Navigating the Distinctions: Freelancer, Solopreneur, and Entrepreneur
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Understanding My Journey in Self-Employment
Recently, I have reflected on the evolving realms of artificial intelligence, freelancing, solopreneurship, and entrepreneurship. My journey in business started before the Internet era, allowing me to witness how technological advancements have transformed the self-employment landscape. Interestingly, the term "solopreneur" was not in use when I embarked on my path.
It's important to note that each role has its own advantages and challenges, and it's possible to embody more than one identity simultaneously. For example, I began my career as a waiter in the restaurant industry (as an employee) before transitioning into freelancing, and now I operate as a solopreneur. I enjoy the freedom of working from home and sipping coffee at my leisure.
This year has prompted significant self-reflection and reinvention in my business journey, leading me to revisit the fundamental roles I have played throughout my career.
Employee Experience
Let’s address the employee role first, which is where many of us begin. My first job dates back to the summer of 1983, during my high school years, where I worked as a landscaper at a local hospital. It felt like a significant opportunity, thanks to a recommendation from our family doctor.
As an employee, I reported to a boss and received a W-2 form at the end of the year. My earnings were modest, so I didn’t even need to file taxes independently. I was shielded from the risks associated with business failures, such as the hospital shutting down.
Freelancer Insights
My fascination with freelancing sparked after reading Free Agent Nation by Dan Pink in 2002. Pink envisioned a future where displaced workers could acquire tech skills, work from home, and enjoy a fulfilling life with family and vacations. That vision resonated with me.
Initially, I struggled to find substantial projects, but in 2015, I secured my first freelance clients through Thumbtack.com, targeting those seeking marketing assistance. This venture brought in a few thousand dollars, helping me cover my rent in Atlanta. It was exhilarating to earn income without the need for extensive tax documentation—just adding it to my annual earnings. That year also marked the highest paycheck I received from home-based telephone sales.
Solopreneurship: A Unique Perspective
The term "solopreneur" was unfamiliar when I first entered the entrepreneurial world, but I have come to embody it. Although I didn’t create the industry I work in (digital marketing, revenue operations, web development, etc.), I established a company that provides these services.
Currently, I operate solo, effectively making me the CEO of my business. There's no need for me to seek millions in funding or manage a large team. I enjoy the tranquility of my home office in Maine, especially after spending 15 years in bustling downtown Atlanta.
Defining My Entrepreneurial Identity
I have long considered myself an entrepreneur. By traditional standards, I fit that definition, especially when reflecting on my former colleagues who remain in stable jobs while I took the risk to venture into business. However, when conversing with venture capitalists or investment bankers, I often experience imposter syndrome, doubting the value of my small business in their eyes.
How I Identify My Role Today
Recently, I received a notice from the IRS regarding an issue with my Federal Employer Identification number. They assigned me a new one and prompted me to clarify my corporate title. This led to an interesting discussion about how I define my role.
For years, I labeled myself as "CEO" on my business cards until someone advised me to specify my role instead of just my legal title. I later learned that a CEO typically oversees at least ten employees. Despite this, I realized that I had listed "CEO" on legal documents due to a lack of alternatives. So, I confidently responded, "I am the Chief Executive Officer," to the IRS agent, who thanked me for the clarification.
Maintaining Focus on What Truly Matters
Throughout my four decades in the workforce, I have learned that focusing on results is paramount. As a freelancer, my primary concern was to cover my rent, with aspirations of growing my venture into a corporation someday.
A book that has greatly influenced my professional journey is The Slight Edge by Jeff Olson. It resonates with me even today, highlighting the importance of concentrating on what we desire rather than our obstacles. This may sound simplistic, but many of us could progress more swiftly if we redirected our focus towards our goals instead of our challenges.
Now, I am committed to concentrating on what I want for my business. I am ready to embrace growth and move forward instead of dwelling on past experiences. This year holds great promise...
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