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Home»Business»A small business guide to going freelance
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A small business guide to going freelance

May 11, 2025Updated:July 12, 2025No Comments5 Mins Read
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Making the Leap: Your Complete Guide to Freelancing in the US

Are you tired of the daily grind and dreaming of being your own boss? With over 57 million freelancers currently thriving in the United States, there’s never been a better time to take the plunge into self-employment. However, many people hesitate due to common fears and uncertainties about making the transition.

Breaking Down the Barriers

1. The Skills Myth

Many aspiring freelancers believe they lack the necessary skills to succeed. The reality is different. Before venturing into freelancing, assess your marketable skills and identify a niche that’s in demand. Various roles require freelancers to manage capacity or cover for absent employees, making a wide range of skills valuable in the freelance market.

2. Experience Concerns

While experience is valuable, it’s not an insurmountable barrier. Clients seek contractors who can hit the ground running and deliver results independently. Consider offering your services at a reduced rate initially to gain experience and build your portfolio.

3. Marketing Yourself

Finding work as a freelancer is easier than you might think. Utilize job boards and recruitment agencies to search for opportunities that match your skills. Craft a compelling CV and prepare for contract interviews, as the process differs from traditional job interviews.

4. Financial Fears

Starting a freelance business in the US is surprisingly accessible. With minimal startup costs and various funding options available, initial investment shouldn’t be a major concern. However, prioritize building a financial cushion to cover living expenses during the initial months, and consider healthcare options since you’ll need to secure your own health insurance.

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5. Age is Just a Number

Age should not deter you from pursuing freelancing. Clients increasingly seek a blend of experience and fresh perspectives. Younger professionals may excel in digital aspects but might lack strategic business acumen, while older freelancers bring wealth of experience and business expertise.

Real Success Stories

Lauren Pope’s Journey

Lauren Pope, a Freelance Content Strategist, decided to go freelance after feeling a lack of meaning in her previous role at a digital strategy agency. Her journey was marked by careful planning—from setting up a one-page website to networking with peers and friends for leads. Despite challenges of financial insecurity and self-doubt, Lauren found fulfillment in being her own boss and making a positive impact through her work.

Natalie Sharp’s Transition

After spending five years as a full-time mum, Natalie Sharp longed to return to the corporate world on her own terms. Setting up Sharp Thinking Marketing allowed her to combine her passion for marketing with flexible working that fit around her family life. She emphasizes the importance of thorough planning and research before taking the leap, as well as constantly looking for new business opportunities.

The Current Landscape

As of 2023, the US has over 57 million freelancers, representing approximately 36% of the American workforce. This statistic highlights the growing trend of individuals choosing more flexible work arrangements and the significant contribution freelancers make to the US economy. The freelance economy is projected to continue growing, with Generation Z and Millennials leading the charge toward independent work.

Overcoming Common Challenges

Loneliness and Isolation

Freelancer loneliness is a prevalent concern across the US. The isolation that comes from working alone and the constant need to generate new business can be overwhelming. However, there are strategies to combat this, including networking, co-working spaces, online communities, and maintaining regular contact with peers.

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Potential Barriers

Some assignments may require background checks or security clearance, which can be time-consuming with no guarantee of success. Additionally, navigating tax obligations as a freelancer requires understanding of 1099 forms and quarterly tax payments. Despite these barriers, there are plenty of opportunities available across various industries that don’t require extensive vetting.

Resources and Support

Several organizations offer valuable resources for American freelancers:

  • Freelancers Union: Provides advocacy, resources, and benefits for independent workers
  • SCORE: Offers free business mentoring and resources for small business owners and freelancers
  • Small Business Administration (SBA): Provides guidance on starting and running a small business
  • Professional associations in your specific field for networking and industry-specific resources

Taking the Next Step

For those considering freelancing, start by:

  1. Assessing your skills and identifying market demand
  2. Building a financial cushion for the transition period
  3. Researching health insurance options and understanding tax obligations
  4. Creating a professional online presence and portfolio
  5. Networking within your industry
  6. Exploring the best US cities for freelancers in your field (such as San Francisco, New York, Austin, or Seattle)

Conclusion

Freelancing offers a rewarding and flexible career path for individuals willing to take the leap. The journey may be challenging, but the rewards of autonomy, creativity, and personal growth make it worthwhile. With the right mindset, determination, and strategic approach, you can successfully transition from employee to thriving freelancer.

Don’t let fear hold you back from exploring the exciting world of freelancing and self-employment. With over 57 million freelancers already succeeding in the US, there’s room for you too.

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