"I'm not Done Yet": Reinventing Life After 50, with Andrew Middleton

What happens when the big job ends and no one’s lining up to offer another? For Andrew Middleton, that moment sparked an identity crisis, financial panic, and ultimately, a radical reinvention. 

In this honest and hopeful episode, Andrew shares how it felt to be “airlifted out of relevance” in his 50s, facing ageism, self-doubt, and the loss of structure that once defined his life. But he didn’t stop there. Instead, he built something new: a portfolio career based on curiosity, joy, and meaningful work including founding I’m Not Done Yet (INDY), a growing community for older people seeking purpose beyond retirement. 

You’ll learn: 

• Why traditional retirement isn’t the only option - and might not be the right one;
• How to navigate the emotional and financial shocks of leaving a long career;
• Why soft retirement, side hustles, and experimentation might be the key to fulfilment;
• How to rebuild identity, community, and self-worth outside corporate life;
• Why men in midlife need to talk and how doing so changes everything.

If you’ve ever wondered, “What now?” or feared becoming invisible as you age, this episode offers reassurance, inspiration, and a roadmap forward.