationship dynamics

Retirement Transition Story : Graham Bleakley The transition out of a high-powered career is often treated as a financial event, but it’s really a shift in identity and daily purpose. In this episode, Graham Bleakley shares how intentional preparation, especially around community and personal interests, helped him move from work to retirement in a way that felt more like starting living than “swit...

Deciding to walk away from a successful career, especially for an entrepreneur, is rarely as simple as just stepping off the treadmill. This episode explores the complex transition from business ownership to a new life rhythm, tackling the often-unspoken psychological challenges of losing one's professional identity and the search for purpose that follows. Today’s guest is Neil Osmond, who founded...

Retirement is rarely a clean break, especially for people who have built long, demanding, and meaningful careers. In this episode, Oliver Johnston shares what it really looks like to move gradually from full-time leadership work into a retirement that feels purposeful, energising, and fully his own. Oliver Johnston is a former business consulting leader and the founder of Stepping Out From The Top...

Marcus Hurry’s conversation explores what it really takes to transition well from a long, high-level career into a new phase of retirement. For anyone approaching retirement, this episode is a reminder that leaving work is not just an ending - it is a chance to shape what comes next with intention, structure, and self-belief. Marcus Hurry spent many years in an international senior leadership care...

Retirement can look straightforward on paper, but for senior leaders it often brings deeper questions about identity, purpose, rhythm, and what a meaningful life looks like after the role ends. This opening episode introduces Retiring Pointers as a space for honest conversations about that transition — helping listeners move beyond the idea of simply stopping work and toward building a life that f...

Retirement can arrive more like a cliff edge than a gentle transition, especially when your identity has been deeply tied to work for decades. In this episode, we explore what happens when structure, purpose, and professional status suddenly fall away - and why preparing emotionally for retirement matters just as much as preparing financially. Liz Preston joins Gordon to share her honest experienc...

This episode explores the emotional reality of stepping away from a high-powered leadership role and into retirement — especially when your identity, routine, and sense of value have long been tied to your work. For anyone approaching retirement, it’s a deeply relevant reminder that leaving the job is only one part of the transition; working out who you are afterwards can be the harder part. Steph...