What’s Your Dream? by Simon Squibb is a powerful guide to finding purpose and direction in life. Drawing from his personal journey—from homelessness to entrepreneurship—he shows how having a dream transforms identity and actions. Through practical advice, mindset shifts, and inspiring stories, Squibb teaches that dreams are not just for the lucky. They’re for anyone brave enough to define and pursue them.
In What’s Your Dream? (2025), Simon Squibb shares his deeply personal journey from being a homeless teenager to becoming a successful entrepreneur. His story is not just one of survival—it’s about how having a dream changed everything .
Squibb emphasizes that:
He also offers practical advice on:
“Dreams don’t just give you goals—they give you the reason to keep going.”
One of the most symbolic moments in the book happens at a property auction where an unusual item catches Squibb’s attention—a staircase.
This staircase becomes more than just wood and metal—it becomes a metaphor for dreams and a literal foundation for his next big project.
Back when he was 15, after the sudden death of his father, Squibb found himself homeless and sleeping on a staircase in a building. That staircase was more than shelter—it was hope .
Years later, winning the staircase at the auction became a powerful reminder of where he came from—and inspired him to create HelpBnk , a platform dedicated to helping people start businesses for free.
HelpBnk works like this:
“The staircase that once gave me shelter now helps others climb toward their dreams.”
This section powerfully shows how a simple object can carry deep meaning—and how dreams often begin in unexpected places.
Squibb challenges many common myths about success:
Squibb argues that while hard work matters, it’s not enough. Without a dream, hard work can feel meaningless and unfulfilling.
“You can work hard and still feel empty if it doesn’t align with what you truly want.”
Many believe that failure is shameful or final. But Squibb shows that failure teaches more than success ever could .
He shares how even after selling a company for millions, he felt lost—until he realized that money wasn’t his dream. He needed purpose.
“Success without a dream leaves a hole inside.”
Adults often forget how to dream. They get stuck in routine, fear, or survival mode.
Squibb encourages readers to reconnect with their childhood dreams—not to chase fantasies, but to rediscover what once lit them up.
“Your dream may have changed—but it still defines who you want to become.”
Squibb redefines what a dream means:
He introduces the idea that:
“A dream is not about luck. It’s about clarity, courage, and consistency.”
Fear is one of the biggest obstacles to dreaming big. Many people avoid setting bold goals because they’re afraid of failing—or being judged.
Squibb shares his own painful failure—the collapse of his comic book venture, DevaShard , which cost over $1.5 million.
But instead of seeing it as a loss, he sees it as a lesson:
“The goal isn’t to avoid failure—it’s to grow from it.”
He encourages readers to:
“Fear shrinks dreams unless you confront it head-on.”
Squibb offers a framework for turning dreams into reality:
Ask yourself:
Sharing your dream increases accountability and opens doors to support.
“Say it out loud—even if it feels scary.”
Goals without direction lead nowhere. Squibb uses the analogy of driving to DC—you need a map.
“Knowing where you want to go is only half the battle. You must know how to get there.”
Surround yourself with people who push, challenge, and support you—what he calls “Pushers and Ladders.”
Dreams live in action—not just thoughts or wishes.
“Don’t wait until you’re ready. Start today—even small steps count.”
Squibb’s experience as an entrepreneur informs much of his advice on starting and running a business.
Start before you feel fully prepared. Most successful entrepreneurs didn’t have all the answers at the beginning.
You don’t need massive funding or perfect timing. Use what you have, and make the best of it.
“Greatness begins with what’s available—not what’s ideal.”
The most successful businesses solve real problems for real people.
“If you serve more people, you’ll achieve more success.”
Growth happens outside comfort zones. Whether it’s rejection, hard work, or financial risk—discomfort is part of the process.
“Weak people seek comfort. Strong people pursue progress.”
Squibb stresses that no one achieves a dream alone. Real success requires support, collaboration, and shared vision .
He explains:
His philosophy of #GiveWithoutTake is central to his message. He believes that serving others and sharing knowledge accelerates your own growth.
“People who succeed and serve others become unstoppable.”
Squibb highlights several mindset shifts that helped him—and can help anyone—move closer to their dream:
To: “I am on the path of becoming better every day.”
To: “I choose growth over comfort.”
To: “I take action—and motivation follows.”
To: “I listen to wisdom, but I decide my path.”
To: “I commit to the long game.”
These mental shifts help readers move from passivity to action , from fear to courage , and from dreaming to doing .
Squibb offers several tools and habits to help readers build momentum:
Write down your dream regularly. Clarity grows with repetition.
Build routines that reflect your dream—whether it’s reading, learning, or working on your goals.
Find people who believe in your dream and will hold you accountable.
Visualize your dream life. Seeing it makes believing it easier.
Do just one more thing each day that moves you closer to your dream—whether it’s a call, a task, or a conversation.
“Extra effort compounds. Do one more, and you’ll be surprised how fast you grow.”
What’s Your Dream? is more than a self-help book—it’s a call to action .
It reminds readers:
Squibb’s message is clear:
“You don’t have to be special to have a dream. You just have to be brave enough to name it—and disciplined enough to act on it.”
Whether you’re young or old, struggling or stable, this book offers a way forward:
“Your dream is not about impressing the world—it’s about living your truth.”