Alan Demers spent 24 years at Nationwide, building a career in claims, leadership and innovation before stepping out to found InsurTech Consulting.

In this episode of Humanizing Insurance, we talk about what claims teaches you about people, pressure and decision-making, and why it remains one of the most misunderstood parts of the industry. Alan reflects on a career spent largely inside one organisation, what loyalty and longevity can give you, and the moments when staying in one place can make you wonder what you might be missing elsewhere.

We also explore leadership at scale, the reality of trying to build the “claims of the future”, and what Alan sees now from outside the insurance machine that he could not see when he was inside it. It is an honest conversation about innovation too: not the conference version, but the real thing, with all the bureaucracy, delay and frustration that comes with trying to change a complex industry.

This is a conversation about careers, conviction, claims, and the humbling experience of starting again after years at the top of a large organisation.

In this episode:

• How Alan found his way into insurance through claims
• Why claims is far more nuanced than many people realise
• What 24 years at one company gave him, and what it may have cost
• The tension between loyalty, longevity and moving to grow
• What leadership looks like when you are responsible for thousands of people
• How close the industry has really come to building the “claims of the future”
• What insurers still get wrong about innovation
• Why external networks matter more than many people think
• What it feels like to leave corporate life and build something of your own

Humanizing Insurance is bought to you by Daniel Grimwood-Bird. It's a passion project, driven by the evergreen phrase 'Insurance is a people industry'.

Through each conversation, we explore the stories, experiences, and ideas that make our world of insurance more human - from the pioneers and innovators shaping its future to the quiet leaders who hold its traditions together.

This podcast exists to remind us that behind every policy, premium, and claim is a person, someone making decisions, taking risks, and protecting what matters most.

If these stories resonate with you, please follow the show, leave a review, and share it with a colleague or friend who still believes in the people side of this business.

You can also connect with Daniel on LinkedIn to continue the conversation, recommend guests, or request a topic that you'd like to know more about.

Humanizing Insurance — one conversation at a time.

Tony Cañas is one of insurance’s most distinctive voices: recruiter, podcast host, community builder, and, increasingly, magician.

In this episode, Tony joins Humanizing Insurance to talk about the winding route that took him from wanting to work in computer science to falling into insurance after the 2009 crash, building Insurance Nerds and Profiles in Risk, and eventually rediscovering a childhood love of magic.

What could have been a conversation about novelty becomes something much deeper. Tony reflects on authenticity, the performance of professionalism, the power of silence, and the ways both magic and insurance depend on perception, trust, and human psychology. He also makes a passionate case for insurance as a fascinating, meaningful career and argues that the industry has done far too little to educate consumers about what insurance is actually for.

It is funny, unusual, and thoughtful in equal measure, and a reminder that sometimes the most interesting people in insurance are the ones bold enough to stop wearing the uniform.

What listeners will get from this episode

• Tony’s route into insurance after the financial crash
• how Insurance Nerds and Profiles in Risk came to life
• the story behind the top hat, the flaming wallet, and the return to magic
• what magic teaches about attention, silence, and human psychology
• why insurance should be an experience business
• why consumers still misunderstand insurance
• why insurance is not boring, and never has been

Humanizing Insurance is bought to you by Daniel Grimwood-Bird. It's a passion project, driven by the evergreen phrase 'Insurance is a people industry'.

Through each conversation, we explore the stories, experiences, and ideas that make our world of insurance more human - from the pioneers and innovators shaping its future to the quiet leaders who hold its traditions together.

This podcast exists to remind us that behind every policy, premium, and claim is a person, someone making decisions, taking risks, and protecting what matters most.

If these stories resonate with you, please follow the show, leave a review, and share it with a colleague or friend who still believes in the people side of this business.

You can also connect with Daniel on LinkedIn to continue the conversation, recommend guests, or request a topic that you'd like to know more about.

Humanizing Insurance — one conversation at a time.

In(surtech) Vogue: Rory Pyke

Rory Pyke didn’t plan to work in insurance.

He studied graphic design, interned at Vogue, built a custom trainer business (complete with a Dragons’ Den application), bought property in St Helens, and was on the verge of opening a wine bar before COVID changed everything.

Today, he’s VP Global Partnerships at Insurtech Insights, sitting at the centre of the global insurtech ecosystem and helping shape the conversations that bring insurers, founders, and technologists together.

In this episode of Humanizing Insurance, Rory shares what that journey looked like, and what it’s taught him.

We talk about:

• being an “extroverted introvert” and learning to step onto big stages
• handling imposter syndrome when interviewing senior industry leaders
• why the best conversations balance insight and inspiration
• what startups and insurers often misunderstand about each other
• the story behind the Insurtech Run Club and healthier ways to network

We also get into something more personal: the reality of walking into a room full of strangers, the temptation to leave, and how community and shared experiences can make the industry feel a little more human.

Because behind the conferences, the panels, and the partnerships, this is still an industry built on people.

Humanizing Insurance is bought to you by Daniel Grimwood-Bird. It's a passion project, driven by the evergreen phrase 'Insurance is a people industry'.

Through each conversation, we explore the stories, experiences, and ideas that make our world of insurance more human - from the pioneers and innovators shaping its future to the quiet leaders who hold its traditions together.

This podcast exists to remind us that behind every policy, premium, and claim is a person, someone making decisions, taking risks, and protecting what matters most.

If these stories resonate with you, please follow the show, leave a review, and share it with a colleague or friend who still believes in the people side of this business.

You can also connect with Daniel on LinkedIn to continue the conversation, recommend guests, or request a topic that you'd like to know more about.

Humanizing Insurance — one conversation at a time.