Simon Squibb’s "What’s Your Dream?: Find Your Passion. Love Your Work. Build a Richer Life" begins with a simple but confronting idea: many people drift through life without ever seriously asking themselves what they truly want. Daily routines, social expectations, financial pressure, and fear of failure gradually drown out personal dreams. Squibb argues that this quiet loss of direction is not a personal flaw but a learned condition, shaped by education systems and workplaces that reward conformity over curiosity. From the very start, the book invites readers to slow down, reflect, and reconnect with the ambitions they once had before practicality took over. Squibb positions dreams not as unrealistic fantasies, but as deeply personal signals pointing toward meaningful work and a richer life.
Throughout the book, Squibb challenges the belief that dreaming is a luxury reserved for the young, the wealthy, or the exceptionally talented. He explains how society subtly trains people to stop dreaming by emphasizing security, predictability, and external approval. As people grow older, they are encouraged to be 'realistic,' which often means suppressing passion in favor of stability. Squibb argues that this mindset leads to dissatisfaction, burnout, and a sense of emptiness, even among those who appear successful on the surface. He reframes dreams as practical tools rather than indulgences, suggesting that knowing what you want is the first step toward building a life that actually fits you.
A major theme in the book is responsibility. Squibb is clear that no one else is coming to hand you your dream. Waiting for permission, perfect timing, or guaranteed success only prolongs stagnation. While this idea may feel uncomfortable, Squibb presents it as empowering rather than harsh. Taking ownership of your dream means accepting uncertainty and risk, but it also means reclaiming control over your future. He emphasizes that responsibility does not mean reckless action; it means making intentional choices aligned with what matters to you, even if progress is slow or imperfect.
Squibb draws heavily on real-life stories, both from his own entrepreneurial journey and from people he has met along the way. These stories illustrate that there is no single path to fulfillment and that success rarely looks as neat as motivational slogans suggest. Many of the people featured stumbled, failed, restarted, and doubted themselves repeatedly. By highlighting these messy realities, Squibb dismantles the myth of overnight success and replaces it with a more honest narrative of persistence, learning, and adaptability. Dreams, he shows, are built through consistent effort and resilience, not sudden breakthroughs.
Another central idea in the book is the importance of action, even when clarity is lacking. Squibb argues that most people wait too long to begin because they believe they need a fully formed plan. In reality, clarity often comes after taking the first steps, not before. He encourages readers to experiment, test ideas, and learn through doing rather than endless thinking. Small actions, taken consistently, can reveal new opportunities and directions that would never appear through planning alone. This approach reduces the fear associated with big life changes by breaking them down into manageable steps.
Fear plays a significant role in holding people back, and Squibb addresses it directly. He explores common fears such as failure, judgment, financial instability, and disappointing others. Rather than suggesting that fear can be eliminated, he explains that fear is a natural response to growth. The key is learning how to move forward alongside fear instead of letting it dictate decisions. Squibb reframes failure as feedback, emphasizing that mistakes are not signs of inadequacy but necessary components of progress. This perspective helps readers see setbacks as part of the journey rather than reasons to quit.
The book also critiques traditional definitions of success, particularly those tied solely to money, status, or job titles. Squibb does not dismiss financial stability as unimportant, but he argues that wealth without fulfillment often leads to regret. He encourages readers to define success on their own terms, based on values, freedom, impact, and satisfaction. By doing so, people can design careers and lifestyles that align with who they are, rather than chasing external markers that may never bring lasting happiness.
Community and support are highlighted as crucial elements in pursuing dreams. Squibb emphasizes the value of surrounding yourself with people who encourage growth rather than reinforce fear. He also stresses the importance of helping others achieve their dreams, noting that generosity and collaboration often open unexpected doors. By contributing to a culture where dreaming is normalized and supported, individuals not only strengthen their own resolve but also create environments where innovation and fulfillment can flourish.
Squibb’s writing style is direct, conversational, and motivating without being preachy. He avoids complex theories and instead focuses on practical insights drawn from lived experience. The book repeatedly returns to the idea that dreaming is a skill that can be relearned. By asking better questions, taking small risks, and being honest about what you want, it is possible to reconnect with lost ambitions at any stage of life. Squibb reassures readers that it is never too late to change direction, provided they are willing to take responsibility and act.
In conclusion, "What’s Your Dream?: Find Your Passion. Love Your Work. Build a Richer Life" by Simon Squibb is a call to wake up from autopilot and reengage with life intentionally. It challenges deeply ingrained beliefs about safety, success, and self-worth, offering a more human and flexible approach to building a meaningful future. Rather than promising easy answers, the book provides a mindset shift that empowers readers to ask the right questions and take ownership of their path. By redefining dreams as practical, achievable, and deeply personal, Squibb reminds readers that a richer life begins not with permission or perfection, but with the courage to pursue what truly matters.