It’s That Time of Year Again! A Roundup of U.S. Tax Season Advice

The saying continues to ring true: In this world, nothing can be said to be certain, except death and taxes. So despite the dread you might feel before the tax filing deadline, it’s got to be done—this year, next year, and the year after.

How can you make it a little more bearable? All it takes is a little preparation and the right encouragement!

To ease your worries, here’s a roundup of all our tax season advice to help you get through that April funk.

Ensure You’re Filing the Correct Tax Documents

If you’ve ever filed taxes before, you know that the process requires a lot of paperwork. But what kind of paperwork you file will depend on your business’ specific circumstances and situation. And if you want to avoid headaches like refiling your taxes (or, in certain cases, hefty fines), it’s essential to understand what documents you’ll need to submit with your taxes to ensure they’re filed correctly.

So, what might some of those documents be?

A Friendly Guide to Schedule C Tax Forms (U.S.)

If you’re a sole proprietor or own a single-member limited liability company (LLC), you’ll need to fill out a Schedule C. (Read More)

U.S. Tax 101: What Is a W9 Form?

Does your business work with non-employees (like independent contractors, freelancers, or consultants)? If so, you’ll need a W-9 form for each contractor you pay $600 or more in a tax year. (Read More)

U.S. Tax: What Is an IRS 1099-NEC Form?

Using the information from your W-9 forms, you’ll need to file Form 1099-NEC for every non-employee, which reports those payments to the IRS. (Read More)

Form 1099-NEC: Your Guide to Reporting Non-Employee Compensation

If you do a lot of freelance work, and need help understanding how to file your 1099s, check out this guide. (Read More)

Form 1099-K: What U.S. Small Business Owners Need to Know

If you accept credit card payments or payments through a 3rd-party network, you’ll need to complete Form 1099-K. (Read More)

U.S. Tax Form 8829—Expenses for Business Use of Your Home

If you run your business from home, you’ll need to fill out Form 8829 to claim your home office expenses. (Read More)

Form 8027: Your Guide to Reporting Tip Income

If you own a business where tipping is the norm (like a restaurant or coffee shop)—and you have 10 or more employees on the floor on a standard day—you’ll need to report tip income using Form 8027. (Read More)

Use Tax Credits and Write-Offs to Get More Money Back

Paying taxes isn’t the most fun activity. But getting money back on your taxes? Significantly more enjoyable.

But how you file your taxes will determine if and how much money you get back—and, more specifically, how you use tax credits and write-offs. Here’s what you need to know:

Everything You Need to Know About How to Lower Self-Employment Taxes in the U.S.

If you pay self-employment taxes, there are ways to lower the total you have to pay—like increasing your business expenses or claiming relevant deductions. (Read More)

Small Business Owners: 5 Money-Saving U.S. Tax Tips

As a small business owner, you can deduct any business expenses you incur throughout the year—lowering your taxable income and potentially getting you more money back at tax time. (Read More)

Your Complete Guide to 2023 U.S. Small Business Tax Credits

Depending on your business, you may also qualify for small business credits, like the General Business Credit or the Credit for Small Employer Health Insurance Premiums, which offer even more tax savings. (Read More)

Your Complete Guide to U.S. Tax Write-Offs for Small Business Owners

To use write-offs effectively, you need to know what qualifies as a deduction (like home office expenses) and what doesn’t (like entertainment). (Read More)

Don’t Forget to Consider Your Business Structure

The way you structure your business (for example, as a sole proprietorship, a partnership, an LLC, or an LLC taxed as an S Corp) can have a significant impact on how you file your taxes—and how much you’ll ultimately owe. Depending on your business and income, from a tax perspective, certain business structures may be more advantageous than others—and if you want to save money on taxes, it’s important to understand them all.

How Your Business Structure Affects Your U.S. Taxes

As mentioned, how you structure your business will play a major role in how you pay taxes—and how much you’ll ultimately have to pay. (Read More)

Everything You Need to Know About How to File Taxes for an LLC in the U.S.

LLCs have a variety of structures (single-member LLCs, multi-member LLCs, LLCs that elect to be taxed as corporations)—and, as such, have a variety of filing requirements. (Read More)

Home-Based U.S. Business Owners: 10 Tips to Ensure a Smooth Tax Season

If you manage your business from home, you may be able to deduct some of your home-related expenses—like a portion of your housing costs and utilities. (Read More)

How to Claim Mileage on Taxes in the U.S.

If your business requires travel, you can claim mileage deductions on your taxes—58.5 cents per mile driven for business use. (Read More)

Work With an Accountant to Get Your Books in Order

There are few things as valuable to small business owners at tax time as a reliable accountant.

The right accountant can walk you through the entire tax process, from ensuring your books are accurate and gathering the correct documentation to filing your business taxes. But how, exactly, can you get the most out of working with an accountant during tax season?

7 Smart U.S. Tax Questions to Ask Your Accountant at Tax Time

Your experience working with an accountant on your business taxes will largely depend on the questions you ask—and knowing what questions to ask is a must to ensure your taxes are filed properly. (Read More)

Top Traits for Your Tax Professional and How to Find a Good Accountant

Not all accountants are created equal. And if you want to hire a great tax accountant? It’s important to know what to look for. (Read More)

Add a Powerful Ally to Your Tax Time Toolbox

If you want to file your taxes correctly and make the most of your available deductions and tax credits (and, let’s be real; who doesn’t?), you need to have as many practical tools in your toolbox as possible—and that includes the right cloud accounting software.

Cloud accounting software (like FreshBooks!) not only helps you prepare for tax season but also helps you better manage your business financials all year long. Let’s look at how FreshBooks can be your ally during tax season (as well as the rest of the year!).

Why the Cloud Is Your Ally at Tax Time—and Beyond

Cloud accounting can help you make sense of your financials and better prepare for tax time—freeing up your time and energy to focus on more important matters, like growing your business. (Read More)

This Tax Season Find Your Strength in Numbers With FreshBooks

FreshBooks can help you prepare for taxes with a variety of helpful features—like tracking your income and costs, organizing and categorizing expenses, and tracking employee and contractor wages. (Read More)

Just in Time for Tax Time: Lessons Learned From Switching to FreshBooks

FreshBooks can help you keep your books organized, making filing your taxes easier and less stressful. Here’s what 6 business owners have to say about switching to FreshBooks. (Read More)

Partners to Help You Prepare for Tax Season

FreshBooks is an incredible tool to have in your tax tool belt. But if you want tax season to be as simple, straightforward, and stress-free as possible, you might consider adding a few more tools. (Read More)

Graham (Self-Proclaimed Tax Nerd) Saves 44 Hours a Year on Tax Prep Using FreshBooks

When we say FreshBooks can save you time on your taxes, we mean it. How much time? For entrepreneur Graham Pugh, 44 hours—more than a full work week. (Read More)

Be Prepared for the Worst-Case Scenario—A Tax Audit

As a small business owner, getting auditing is probably at the top of your “do not want to experience” list. But audits do happen—and while you can take steps to prevent it, it’s important to be prepared should you ever find yourself dealing with a tax audit.

Still Waiting on Your U.S. Tax Refund? Here Are the Reasons for the Hold-Up

If your tax refund is late, it could be that an audit is pending. Or, it could be several other reasons—like missing information or estimated payments posting to the wrong account. (Read More)

Form 1040x: How to File an Amended Federal Income Tax Return

If you notice a mistake on your tax return (from this year or a prior year), you can avoid any hassles—like an audit!—by amending your federal income tax return via Form 1040x. (Read More)

U.S. Small Business Tax Audit: The Ultimate Guide

Don’t want to find yourself dealing with an audit? Avoid practices that can raise red flags with the IRS—like higher-than-average income or out-of-proportion deductions. (Read More)

Fight Your Tax Fears: Do These 5 Things to Pass a U.S. Tax Audit

The chances you’ll find yourself dealing with a tax audit are slim. But if you do get audited, try not to stress too much! These steps can help you navigate the tax audit process—and come out unscathed on the other side. (Read More)

Stay on Top of Your Numbers All-Year Round

If you want tax season to be as smooth and stress-free as possible, the best thing you can do? Keep your finances organized year-round.

Here are some tips to help you stay on top of your numbers throughout the year—so that when tax season rolls around, you are ready to roll:

3 Reports You Can’t Live Without at Tax Time

Staying on top of your accounting will ensure your financial reporting is accurate—and when tax season hits, having accurate financial reports (including your profit and loss and general ledger reports) is an absolute must. (Read More)

Why You Should Track Your Business Expenses Daily

Keeping track of your business expenses will ensure your accounting is accurate and help you maximize your deductions—so you save on your taxes. (Read More)

U.S. Tax Season Aftermath: Set Your Business Up for Success Next Year… Starting Now!

Once your taxes are filed, it’s tempting to stop and take a breather. But the best time to prepare for next year’s taxes is when this year’s tax season wraps up. (Read More)

7 Tax Terms U.S. Entrepreneurs Should Know

Understanding tax terms (think withholding, tax exemptions, and itemized deductions) is key to ensuring your taxes are filed correctly—and if they’re not in your current repertoire, you’ll want to brush up ASAP. (Read More)

Now’s the Time to Learn to Love Your General Ledger

Your general ledger is more than a master document or accounting record. If you understand how to use it correctly, it can be your business’ most important reporting tool. (Read More)

Track These Key Performance Indicators (KPIs) for Your Small Business

Key performance indicators (KPIs) are metrics that help you better understand the financial health of your business—and defining and tracking the right KPIs for you can help you make the best decisions for your business. (Read More)

How Long Should You Keep Your U.S. Business Records?

Understanding past financials can help you make better financial decisions in the future—which is why you’ll want to hang on to old business records, including tax returns, for longer than you think. (Read More)

Not Ready to File?

Hopefully, this roundup has motivated you to submit your tax return well before the deadline. But if you find yourself scrambling to get your taxes filed, these last-minute tips can help. And if you aren’t ready to file on the tax deadline—don’t panic. You can always request a business tax extension. So long as you still pay your taxes on time—you won’t be on the hook for interest and fees.

This post was updated in February 2023.