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You are here: Home / Archives for tax audits

New IRS Matching Technology Is Catching Income Discrepancies That Used to Slip Through

June 7, 2026 by Brandon Marcus Leave a Comment

New IRS Matching Technology Is Catching Income Discrepancies That Used to Slip Through
The IRS now uses advanced matching systems that compare W-2s, 1099s, and bank records in real time, quickly flagging income discrepancies that once went unnoticed. Shutterstock

Tax season just got a serious upgrade on the government side. The IRS now uses advanced matching technology that scans income records with far more precision than before. This system compares information from employers, banks, gig platforms, and third-party payers in real time. Small inconsistencies that once slipped through now trigger alerts faster than ever. Taxpayers who rely on outdated assumptions about reporting accuracy face new risks. Financial transparency now sits at the center of modern tax enforcement.

The change does not only affect high-income earners or large corporations. Everyday workers, freelancers, and side hustlers also fall under this upgraded scrutiny. The IRS designed these systems to close the gap between reported income and actual payments received. That shift pushes accuracy into the spotlight for anyone earning money outside traditional payroll systems. As technology improves, so does the speed and depth of IRS enforcement actions.

Why the IRS Is Rolling Out Smarter Income Tracking Systems

The IRS invests heavily in modernizing its data systems to reduce tax revenue loss. Budget pressures and rising filing complexity pushed the agency to adopt faster, more automated tools. These systems now connect massive data sources and identify mismatches within seconds. Officials want to reduce reliance on manual reviews that often delay enforcement. The goal centers on improving accuracy while reducing delays in identifying underreported income.

This shift also reflects the explosion of gig work and digital payments. Platforms like freelance marketplaces and payment apps now report income directly to the IRS. That creates a web of data points that the agency can cross-check instantly. When numbers do not align, the system flags the return for further review. This approach strengthens compliance without requiring taxpayers to change how they earn money.

How the IRS Matching Technology Actually Works Behind the Scenes

The IRS uses automated matching software that compares tax returns against third-party data submissions. Employers send W-2 forms, banks submit interest statements, and gig platforms issue 1099 forms. The system scans all submitted documents and aligns them with reported income lines on tax returns. When it detects differences, it assigns a risk score to the return. Higher scores often trigger letters, audits, or requests for clarification.

Machine learning tools also help the system improve over time. These tools recognize patterns in past discrepancies and apply that knowledge to new filings. For example, repeated mismatches from certain types of income sources now get flagged faster. The system also prioritizes cases with larger financial gaps. This technology reduces human workload while increasing enforcement accuracy across millions of filings.

Common Income Discrepancies That Now Trigger Faster IRS Alerts

One of the most common triggers involves missing 1099 income from freelance or contract work. Many workers forget to report smaller gigs that still show up on platform-issued tax forms. The IRS system quickly identifies these gaps and flags them for review. Even small amounts of unreported income can now create compliance issues. This creates pressure to track every payment source throughout the year.

Another frequent issue involves bank interest and investment income mismatches. Banks and brokerages report earnings directly to the IRS, which compares them against taxpayer entries. Errors often arise when individuals forget to include small interest payments or dividend reinvestments. The system also catches duplicate reporting mistakes when taxpayers manually enter incorrect totals. These discrepancies now receive faster attention than in previous years.

What Workers, Freelancers, and Small Businesses Need to Watch Closely

Gig workers face some of the highest exposure under the new system. Many rely on multiple platforms that issue separate tax documents, which increases the chance of missing entries. The IRS matching tools quickly identify gaps between platform reports and filed returns. That creates pressure to maintain organized records throughout the year. Clear bookkeeping now plays a major role in avoiding unnecessary tax notices.

Small business owners also need to monitor payroll and contractor reporting closely. The IRS cross-checks business expense deductions against reported contractor payments. Any mismatch between issued 1099 forms and deducted expenses can trigger review. Business owners who rely on manual spreadsheets face higher risk of error. Digital accounting systems now offer stronger protection against these mismatches.

How to Stay Ahead of IRS Matching Technology and Avoid Surprises

Strong recordkeeping now serves as the most effective defense against IRS matching alerts. Taxpayers who track every income source reduce the chance of mismatches significantly. Digital tools help organize invoices, platform payments, and bank deposits in real time. Consistency between records and tax filings strengthens compliance and reduces audit risk. Careful attention to detail now matters more than ever.

Reviewing all tax documents before filing also prevents common reporting mistakes. Many discrepancies arise from simple oversight rather than intentional misreporting. Cross-checking W-2s, 1099s, and bank statements helps identify missing entries early. Taxpayers who take time to reconcile records avoid most automated flags. This proactive approach keeps financial records aligned with IRS expectations.

A New Era of Tax Accuracy Driven by Technology

IRS matching technology now reshapes how income reporting works across the country. The system strengthens enforcement by identifying discrepancies that once went unnoticed. Workers, freelancers, and business owners all face higher expectations for accuracy. Technology now drives faster detection, quicker responses, and more consistent compliance outcomes. The shift marks a major step toward real-time tax oversight.

This evolution does not change tax rules, but it changes how closely systems watch compliance. Every income source now leaves a digital footprint that the IRS can verify instantly. Taxpayers who stay organized and consistent benefit most under this system. Financial habits now play a bigger role in avoiding stress during tax season. Staying ahead of the system now means staying ahead of the data.

What steps will help taxpayers adjust most effectively to this new level of IRS scrutiny?

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: tax tips Tagged With: freelancers, income reporting, IRS, Planning, small business taxes, tax audits, tax compliance, tax discrepancies, taxes

Excessive Business Expense Claims Are Being Flagged at Higher Rates in 2026

June 7, 2026 by Brandon Marcus Leave a Comment

Excessive Business Expense Claims Are Being Flagged at Higher Rates in 2026
Tax authorities in 2026 now use advanced digital systems to flag excessive business expense claims, making accurate record-keeping and detailed documentation essential for avoiding audits and financial penalties. Shutterstock

Tax season in 2026 feels very different for business owners who once treated expense claims as routine paperwork. Tax authorities now scan filings with sharper digital tools that detect patterns, inconsistencies, and inflated deductions in seconds. Businesses across multiple industries report faster audits and more detailed follow-ups on even small discrepancies.

Expense claims that once slipped through now trigger immediate reviews and verification requests. Financial transparency has become the new standard, and the margin for error keeps shrinking.

Tax Scrutiny Tightens in 2026

Tax agencies across North America now use advanced algorithms that flag unusual expense behavior in real time. These systems compare business filings against industry benchmarks and historical patterns. A sharp increase in entertainment costs or travel deductions now raises instant red flags. Officials aim to close loopholes that previously allowed inflated or repetitive claims to go unnoticed. Businesses feel this shift during filing season when more returns come back with questions attached.

This new scrutiny does not just target large corporations anymore. Small businesses and freelancers now face the same level of digital oversight as major companies. Authorities focus on consistency, not just size, which makes every claim matter more than ever. Even minor irregularities can trigger requests for receipts, contracts, and proof of service. The result creates a tighter financial environment where accuracy drives compliance success.

Why Expense Claims Are Under the Microscope

Governments continue to lose billions annually due to exaggerated or fabricated business deductions. This pressure pushes tax agencies to refine their detection systems and expand audit coverage. Expense fraud often hides in common categories like meals, travel, and office supplies. These categories attract attention because they allow flexible interpretation and easy inflation. Authorities now prioritize these areas when selecting returns for review.

Economic conditions also play a role in the increased scrutiny. Rising public spending demands stronger tax enforcement to balance budgets. Governments want to ensure fair contribution from every business segment. That goal leads to more aggressive filtering of expense claims during filing season. Businesses now operate in an environment where every deduction carries higher visibility and higher risk.

Common Red Flags That Trigger Audits

Certain patterns immediately draw attention from automated tax systems in 2026. Large spikes in expenses without matching revenue growth often trigger deeper review. Repeated claims in categories like “miscellaneous expenses” also raise suspicion. Inconsistent mileage logs or vague travel descriptions increase the chance of audit selection. Even duplicate invoices across different periods create alert signals in modern systems.

Tax authorities also watch for round-number reporting trends. Businesses that consistently report rounded expenses instead of exact figures appear less credible in digital evaluations. Sudden shifts in supplier payments or unusually high contractor fees also stand out. These signals do not guarantee wrongdoing, but they increase the likelihood of investigation. Accuracy and detail now act as the strongest defense against unnecessary audits.

Digital Tracking Tools Change the Game

Accounting software now plays a major role in shaping how expense claims get reviewed. Many platforms automatically sync bank transactions, receipts, and invoices in real time. This integration allows tax agencies to cross-check submitted claims against digital records. Artificial intelligence tools identify mismatches faster than traditional human review ever could. Businesses that rely on manual tracking struggle to keep up with this level of precision.

Cloud-based systems also increase transparency between businesses and tax authorities. Some jurisdictions now allow direct data sharing from accounting platforms during audits. This shift reduces paperwork but increases accountability. Businesses that maintain clean, well-organized digital records pass audits more smoothly. The rise of automation rewards consistency and penalizes sloppy bookkeeping habits.

Industries Seeing the Most Attention

Certain industries experience heavier scrutiny due to historical patterns of inflated expenses. Construction, hospitality, and transportation sectors often top the list. These industries rely heavily on variable costs like fuel, subcontractors, and lodging. That flexibility creates more opportunities for inconsistent reporting. Tax agencies now focus on these sectors when deploying audit resources.

Creative industries also face increased attention in 2026. Marketing agencies, content creators, and freelance consultants often mix personal and business expenses. This overlap creates confusion in expense classification. Authorities now require clearer separation of personal and professional costs. Businesses in these fields must maintain sharper documentation to avoid unnecessary penalties.

Smart Documentation Habits That Prevent Trouble

Strong documentation practices now protect businesses more than ever before. Clear receipts, detailed invoices, and accurate timestamps build credibility during audits. Businesses that categorize expenses immediately avoid confusion during tax season. Consistent record-keeping reduces the risk of missing or duplicated claims. Good habits also speed up internal financial reviews throughout the year.

Many accountants now recommend weekly reconciliation instead of yearly cleanup. This approach catches errors early and prevents last-minute filing stress. Businesses that maintain organized digital folders respond faster to audit requests. Tax agencies respond positively when companies provide structured and complete records. Precision in documentation now acts as a financial safeguard rather than just an administrative task.

What Businesses Can Expect Going Forward

Tax enforcement will likely continue tightening as digital tools grow more advanced. Governments plan to expand automated auditing systems across more industries. Businesses should expect faster reviews and shorter response deadlines in future tax cycles. Expense claims will need stronger justification and clearer supporting evidence. Financial transparency will remain the central focus of tax compliance strategies.

At the same time, improved technology can also benefit compliant businesses. Faster processing, fewer manual errors, and clearer reporting standards create efficiency for well-organized companies. Businesses that adapt early to these systems gain a long-term advantage. Strong financial discipline now shapes smoother operations in the years ahead. The direction of tax enforcement clearly rewards accuracy, structure, and accountability.

What steps does your business take to stay ahead of stricter expense claim rules in 2026?

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: Business Tagged With: accounting 2026, business taxes, expense claims, financial compliance, IRS scrutiny, small business finance, tax audits

IRS Audit Rates Are Increasing for Middle-Income Earners—Here’s Why

May 15, 2026 by Brandon Marcus Leave a Comment

IRS Audit Rates Are Increasing for Middle-Income Earners—Here’s Why
An IRS audit stamp pressed on tax forms – Shutterstock

For years, many middle-income Americans treated IRS audits like lightning strikes—rare, random, and mostly aimed at millionaires with offshore accounts and yachts parked somewhere in Monaco. That assumption no longer matches reality. The IRS has quietly shifted its attention toward taxpayers earning ordinary incomes, and plenty of filers now face extra scrutiny over deductions, side hustle income, and digital payment activity.

That change has rattled households across the country because nobody wants an unexpected letter from the IRS sitting in the mailbox beside grocery coupons and utility bills. A growing number of workers now juggle freelance gigs, online sales, investment apps, and multiple income streams, which creates more opportunities for reporting mistakes. At the same time, the IRS finally gained funding and upgraded technology after years of operating with outdated systems and limited staffing.

The IRS Finally Has More Money and Better Technology

The IRS spent years operating like an old flip phone in a smartphone world. Ancient computer systems forced agents to process mountains of paperwork manually, which slowed enforcement efforts and allowed countless questionable returns to slip through the cracks. New federal funding changed that equation dramatically, and the agency now uses upgraded data analysis tools that identify suspicious tax patterns much faster than before.

That technology especially affects middle-income earners because modern financial life leaves digital breadcrumbs everywhere. Payment apps, online marketplaces, brokerage accounts, and freelance platforms all generate electronic records that the IRS can compare against tax returns in seconds. A taxpayer who forgets to report a few thousand dollars from contract work might assume the omission stays hidden, but automated systems now catch many discrepancies automatically.

The agency also focuses on efficiency because auditing ultra-wealthy taxpayers often requires years of legal battles and specialized investigators. Middle-income audits usually move faster and cost less to complete, which makes them attractive targets when the IRS wants measurable enforcement results. That strategy does not mean the average worker suddenly faces daily audit threats, but it does mean sloppy reporting creates bigger risks than it did five years ago.

Side Hustles and Gig Work Trigger More Red Flags

The rise of gig work completely changed the tax landscape for millions of Americans. Drivers, delivery workers, Etsy sellers, online resellers, influencers, and freelancers often earn money from several sources at once, and many taxpayers struggle to track every payment correctly. The IRS noticed that problem quickly because independent contractor income historically carries higher error rates than traditional W-2 wages.

A middle-income household might include a teacher who tutors online, a mechanic who flips car parts on weekends, or an office worker earning extra cash through food delivery apps. Those income streams often feel informal, especially when payments arrive through apps or direct transfers. Unfortunately, the IRS treats that money exactly like any other taxable income, and missing forms or inaccurate reporting frequently attract attention.

New reporting requirements also increased visibility into these transactions. Third-party payment platforms now send more tax documentation to both taxpayers and the IRS, which creates a clear paper trail. When someone reports less income than the IRS expects based on submitted forms, automated systems can flag the discrepancy almost immediately. That mismatch often triggers notices, requests for clarification, or full audits depending on the size of the difference.

Certain Deductions Raise Audit Odds Fast

Some deductions practically wave giant red flags in front of IRS systems when taxpayers claim amounts that look unusually large compared to their income. Home office deductions, charitable donations, business meal write-offs, and vehicle expenses frequently land in that category. Many middle-income taxpayers accidentally increase audit risk because they rely on rough estimates instead of detailed documentation.

A freelancer earning $65,000 annually who suddenly claims $25,000 in business expenses creates obvious questions for the IRS. The same thing happens when someone reports charitable donations that seem disproportionately high compared to total income. Those situations do not automatically mean fraud occurred, but they often encourage the IRS to take a closer look.

Poor recordkeeping makes everything worse. Taxpayers frequently scramble for receipts months after filing, only to discover incomplete records and missing documentation. The IRS expects organized proof for deductions, especially business-related expenses, and vague explanations rarely satisfy auditors. Strong documentation dramatically lowers stress levels during an audit because taxpayers can quickly verify legitimate claims instead of guessing their way through financial history.

IRS Audit Rates Are Increasing for Middle-Income Earners—Here’s Why
A folder filled with tax deductions – Shutterstock

Crypto and Investment Activity Add More Complexity

Stock trading apps and cryptocurrency platforms introduced millions of Americans to investing, but they also created major tax confusion. Many middle-income earners now buy and sell digital assets without fully realizing how complicated the reporting rules can become. Every sale, exchange, or gain potentially carries tax consequences, and inaccurate reporting often attracts IRS attention.

Cryptocurrency especially frustrates taxpayers because transactions may seem anonymous or disconnected from traditional banking systems. The IRS strongly disagrees with that assumption. Federal agencies increasingly cooperate with crypto exchanges and financial platforms to identify unreported gains and missing income. Tax forms tied to investment accounts now provide the IRS with far more visibility than many traders realize.

Short-term trading creates additional complications because frequent transactions generate complex tax records. Someone who casually trades stocks or crypto throughout the year might accidentally overlook taxable events or miscalculate gains. Those reporting errors can trigger notices even when taxpayers acted honestly. Middle-income investors who once considered themselves too financially ordinary for IRS scrutiny now face the same reporting expectations as seasoned traders.

Small Mistakes Can Snowball Into Bigger Problems

Many taxpayers picture audits as dramatic investigations involving hidden money and criminal activity, but plenty of audits begin with simple mistakes. Math errors, missing forms, inconsistent reporting, and incorrect filing statuses often start the process. Once the IRS identifies discrepancies, agents may expand the review into additional parts of the return.

Middle-income earners sometimes make the situation worse by ignoring IRS letters out of fear or confusion. That approach rarely helps because unresolved issues often grow larger over time through penalties and interest charges. Responding quickly and providing accurate documentation usually leads to smoother outcomes than delaying communication for months.

Tax professionals continue urging taxpayers to slow down during filing season instead of rushing returns at the last minute. Careful review, organized records, and accurate reporting dramatically reduce audit risk. Americans do not need to panic about the IRS hunting every middle-class household, but the days of casual tax reporting and guesswork have clearly started fading away.

Why Smart Tax Preparation Matters More Than Ever

The IRS now operates with sharper tools, broader reporting access, and a growing focus on middle-income compliance. That combination means ordinary taxpayers face greater pressure to file accurate returns, especially when side hustles, investments, and deductions enter the picture. A clean, organized tax return no longer feels optional in today’s environment because even small inconsistencies can trigger unwanted attention.

Could rising IRS audit activity change the way you approach taxes and side hustle income moving forward? Let’s hear your opinions below in the comments.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: Lifestyle Tagged With: income taxes, IRS audits, IRS changes, IRS enforcement, middle-income earners, Personal Finance, Planning, saving money, tax audits, Tax Deductions, tax filing mistakes, tax returns, tax season

6 Reasons the IRS Is Flagging More Trusts in 2025

August 16, 2025 by Catherine Reed Leave a Comment

6 Reasons the IRS Is Flagging More Trusts in 2025
Image source: 123rf.com

Trusts have long been a reliable tool for managing assets, reducing taxes, and protecting wealth for future generations. However, the IRS is increasing its focus on trust reporting and compliance, meaning more trust arrangements are being reviewed than in previous years. For trustees, beneficiaries, and grantors, this shift can have serious financial implications if records are incomplete or the structure is questionable. Understanding why the IRS is flagging more trusts in 2025 can help you prepare and avoid costly audits or penalties. Here are six reasons behind the increase in scrutiny — and what you can do to stay compliant.

1. Increased Reporting Requirements for Beneficial Ownership

One major reason the IRS is flagging more trusts in 2025 is the expansion of reporting requirements for beneficial ownership. New rules require greater transparency about who ultimately controls or benefits from a trust. This includes disclosing names, addresses, and taxpayer identification numbers of all relevant parties. The IRS is using this data to spot patterns that might indicate tax evasion or hidden assets. If your trust documents aren’t up to date with these disclosures, it could be flagged for further review.

2. Heightened Focus on Foreign Trusts

Foreign trusts have always attracted IRS attention, but 2025 brings even more oversight due to global efforts to crack down on tax havens. The IRS is flagging more trusts in 2025 that involve offshore accounts or property ownership outside the United States. Even if the trust is legitimate, missing or inaccurate reporting on Form 3520 or 3520-A can trigger audits. The penalties for noncompliance with foreign trust reporting are steep, sometimes reaching tens of thousands of dollars. Staying ahead of these requirements is crucial for trustees with international holdings.

3. Suspected Use for Income Shifting

Income shifting — transferring income to beneficiaries in lower tax brackets — is a legitimate strategy when done properly. However, the IRS is flagging more trusts in 2025 when it suspects the arrangement exists primarily to avoid taxes. Sudden spikes in distributions, irregular beneficiary patterns, or inconsistent filings can all raise red flags. The IRS is using advanced analytics to detect these irregularities more quickly than in the past. Ensuring the trust has a clear, documented purpose beyond tax savings can help avoid unnecessary scrutiny.

4. Complex Structures Without Clear Documentation

The more complicated the trust, the more likely it is to catch the IRS’s eye, especially if the supporting paperwork is lacking. In 2025, the IRS is flagging more trusts that contain multiple layers of entities, cross-ownership, or hard-to-value assets without clear accounting trails. These arrangements can make it difficult to determine taxable income and the rightful allocation of deductions. Without accurate, organized records, even legitimate trusts can face prolonged audits. Trustees should prioritize transparency and maintain clear documentation for every transaction.

5. Discrepancies Between Tax Returns and Trust Filings

Another reason the IRS is flagging more trusts in 2025 is the growing use of cross-checking between personal, business, and trust tax returns. If reported income or deductions don’t match across these filings, the IRS sees it as a sign something may be amiss. For example, if a trust claims a deduction for property expenses but no related income appears elsewhere, it may trigger a review. Automated systems are making these discrepancies easier to spot. Regular reconciliation between all related filings can help avoid mismatches.

6. Large Distributions Without Proper Withholding

When a trust makes large distributions, certain amounts may need to be withheld for taxes. The IRS is flagging more trusts in 2025 when these withholdings are missing, late, or improperly calculated. This is especially true for distributions to foreign beneficiaries, which have strict withholding rules. Failing to comply not only triggers audits but can also lead to hefty penalties for the trustee. Understanding the withholding obligations for your specific trust type is essential to staying in compliance.

Staying Ahead of IRS Scrutiny

The fact that the IRS is flagging more trusts in 2025 doesn’t mean trusts are no longer valuable estate planning tools. It does mean, however, that careful attention to compliance, transparency, and accurate reporting is more important than ever. Trustees should work closely with accountants, attorneys, and financial advisors to ensure every detail is handled properly. By being proactive rather than reactive, you can preserve the benefits of your trust while avoiding unnecessary conflict with the IRS.

Do you think your trust would pass today’s stricter IRS standards? Share your thoughts and experiences in the comments to help others prepare.

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Catherine Reed
Catherine Reed

Catherine is a tech-savvy writer who has focused on the personal finance space for more than eight years. She has a Bachelor’s in Information Technology and enjoys showcasing how tech can simplify everyday personal finance tasks like budgeting, spending tracking, and planning for the future. Additionally, she’s explored the ins and outs of the world of side hustles and loves to share what she’s learned along the way. When she’s not working, you can find her relaxing at home in the Pacific Northwest with her two cats or enjoying a cup of coffee at her neighborhood cafe.

Filed Under: Tax Planning Tagged With: Estate planning, IRS is flagging more trusts in 2025, IRS scrutiny, tax audits, trust compliance, trust reporting rules

Pay Attention to These 8 Tax Pitfalls

January 31, 2022 by Tamila McDonald Leave a Comment

tax pitfalls

Filing your taxes each year isn’t usually easy. For one, tax laws are incredibly complex. For another, there is a slew of credits and deductions out there, making it hard for most people to ensure that they’re tapping everything they’re eligible to use. Thankfully, by learning about tax pitfalls, it’s possible to handle your taxes correctly. Here are eight tax pitfalls that all filers need to pay attention to this year.

1. Not Researching Tax Breaks

As mentioned above, there are numerous credits and deductions available to tax filers. The thing is, if you don’t find the ones you can use on your own (or by using an appropriate tax service or professional), the IRS isn’t going to tell you that you missed one.

Generally, the IRS worries about you underpaying, not overpaying. If you miss a credit or deduction, that’ll essentially be on you.

If you’re worried that you’re overlooking an opportunity, then turn to a tax professional or use reputable tax software. With the former, they’ll have the expertise to ensure you check every potential option. With the latter, the software knows about every deduction and credit that’s out there and can help determine if you’re eligible with a few clicks.

2. Mixing Up the Deadlines

While it would be easier if all of the tax-related deadlines were the same, that isn’t how they’re set up. Certain things wrap up on December 31 of the tax year, while others extend into the new year. For example, mortgage interest and 401(k) contributions are calculated from January 1 through December 31 during the tax year.

However, you can make a qualifying contribution into an IRA until the tax filing deadline the year after. For instance, if you wanted to boost your tax deduction when you file your 2021 taxes in 2022, you could contribute to a qualifying IRA up until April 15, 2022, and apply that amount to your 2021 taxes. The same option is available for health savings accounts.

By knowing the various deadlines, you have the ability to maximize certain deductions within a given tax year. As a result, you may be able to reduce what you owe significantly.

3. Overlooking Non-Traditional Income

When you file your taxes, you need to include all of your income from every source. While this is simple with traditional jobs that provide W-2s, those aren’t the only kinds of earnings that you’ll need to report.

For instance, anything reported on a 1099 typically needs to be reported. This includes self-employment income from specific sources, as well as investment earnings, gambling winnings, sweepstakes prizes, lottery winnings, savings account interest, and more.

Additionally, you have to report income that doesn’t show on any forms. Usually, a 1099 is only required if the dollar amount in question crosses a specific line, such as $600. However, if you earned $200 doing online surveys, you still have to report that money, even if you don’t get a 1099. Otherwise, you may underreport and could face a penalty.

4. Making Math Mistakes

Even a small math error can have big consequences if it causes you to underpay. Plus, errors might increase your odds of getting audited, which isn’t any fun.

Usually, math issues are most likely for those doing their taxes by hand. With software systems – including those traditionally used by tax professionals – the calculations are built into the program, reducing the likelihood of a mistake. As a result, using a solution could be your best bet.

5. Incorrect Names or Social Security Numbers

While you might think that a small typo in a filer’s or dependent’s name or Social Security number isn’t a big deal, the IRS doesn’t agree. Missing or incorrect Social Security numbers will get noticed and trigger ramifications, the nature of which may vary depending on the rest of your situation.

The same goes for misspelled names. If the name doesn’t match what’s on file with Social Security, you could face filing difficulties.

6. Choosing the Wrong Filing Status (or Incorrectly Claiming Dependents)

When you file your taxes, you have to select a filing status. If you pick the wrong one, you could end up paying more than you should or less than you’re required. With the former, that means sending money to the IRS that you didn’t owe, which isn’t ideal. With the latter, you’ll face penalties when your mistake is caught.

Incorrectly claiming dependents comes with the same risks. You could end up over or underpaying, neither of which is good.

If you need more information about filing status and dependent options, the IRS has an online tool that can help. Plus, most tax software solutions and professionals can help you determine the right classification for your situation.

7. Not Filing for an Extension If You’re Struggling Last Minute

If you’re trying to wrap up your taxes and filing day is just a couple of days away, be realistic about whether you can pull it off. If your situation is too complex to finish on your own in that time, file for an extension immediately.

When you file for an extension, you’re letting the IRS know that you are having trouble getting everything handled before the deadline, keeping the agency in the loop. Usually, the IRS is reasonably forgiving if you file an extension and will typically grant you the needed time in this situation. Just remember that you need to pay what you owe by the filing deadline. Otherwise, you may face financial penalties.

8. Paying Too Much to File

Many people don’t realize that those with simple tax situations and who have household incomes below a specific threshold can usually file their taxes online for free. For example, if your adjusted gross income (AGI) is no more than $73,000, you can use the IRS Free File program, which includes online forms, automatic calculations, and e-file capabilities.

However, there are other free services available. Many of the major tax software providers have a free version for simple tax situations, such as those who only have W-2 income to report, are claiming the standard deduction, and are only using basic tax credits.

Before you pay for any service, see if a free filing option is available to you. That way, you can get the job done without spending any money unnecessarily.

Can you think of any other tax pitfalls people should watch out for when they file? Have you had to deal with any of the pitfalls above and want to tell others about your experience? Share your thoughts in the comments below.

Read More:

  • Tax Tips for Tax Time
  • Annuities and Taxes: Here’s What You Need to Know
  • The Best Way to Do Your Taxes When Running Your Own Business
Tamila McDonald
Tamila McDonald

Tamila McDonald is a U.S. Army veteran with 20 years of service, including five years as a military financial advisor. After retiring from the Army, she spent eight years as an AFCPE-certified personal financial advisor for wounded warriors and their families. Now she writes about personal finance and benefits programs for numerous financial websites.

Filed Under: tax tips Tagged With: tax audits, tax pitfalls, tax tips

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