About the Book

What’s Your Dream? challenges everything you’ve been taught about success and shows you there’s another path forward. Simon Squibb combines actionable business advice with inspirational stories from his journey—from homelessness at 15 to selling his agency to PwC—to help you identify meaningful goals, remove the barriers standing in your way, and build a genuinely fulfilling life. This book doesn’t promise easy answers or overnight success. Instead, it gives you the honest truth about entrepreneurship, risk-taking, and what it really takes to turn your dream into reality.

About the Author

Simon Squibb is the founder of HelpBnk and a mission-driven entrepreneur committed to helping 10 million people kickstart their businesses. He started his first business while homeless at just 15 years old and later sold his marketing agency, Fluid, to PwC. Known for his viral staircase in London where aspiring entrepreneurs can pitch their dreams, Simon has become a trusted voice in the startup community. His unique combination of street-smart survival skills and boardroom expertise gives him a perspective that resonates with dreamers at every stage of their journey.

Who Is This Book For?

This book is for anyone feeling trapped in a job that doesn’t fulfill them, anyone who’s wondered “is this really it?” and anyone ready to finally pursue the dream they’ve been putting off. Whether you’re stuck in a 9-to-5 that drains you, considering a career change, planning to launch your first business, or trying to scale an existing venture, Simon’s guidance will help you move forward with confidence. It’s especially valuable if you’ve been held back by fear of failure, limiting beliefs about who gets to be an entrepreneur, or confusion about what your true purpose actually is.

Frequently Asked Questions (FAQs)

Q: Is What’s Your Dream only for people who want to start a business?
While the book focuses heavily on entrepreneurship, the principles about finding purpose, overcoming fear, and pursuing meaningful work apply to anyone seeking career fulfillment—whether that means starting a business, changing careers, or finding passion in your current role.

Q: Does Simon Squibb share practical business advice or just motivational stories?
Both. The book balances inspirational storytelling with concrete business guidance on topics like risk assessment, customer development, quitting strategically, building teams, and growing revenue. You’ll get actionable frameworks alongside motivation to use them.

Q: Can I read What’s Your Dream if I’m still figuring out what my passion is?
Absolutely—that’s exactly who this book is for. Simon provides exercises and questions specifically designed to help you discover what you’re truly passionate about and distinguish between aspirations that aren’t real dreams and goals worth pursuing.

Q: How does What’s Your Dream differ from other entrepreneurship books?
Simon’s background—starting homeless at 15 and selling a multi-million pound business—gives him unique credibility. He doesn’t sugarcoat the challenges and shares both successes and failures honestly. The book also emphasizes building wealth without sacrificing dreams, not the other way around.

Q: Will this book help me overcome fear of failure when starting a business?
Yes. Simon dedicates significant attention to understanding and working through fear, reframing failure as learning, and building what he calls a “risk muscle.” You’ll learn to take calculated risks confidently rather than letting fear keep you stuck.