Redefining the ‘Dream Job’: Simon Squibb on Finding Paid Fulfillment

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Simon Squibb

LinkedIn Author

On a mission to help 10 million people start a business for free

In a recent LinkedIn post, Simon Squibb challenges the common aspiration of “never working again,” reframing it as a desire to find work that is genuinely loved and compensated. Squibb argues that the popular notion of wanting to avoid work entirely is a misinterpretation of a deeper yearning for meaningful and paid engagement.

Squibb opens by directly addressing the prevalent sentiment:

“I want to never work again”

. He immediately counters this by stating, “But that mindset is what keeps people trapped.” This sets the stage for his central argument that the true dream is not idleness, but rather the pursuit of passion through work.

The Misconception of ‘Not Working’

According to Simon Squibb, the phrase “the dream is to not work” is a linguistic shortcut for a more profound desire. He translates this common aspiration, stating, “What people actually mean by ‘the dream is to not work’… Is ‘the dream is to do something I love, and get paid for it.'” Squibb emphasizes his conviction that few people genuinely wish for a life devoid of activity and contribution, asserting, “I refuse to believe anyone’s real dream is to simply not work.” This perspective shifts the focus from escaping labor to embracing fulfilling labor.

A Mindset Shift Towards Passionate Work

The core of Squibb’s message lies in a simple yet powerful mindset shift. He advocates for the belief that “the real dream is to love the work you do.” This optimistic outlook is not merely theoretical for Squibb; he asserts his strong commitment to this ideal, saying, “And I 10000% believe we can live in a world where anyone can earn from what they care about.” He grounds this belief in his own life experiences and his recently published book, which aims to guide individuals toward achieving this very goal. The book’s success, marked by its six-week presence in the Sunday Times Top 10, underscores the resonance of his message.

Practical Steps to Earning from Your Passions

Squibb doesn’t just present a philosophical ideal; he offers a practical framework for readers to identify and monetize their passions. He highlights a specific section in his book, Chapter 5, which provides three key questions designed to help individuals align their work with their interests and abilities:

  • What do I like doing?
  • What is my pain?
  • What can I do to help?

Squibb explains that once these questions are clearly answered, the subsequent steps outlined in the chapter demonstrate how to transform these insights into a viable source of income. He frames this process as a direct path for those who “want to do what you love and get paid for it.” For readers seeking to explore this further, Squibb offers the first chapter of his book for free, providing a tangible starting point for their journey toward fulfilling work.

📝 About This Content

This article is based on insights shared by Simon Squibb on LinkedIn.

📅 Originally posted on February 15, 2026 | View original post on LinkedIn →