Filing taxes in the United States can feel overwhelming, especially with new regulations and tight deadlines. Fortunately, tax filing apps have streamlined the process, offering tools to make filing accurate, efficient, and user-friendly. Whether you’re a first-time filer or a seasoned taxpayer, these apps provide solutions for handling your taxes with ease.
For 2025, there are a few updates taxpayers should know, including changes to deadlines and new IRS regulations impacting payment app users. In this guide, we’ll explore top tax filing apps, key tax law updates, and tips to ensure a smooth tax season.
The IRS has set the traditional tax filing deadline for April 15, 2025. However, if you reside outside the United States, the deadline is extended to June 16, 2025. It’s crucial to keep these dates in mind and use a tax filing app to avoid missing the deadline. Most apps include built-in deadline reminders and submission confirmations, ensuring you stay on track.
For the 2025 tax year, a significant new regulation impacts taxpayers who receive payments through online marketplaces or payment apps like Venmo, Zelle, or Google Wallet.
If you receive more than $5,000 through these platforms for selling goods or providing services, you will receive a new IRS form called Form 1099-K.
Who It Affects: Only those using these payment apps to sell goods or provide services—not for personal transfers like splitting a dinner bill or gifting money—will receive this form.
Why It Matters: This form helps the IRS track income generated through these platforms, ensuring compliance with tax laws. Apps like TurboTax and H&R Block are equipped to handle 1099-K forms, providing step-by-step guidance on how to report this income.
Understanding these changes is critical to staying compliant, especially if you’re a small business owner, freelancer, or casual seller.
Here are some of the best tax filing apps to help you navigate this year’s tax requirements, including new regulations and deadlines:
Overview
TurboTax remains a top choice for individuals and small businesses, offering a highly intuitive interface and robust support for new tax forms like the 1099-K.
Key Features
Guided Filing: Answer simple questions about your income and expenses, including 1099-K income.
Expert Assistance: TurboTax Live provides access to certified tax professionals for personalized guidance.
1099-K Integration: Easily upload your 1099-K and other forms for accurate reporting.
Audit Support: Get free guidance if you’re audited.
Best For
TurboTax is ideal for those with complex returns, including freelancers, small business owners, and anyone navigating the new 1099-K requirements.
Overview
H&R Block combines a user-friendly app with the option to consult tax professionals, making it a versatile choice for all taxpayers.
Key Features
Professional Review: Have your return reviewed by tax experts to ensure compliance with new laws.
Multiple Filing Options: Choose between DIY filing, in-app professional help, or in-office assistance.
Refund Advance: Get a portion of your refund as early as the day you file.
Support for 1099-K: Easily input income from payment apps and online marketplaces.
Best For
This app is great for users who want flexibility, whether filing independently or with professional assistance.
Overview
Cash App Taxes is a completely free option that now supports the 1099-K form, making it a cost-effective choice for users navigating new regulations.
Key Features
Free Filing: File both federal and state taxes without any fees.
1099-K Ready: Support for income received through payment apps.
Audit Defense: Free assistance if the IRS contacts you about your return.
Mobile Integration: Manage tax refunds and payments seamlessly through the Cash App platform.
Best For
Cost-conscious individuals with straightforward tax needs, especially those receiving smaller amounts of 1099-K income.
Overview
TaxSlayer offers affordable plans and easy-to-use tools, making it a great option for small businesses, freelancers, and self-employed individuals dealing with 1099 forms.
Key Features
Budget-Friendly Plans: Offers low-cost options for federal and state filing.
Self-Employment Tools: Maximize deductions related to freelance or contract work.
1099-K Support: Simple integration for income received through payment apps.
Mobile Accessibility: File on the go with their dedicated app.
Best For
TaxSlayer is ideal for budget-conscious taxpayers with self-employment income or those new to payment app-related tax reporting.
Overview
FreeTaxUSA is a highly affordable option that allows free federal filing and low-cost state filing. It’s particularly suited for confident filers who need minimal guidance.
Key Features
Free Federal Filing: File federal taxes at no cost, even with new forms like the 1099-K.
Deluxe Features: Upgrade for access to live chat support and audit assistance.
Data Import: Quickly import previous tax returns to save time.
State Filing: Minimal fees for state tax submissions.
Best For
Experienced taxpayers who want a no-frills, cost-effective solution to file their taxes, including payment app-related income.
Navigating new tax rules can be tricky, but modern apps simplify the process. Here’s how they help with the 2025 tax changes:
1099-K Integration: Most apps now support seamless input of income from platforms like Venmo, Zelle, and Google Wallet.
Error Checking: Apps automatically flag inconsistencies, ensuring your 1099-K income is reported correctly.
Professional Guidance: Many apps offer live assistance to help interpret new rules and forms.
Deadline Reminders: Apps help you stay on track with filing deadlines, avoiding penalties.
Gather All Necessary Forms Early: Ensure you have all W-2s, 1099s (including 1099-K), and other income documents before starting your return.
Use App Features to Maximize Deductions: Apps like TurboTax and H&R Block can identify deductions related to your 1099-K income, such as business expenses or transaction fees.
Double-Check Payment App Income: Only report income from selling goods or providing services—not personal transactions like splitting bills.
File Early: Filing early gives you more time to resolve potential issues and receive your refund faster.
Consider Professional Help: If you’re unsure about new regulations, apps with live tax experts can provide peace of mind.
Tax season in 2025 introduces new challenges, including the expanded use of Form 1099-K for payment app users. However, with the right tools, filing your taxes can be stress-free and even rewarding. Apps like TurboTax, H&R Block, and Cash App Taxes provide innovative solutions to help you navigate deadlines, maximize deductions, and comply with IRS regulations.
By staying informed about changes, using the features these apps offer, and filing early, you can make the most of the tax season while ensuring accuracy and compliance. Whether you’re self-employed, a small business owner, or a first-time filer, these apps are here to simplify the process and help you achieve a smooth and successful tax season.
