Kevin Appleby

Lessons from 800+ Conversations About Leadership, Learning, Technology and Designing What Comes Next

Over the last decade I’ve interviewed more than 800 leaders, entrepreneurs, CFOs, innovators and changemakers through The Next 100 Days and the GrowCFO Show.

Those conversations have taught me something important:

Success is not the same as freedom.

Many ambitious professionals spend years building careers, businesses and reputations, only to discover that achievement alone isn’t enough. The real challenge is designing a life that continues to provide meaning, growth, contribution and fulfilment long after the original goals have been achieved.

This website is where I explore that challenge.

Here you’ll find ideas, stories and practical insights on leadership, technology, AI, personal growth, lifelong learning and creating a meaningful next chapter.

Whether you’re leading a finance team, building a business, planning a portfolio career or simply asking “what comes next?”, I hope you’ll find something useful here.

What I Believe

Leadership Matters

The quality of our leadership shapes our organisations, our communities and our lives.

Leadership is not about position or authority. It’s about helping others achieve more than they believed possible while remaining true to your values.

Learning Never Stops

The world is changing faster than ever.

Artificial intelligence, new technologies and changing expectations are transforming how we live and work. The people who thrive are those who remain curious, adaptable and committed to continuous learning.

At an age when many people are slowing down, I’m learning software development with AI, building new platforms and exploring entirely new possibilities.

Freedom Is the Goal

Not retirement.

Not escape.

Freedom.

The freedom to choose how you spend your time. The freedom to contribute in ways that matter. The freedom to pursue meaningful projects, support worthy causes and continue growing throughout life.

The question isn’t how to stop working.

The question is how to create a life you don’t need to retire from.

My Journey

I’m a Fellow of the ICAEW, COO and Head of Technology Partnerships at GrowCFO, consultant, coach, podcaster and lifelong builder.

Over a career spanning corporate leadership, consulting, entrepreneurship and community building, I’ve worked with organisations ranging from global enterprises to growing businesses.

I’ve helped finance teams transform planning and reporting processes, advised leaders navigating change, built communities, mentored professionals and explored how technology can create better outcomes for people and organisations.

More recently, I’ve become recognised as one of the Top 35 CFO Thought Leaders globally.

While I’m honoured by that recognition, I’m far more interested in the conversations, ideas and people that made it possible.

The most valuable lessons rarely come from titles.

They come from listening.

Current Projects

The Next Chapter

I’m currently exploring the ideas that will form my next book: how successful professionals can create purposeful freedom, meaningful contribution and continued growth in the second half of life.

The Next 100 Days

For more than a decade I’ve been exploring how small, consistent actions create extraordinary long-term results.

The Next 100 Days philosophy combines intentional planning with practical action to help people make meaningful progress towards what matters most.

AI and Human Potential

Artificial intelligence is transforming the way we work, learn and create.

I’m particularly interested in how AI can amplify human capability rather than replace it, helping individuals and organisations achieve more while remaining deeply human.

Building Things That Matter

From communities and technology platforms to model railways and local initiatives, I believe building is one of the most rewarding activities available to us.

The process teaches patience, creativity, resilience and continuous improvement.

Join the Conversation

This site is a collection of ideas, experiments and lessons learned.

Some come from 800+ conversations.

Some come from personal experience.

Some come from mistakes.

All are shared in the hope that they help you think differently about leadership, learning, technology and what comes next.

If those topics resonate with you, I’d be delighted to have you along for the journey.