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Are You an Independent Contractor, Freelancer, or Gig Worker? Here's What You Need to Know About Taxes and the Law

Jese Leos
· 13.7k Followers · Follow
Published in Working For Yourself: Law Taxes For Independent Contractors Freelancers Gig Workers Of All Types
5 min read ·
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Being your own boss and setting your own schedule as an independent contractor, freelancer, or gig worker comes with numerous advantages, but it also means taking on additional responsibility when it comes to taxes. Understanding the tax laws and regulations applicable to your type of work is crucial to avoid potential pitfalls and maximize your earnings. In this article, we will explore the essential aspects of taxes and the law that you need to know as a self-employed individual.

The Basics: Tax Obligations for Independent Contractors

As an independent contractor, you are considered self-employed, which means you are responsible for reporting and paying your taxes. Unlike traditional employees who have taxes withheld from their paycheck by their employers, independent contractors must calculate and pay estimated taxes on a quarterly basis. Failure to do so can result in penalties and interest charges.

It is crucial to keep track of all your income as an independent contractor. Documenting your earnings accurately will help you report your income correctly and claim all applicable deductions.

Working for Yourself: Law & Taxes for Independent Contractors, Freelancers & Gig Workers of All Types
by Stephen Fishman (Kindle Edition)

4.4 out of 5

Language : English
File size : 5137 KB
Text-to-Speech : Enabled
Screen Reader : Supported
Enhanced typesetting : Enabled
Word Wise : Enabled
Print length : 545 pages

Understanding Deductions: Maximizing Your Tax Savings

One significant benefit of being self-employed is the ability to deduct business expenses. By keeping detailed records of your expenses—such as equipment purchases, office supplies, and travel costs—you can reduce your taxable income and potentially lower your overall tax liability.

However, it is important to understand which expenses are eligible for deduction and which ones are not. Consulting a tax professional or utilizing tax software specifically designed for self-employed individuals can help you navigate through the complex rules and ensure you are taking advantage of every eligible deduction.

Estimated Quarterly Taxes: Knowing Your Obligations

As mentioned earlier, independent contractors must pay estimated taxes on a quarterly basis to avoid penalties. These payments are generally based on the income you have earned during the specific quarter and are due by the respective deadlines set by the Internal Revenue Service (IRS). Failing to pay your estimated taxes or underpaying them can result in penalties and interest charges.

It is important to calculate your estimated taxes accurately by taking into account any fluctuations in your income throughout the year. If your income is significantly different from one quarter to another, it might be wise to consult a tax professional to ensure you are meeting your obligations correctly.

Self-Employment Tax: Don't Forget About It!

One aspect that often catches self-employed individuals by surprise is the self-employment tax. In addition to the regular income tax, independent contractors are also required to pay self-employment tax, which covers Social Security and Medicare taxes. These taxes are typically paid in full by traditional employees and shared between the employer and the employee.

As a self-employed individual, you are responsible for paying both the employer and employee portions of the self-employment tax. Understanding this additional tax burden is crucial when calculating your estimated tax payments and planning your finances.

Record Keeping: The Key to a Smooth Tax Filing Process

Accurate and organized record keeping is essential when filing your taxes as an independent contractor. Keeping track of your income, expenses, receipts, and invoices will not only make the tax filing process smoother but also protect you in case of an audit or tax dispute.

Consider utilizing accounting software or specialized apps that can help you stay on top of your financial records. By keeping your records up to date throughout the year, you can save time and stress when tax filing season approaches.

Seek Professional Advice: The Benefits of Working with a Tax Professional

Navigating the tax laws and regulations as an independent contractor, freelancer, or gig worker can be overwhelming, especially if you are new to self-employment. Seeking professional advice and guidance from a tax professional who specializes in working with self-employed individuals can provide significant benefits.

A tax professional can help you understand your tax obligations, identify eligible deductions, and ensure that you are compliant with the law. They can also provide valuable insights into tax planning strategies that can optimize your financial situation and help you minimize your tax liability.

Taxes and the law can be complex, but with the right knowledge and preparation, you can navigate through them successfully as an independent contractor, freelancer, or gig worker. Remember to stay organized, track your income and expenses diligently, and consult with a tax professional to ensure you are maximizing your tax savings while staying compliant.

By educating yourself on the tax laws and regulations applicable to your type of work, you can focus on what you do best and make the most of your self-employment journey. Stay informed, pay your taxes on time, and enjoy the freedom and flexibility that comes with being your own boss!

Working for Yourself: Law & Taxes for Independent Contractors, Freelancers & Gig Workers of All Types
by Stephen Fishman (Kindle Edition)

4.4 out of 5

Language : English
File size : 5137 KB
Text-to-Speech : Enabled
Screen Reader : Supported
Enhanced typesetting : Enabled
Word Wise : Enabled
Print length : 545 pages

The all-in-one legal and tax resource every independent contractor and gig worker needs
Whether you’re starting a full-scale consulting business or booking gigs on the side,
Working for Yourself provides all the legal and tax information you need in one place. This twelfth edition has been thoroughly updated to reflect changes and updates to relevant laws, including laws revised as a result of the coronavirus pandemic. This excellent, well-organized reference will show you how to:

  • decide the best form for your business (sole proprietor, LLC, or other)
  • make sure you’re paid in full and on time
  • pay estimated taxes and avoid trouble with the IRS
  • take advantage of all available tax deductions and credits, including the 20% pass-through tax deduction
  • choose health, property, and other kinds of insurance
  • keep accurate records in case you get audited, and
  • write legally binding contracts and letter agreements.


If you’re tired of doing endless web searches for the information you need to start and run your business, this easy-to-use and authoritative resource is for you.
With Downloadable Forms

You can download all the forms you need, including sample independent contractor agreements, details inside.

Read full of this story with a FREE account.
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