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Tax News & Insights

Expert analysis and updates on tax relief, IRS policies, and financial strategies

Offer in Compromise: Myth vs Fact (What the IRS Actually Looks At)

Offer in Compromise: Myth vs Fact (What the IRS Actually Looks At)

Offer in Compromise sounds like “settle for pennies,” but that’s not how the IRS evaluates it. Here’s a clean Myth vs Fact breakdown of who actually qualifies, what the IRS looks at, and why many offers fail.

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Currently Not Collectible (CNC): When the IRS Can Pause Collections Because You Can’t Afford to Pay

Currently Not Collectible (CNC): When the IRS Can Pause Collections Because You Can’t Afford to Pay

If paying the IRS would keep you from covering basic living expenses, you may be able to request a temporary collection delay called Currently Not Collectible (CNC). Here’s what CNC is, what it isn’t, what the IRS may require, and what to expect while your account is in hardship status.

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IRS Penalty Abatement: First Time Abate vs Reasonable Cause (and What Actually Works)

IRS Penalty Abatement: First Time Abate vs Reasonable Cause (and What Actually Works)

If you owe the IRS, penalties can add up fast. The good news: in many cases you can request penalty relief through First Time Abate (FTA) or Reasonable Cause. Here’s what each option means, who may qualify, and how to request it without making the situation worse.

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1099 vs Sole Proprietor vs S‑Corp: When Does It Make Sense to “Incorporate Yourself”?

1099 vs Sole Proprietor vs S‑Corp: When Does It Make Sense to “Incorporate Yourself”?

A 1099 is a tax form — not a business structure. Most 1099 workers are sole proprietors by default. The real question is: when does it make sense to stay Schedule C vs elect S‑Corp status for potential savings (and added complexity)? Here’s a simple breakdown with real numbers.

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IRS Collection Notices Explained: CP14, CP501, CP503, CP504, LT11 — and What to Do If You Owe

IRS Collection Notices Explained: CP14, CP501, CP503, CP504, LT11 — and What to Do If You Owe

If you owe the IRS, you’ll usually see a series of balance-due and collection notices that escalate over time. Here’s what the most common letters mean (CP14 through CP504, LT11/Letter 1058), what you might see next, and the safest way to respond without making things worse.

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Live in One State, Work in Another? Here’s How Blue-Collar Workers End Up Owing Taxes They Didn’t Expect

Live in One State, Work in Another? Here’s How Blue-Collar Workers End Up Owing Taxes They Didn’t Expect

If you cross state lines for work — trucking, construction, field service, owner-operator, or side jobs — you can end up owing state taxes you didn’t even know were coming. Here’s why it happens, how to avoid the surprise bill, and what to do if you’re already getting notices.

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Best Tips for Filing Your 1099 Taxes This Year (2025 Return): What to Gather, What Changed, and How to Avoid Surprises

Best Tips for Filing Your 1099 Taxes This Year (2025 Return): What to Gather, What Changed, and How to Avoid Surprises

If you’re a 1099 contractor, gig worker, or small business owner, filing taxes can feel messy—until you break it into a simple checklist. Here are the best tips for filing your 2025 return, including what to track, what forms matter, and a key 1099-K reporting change that affects payment apps and online marketplaces.

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Possible Government Shutdown: What It Could Mean for Tax Season (and Why You Should Prepare Right Now)

Possible Government Shutdown: What It Could Mean for Tax Season (and Why You Should Prepare Right Now)

With a late-January funding deadline, a partial government shutdown is possible right as tax season gets underway. Here’s what a shutdown could mean for IRS services, what happened during the 2025 shutdown, and why getting your documents together now matters—especially if you already owe.

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IRS Is Now Accepting 2025 Tax Returns: What You Need to File, What to Do If You Owe, and How to Catch Up

IRS Is Now Accepting 2025 Tax Returns: What You Need to File, What to Do If You Owe, and How to Catch Up

The IRS is officially accepting 2025 federal tax returns. Here’s a practical checklist of what you need to file, what to do if you owe (pay in full vs payment plan vs extension), and how to handle unfiled returns from prior years.

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IRS Opens the 2026 Filing Season on Jan. 26: What to Do Now + Key Individual Changes Under the One, Big, Beautiful Bill Act

IRS Opens the 2026 Filing Season on Jan. 26: What to Do Now + Key Individual Changes Under the One, Big, Beautiful Bill Act

The IRS officially begins accepting 2025 tax returns on Monday, Jan. 26, 2026. Here’s what to do before you file — plus a plain-English breakdown of major individual tax changes now in effect under the One, Big, Beautiful Bill Act.

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1099 Threshold Changes: The New $2,000 Rule for 1099-NEC/1099-MISC (2026) and the 1099-K Shift for Payment Apps

1099 Threshold Changes: The New $2,000 Rule for 1099-NEC/1099-MISC (2026) and the 1099-K Shift for Payment Apps

A new federal law changes multiple 1099 reporting thresholds. Starting in 2026, the reporting threshold for Forms 1099-NEC and 1099-MISC rises from $600 to $2,000 (and then adjusts for inflation). The law also restores the 1099-K payment app/marketplace threshold to the pre-$600 rule. Here’s what changed, what it does NOT mean, and how to protect yourself from surprise tax bills.

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New Gambling Loss Deduction Limit: The 90% Rule Starting in 2026 (Why Break‑Even Can Still Be Taxable)

New Gambling Loss Deduction Limit: The 90% Rule Starting in 2026 (Why Break‑Even Can Still Be Taxable)

A new federal tax law changes how gambling losses work starting in 2026. Instead of deducting 100% of losses (up to winnings), the deduction is reduced—meaning some gamblers can owe taxes even in a break‑even year. Here’s what changed, simple examples, and what to do if it triggers an unexpected IRS balance.

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Trump’s Proposed 10% Credit Card Interest Cap: Could Paying the IRS With a Card Save You Money?

Trump’s Proposed 10% Credit Card Interest Cap: Could Paying the IRS With a Card Save You Money?

President Donald Trump floated a one-year 10% cap on credit card interest rates. If something like this ever became law, it could change the math for taxpayers carrying an IRS balance — because IRS penalties can add up faster than most people realize, especially if you haven’t filed yet.

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Tariffs in 2025: Rising Costs, Higher Prices, and Why Now Is the Time to Resolve Your Tax Debt

Tariffs in 2025: Rising Costs, Higher Prices, and Why Now Is the Time to Resolve Your Tax Debt

New tariffs in 2025 are driving up the cost of goods across key industries, squeezing household budgets nationwide. Learn how these rising expenses may actually strengthen your case for IRS relief — and why now is the time to resolve back taxes.

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The 2025 Affordability Crisis: Why Tackling Tax Debt Makes Life More Affordable

The 2025 Affordability Crisis: Why Tackling Tax Debt Makes Life More Affordable

With costs climbing and the holidays approaching, many families feel financially overwhelmed. Learn how the 2025 affordability crisis impacts IRS relief options—and why addressing back taxes now can actually free up room in your budget.

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The 2025 Government Shutdown: What Happened and What It Means for Taxpayers

The 2025 Government Shutdown: What Happened and What It Means for Taxpayers

From October 1st to November 12th, 2025, the U.S. experienced the longest government shutdown in history. Here’s a clear breakdown of what caused it, how it impacted the IRS, federal workers, and the average American — and what it means for taxpayers moving forward.

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Labor Day Spotlight: Standard vs. Itemized Deductions for W-2 Workers

Labor Day Spotlight: Standard vs. Itemized Deductions for W-2 Workers

W-2 workers face an important tax decision each year: take the standard deduction or itemize. Learn the differences, pitfalls, advantages, and how to protect yourself from audit risk — all with a Labor Day focus on the value of your work.

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What to Do If the IRS Assigns a Revenue Officer to Your Case

What to Do If the IRS Assigns a Revenue Officer to Your Case

An IRS Revenue Officer is a local field collector with broad enforcement power. Learn who they are, how they differ from ACS, how they contact you, what to do when assigned, and why Wynn Tax Solutions is uniquely equipped to protect your income and assets.

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What to Do If You Receive an IRS CP504 Final Notice

What to Do If You Receive an IRS CP504 Final Notice

The IRS CP504 Final Notice is a serious warning: you have 30 days to act before the IRS can seize your income, bank accounts, or property. Learn what it means, what’s at risk based on your balance and assets, and how to protect yourself.

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Questions About My 1099 – Truck Driver Edition

Questions About My 1099 – Truck Driver Edition

If you're a truck driver—or any 1099 contractor—taxes don't auto-deduct from your paycheck. You're both the worker and the accountant. This guide walks you through what to expect, common pitfalls, and how Wynn Tax Solutions can step in when life throws curveballs.

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How Retirement Accounts Affect Your Taxes at Every Stage

How Retirement Accounts Affect Your Taxes at Every Stage

Retirement accounts like 401(k)s and IRAs are powerful tools for financial freedom, but they also come with important tax implications. This guide walks you through the impact of taxes at each stage—from contributing to withdrawing—so you can plan better and avoid costly surprises.

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7 Tax Pitfalls Small Businesses Face and How to Avoid Them

7 Tax Pitfalls Small Businesses Face and How to Avoid Them

Many small businesses fall into common tax traps that cost time, money, and peace of mind. Learn what they are, how they affect you, and how Wynn Tax Solutions helps you stay compliant and confident.

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What to Do If You Receive an IRS CP503 Notice

What to Do If You Receive an IRS CP503 Notice

The IRS CP503 is your second official notice that a tax balance remains unpaid. Learn why you received it, how it differs from CP501, and what steps to take before collections escalate.

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What to Do If You Receive an IRS CP501 Notice

What to Do If You Receive an IRS CP501 Notice

The IRS CP501 is your first official notice that a tax balance is due. Learn what it means, why you received it, and what to do before collections escalate.

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How a Tax Advocate Embodies the Taxpayer Bill of Rights

How a Tax Advocate Embodies the Taxpayer Bill of Rights

Every taxpayer is protected by ten fundamental rights. Learn what these rights mean, how a Tax Advocate embodies them in their work.

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Understanding Tax Relief

Understanding Tax Relief

Tax relief can help individuals and businesses reduce their tax burdens through deductions, credits, settlements, and negotiations with the IRS. Understanding your options and the steps involved is key to securing the best outcome for your financial situation...

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How to Really Negotiate with the IRS

How to Really Negotiate with the IRS

Negotiating with the IRS doesn’t have to be overwhelming. With the right strategy, you can reduce penalties, set up manageable payment plans, or even settle your debt for less than you owe. Learn the key strategies to protect your financial future and get back on track...

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IRS Wage Garnishment: What It Is and How To Stop It

IRS Wage Garnishment: What It Is and How To Stop It

The IRS can legally garnish your wages if you owe back taxes and don’t take action. Learn how the garnishment process works, what signs to look for, and how Wynn Tax Solutions can help you stop it before your paycheck is affected.

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Bank Levy: What It Means When the IRS Freezes Your Account

Bank Levy: What It Means When the IRS Freezes Your Account

A bank levy is one of the most aggressive IRS collection actions—and it can drain your account with no warning. Learn the signs, your rights, and how to stop or reverse a levy before it’s too late. This guide walks you through what to expect and how Wynn Tax Solutions can help.

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