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[Navigating Tax Season: Expert Advice on Filing, Freelancing, and Resolving Debt]-[Your 2025 tax questions, answered]

Life Kit · B2 · 2025-02-25

nprLife
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📋 Summary

Navigating Tax Season: A Comprehensive Guide

Tax season is often met with anxiety, yet understanding the fundamentals can demystify the process. In this episode of NPR's Life Kit, tax attorneys Hannah Borakov and Leo Gabovich provide essential guidance on how to manage filings, handle freelance income, and navigate potential tax debt.

When to DIY vs. Seeking Professional Help

For most individuals with a straightforward W-2 income and standard deductions, modern tax software is highly effective. As Borakov notes, there is little reason to pay hundreds of dollars for an accountant when software is "so intelligent and easy to use." However, professional guidance becomes necessary for those managing their own businesses or working as independent contractors. A knowledgeable expert can set freelancers up for success, ensuring they don't miss complex deductions.

Understanding Freelance Income and the 1099

A common point of confusion is the 1099 form. This form is issued to independent contractors who are not salaried employees. While companies may not issue a 1099 for income under a certain threshold, the law still requires taxpayers to "report all income that you receive." Even if a 1099 is absent, the obligation to report remains. Failing to report income can lead to audits, interest, and penalties. While the IRS may waive penalties if a taxpayer can prove a legitimate oversight, the underlying tax must still be paid.

The Complexity of Remote Work Taxation

Remote work has complicated state-level tax obligations. Employees working remotely for a company based in a different state—particularly in states like New York with the "convenience of the employer rule"—may still be liable for taxes in the employer's state. As the experts explain, "if you are working out of the state for a New York employer purely for your benefit, you still have to pay those New York state income taxes." Taxpayers should look into receiving a tax credit in their home state to offset potential double taxation.

Options for Tax Debt

If a taxpayer finds themselves unable to pay their tax bill in full, several relief programs exist:

  • Installment Agreements: A standard payment plan allowing taxpayers to pay off their debt over a set term (typically up to 72 months).
  • Partial Pay Installment Agreements: Designed for those who cannot afford the full amount, allowing payments based on what the taxpayer can actually afford.
  • Offer in Compromise: A formal deal with the government to settle tax debt, including interest and penalties, for a lower total amount.
  • Currently Non-Collectible Status: An option for those with zero income or severe health issues, where the IRS temporarily halts collection efforts.

Utilizing the Taxpayer Advocate Service

For those feeling overwhelmed, the Taxpayer Advocate Service is an invaluable, free resource. These professionals act as "the social workers of the IRS," helping taxpayers navigate disputes, understand their rights, and communicate effectively with the agency. They can even issue "Taxpayer Advocate orders" to ensure the IRS addresses a taxpayer's issue promptly.

Selecting a Professional

When hiring help, prioritize credentials. Avoid "non-accredited individuals" and ensure you are working with a licensed CPA or an Enrolled Agent. Enrolled Agents are particularly recommended as a cost-effective alternative to CPAs; they are qualified through IRS-administered testing to represent taxpayers and possess the expertise necessary to provide peace of mind during tax season.

🎯Key Sentences

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I will say, pretty much everybody I know dreads the filing part.
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That isn't going to happen, by the way.
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So let's all take a big, deep breath together.
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In my opinion, if you've just got a W -2, even if you have a W -2 and let's say you have a few like common kind of deductions where you've got kids, you've got real estate property taxes, things like that.
5
There's no reason to pay an accountant hundreds of dollars when you could really just spend half an hour and just get it done for yourself.
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📝Key Phrases

1
at the very last minute
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set you up for success
3
break the bank
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from a practical perspective
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it boils down to
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📖 Transcript

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