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Reevaluating the "Dream Big" Advice: A Cautionary Tale

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Chapter 1: The Illusion of Dreaming Big

Following someone else's advice without critical thought can lead to misguided actions. In my early entrepreneurial journey, I was guilty of this, uncritically adopting the counsel of billionaires without assessing its relevance to my own situation. As I look back, I've gained valuable insights into how the mantra of "dream big" made my experience as an entrepreneur far more challenging than it needed to be.

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Section 1.1: The Ubiquity of "Dream Big"

The phrase "dream big" is a common refrain within the startup ecosystem. It's a sentiment echoed in countless interviews with successful entrepreneurs and at numerous business events. The underlying message is clear: "You should aspire to greatness." Unfortunately, this advice has often turned me into a procrastinator rather than a doer.

Subsection 1.1.1: Marc Benioff's Vision

A few months back, I delved into the story of Marc Benioff, the visionary behind Salesforce, a company now valued at $230 billion. Interestingly, he too endorsed the "dream big" philosophy. But let's take a closer look at what his big dream entailed and how it came to fruition.

Up until 1999, traditional software companies relied heavily on CD-ROMs for distribution, causing businesses to spend large amounts of money on software they might not fully utilize. The lengthy update cycles were a source of frustration, leaving many companies seeking alternatives. Marc envisioned a solution that would simplify how businesses purchased and maintained software. He aimed to launch a software-as-a-service (SaaS) company, which represented a significant departure from the norm.

Why was this a substantial dream? Marc possessed a deep understanding of the CD-ROM business model and recognized that starting a traditional software company would require extensive time and capital investment. Instead, he opted for the more innovative route of cloud computing, a concept that was still relatively new and unfamiliar to many. This approach was risky; he had to persuade businesses to embrace a subscription model while risking his savings and reputation.

Before we proceed, you might find these stories intriguing:

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Section 1.2: The Downside of "Dream Big"

While the intention behind the "dream big" advice is often motivational, it can lead to procrastination, especially for those at the beginning of their entrepreneurial journey. Those who are just starting out, have yet to raise capital, or simply want a balanced life may find this mantra counterproductive.

In my case, when I began my online writing journey, I set an ambitious target of building a community of 50,000 aspiring entrepreneurs. This lofty goal stemmed from the notion that having such a large audience would be crucial for future success. However, I quickly became overwhelmed, spending more time researching and daydreaming rather than taking actionable steps toward my objective.

As I immersed myself in stories of successful founders, I inadvertently fell into a cycle of procrastination. Instead of focusing on creating content, I was lost in a whirlwind of hypothetical scenarios and self-doubt, leading to frustration and stagnation.

Chapter 2: The Road to Execution

One video that encapsulates the dangers of wishful thinking in entrepreneurship is titled "Avoid the TRAP of WISHFUL Thinking!" by Elon Musk. It discusses the importance of taking action rather than just dreaming.

Another insightful video, "Invest Your Own MONEY in Your IDEAS!" by Elon Musk, emphasizes the necessity of personal investment in your vision.

How did Marc Benioff achieve his goals despite the risks? Unlike many who merely dream of success, he took tangible steps to realize his vision. Instead of just ruminating on his ideas, he actively engaged with individuals who could support him, including reaching out to acquaintances in the industry. He sought out developers and shared his vision to attract the right talent.

Reflecting on Marc's approach, it becomes evident that he prioritized execution over mere dreaming. Even when faced with challenges, he remained committed to his plan without letting lofty dreams lead to inaction.

In conclusion, I now realize that simply dreaming big isn't enough. Instead of allowing grand visions to paralyze us, we should focus on setting smaller, achievable goals. Had I broken down my objective of reaching 50,000 subscribers into manageable steps, such as producing 15 quality articles each month, I might have advanced further toward my aspirations. Embracing failure as a learning opportunity rather than a setback could have minimized my tendency to procrastinate.

Further reading on my newsletter:

I Spent 17 Days Studying Two Programmers Who Built a $1 Billion Company — Here’re Their Rules To Build a Startup

Meet a Programmer Who Rejected a $10,000,000,000 Acquisition Offer From Microsoft

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