4 People Who Have a Tough Tax Season
tough-tax-season · Credit.com

It's tax season, and if you haven't already filed your taxes, chances are you're a little stressed about it. But if you're an average taxpayer, you've actually got it pretty sweet. There are some income situations where paying taxes can require more paperwork, more filing deadlines and, yes, even more stress.

We reached out to the folks at TurboTax to find out which taxpayers have the toughest time when it comes to filing their taxes. They offered some handy tips to keep folks in these income situations on the right track with the IRS. So, if you ever think you'll be in one of these situations, keep this list handy.

1. Freelancers/Self-Employed/Small-Business Owners

Freelancers are a growing population of taxpayers especially with the growth of the "on-demand economy." A recent Intuit survey found that 3.2 million people currently participate in the on-demand economy, and that number is expected to grow to 7.6 million by 2020.

How taxes are different for them:

Freelancers and the self-employed often pay income taxes and self-employment taxes as they get paid for work. Known as estimated taxes or "quarterlies," freelancers typically make tax payments four times a year. This doesn't mean freelancers must file a tax return four times a year, it just means they're making payments that will be included as taxes paid when they do file their tax forms.

How to make filing easier:

Hiring a tax professional can save you time and headaches, but they can also be expensive. If you can't or don't want to pay an accountant, filing software is another option. Also, you'll want to be sure to track your receipts and expenses.

"Keep your receipts and track your income and tax deductible expenses year-round instead of waiting until the last minute," advised Lisa Greene-Lewis, a CPA and tax expert at TurboTax. "Figure out your estimated taxes. In general, if you think you will owe more than $1,000, you need to pay quarterly estimated taxes."

Greene-Lewis also recommended taking full advantage of business expense deductions available to the self-employed. "For instance, if you … drive for Uber or Lyft, you may be able to deduct the cost of the car you purchased up to $25,000 if you use the car over 50% for your business."

2. Commission Wage Earners

Commissions can be treated in two ways for tax purposes: as straight salary, in which case the employer would withhold taxes from the individual's compensation based on the elections the employee makes on Form W-4P; or the individual can be treated as a self-employed independent contractor, responsible for remitting their own taxes to the IRS and state tax department.