Sales Tax Mistakes to Be Aware of and How to Avoid Them

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sales tax mistakes to be aware of and how to avoid them

Key Takeaways

  • Let’s start with this one because it is not something sellers commonly see.
  • Whether or not a buyer is allowed tax-free status is up to you to find out. You must make certain the buyer has a legal exemption; otherwise, you could be found liable for uncollected sales tax (see jail time above).
  • Did you know there are over 11,000 sales tax jurisdictions in the US? Not only that, but changes occur annually.

As a retailer or other seller of products, you have a lot of details to attend to but one of the most important, often most complex, is your sales and use tax obligations. Sometimes determining sales tax is like peeling an onion; just when you think you have found all the nuances, there is another layer to contend with.

Non-payment of sales and use tax comes with stiff fines, potential jail time, and repayment requirements. Avoiding all that is essential to both your business and your well-being.

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What to Do If You Miss the Tax Filing Deadline

What To Do If You Missed The Tax Deadline

If you miss the tax filing deadline, file as soon as possible — even if you can’t pay what you owe. The failure-to-file penalty is ten times more expensive per month than the failure-to-pay penalty, and filing without full payment is dramatically better than not filing at all.

Most people get this backwards: the instinct is to wait until you can pay. But filing and paying are separate decisions with separate consequences. Filing immediately — even without a dollar toward the balance — stops the more expensive clock immediately.

The Two Penalties — and Why They Are Not Equivalent

The failure-to-file penalty under IRC § 6651(a)(1) is 5% of unpaid tax per month, capped at 25%. The failure-to-pay penalty under IRC § 6651(a)(2) is 0.5% per month, also capped at 25%. Both start running from the original due date — but one is ten times more aggressive than the other.

In actual numbers: on a $20,000 balance unpaid for five months, the failure-to-file penalty alone is $5,000. If you had filed on time but paid nothing, the failure-to-pay penalty for the same five months is $500. Same balance, same five months, ten times less in penalties.

One more mechanic: when both penalties apply simultaneously, the combined monthly rate stays at 5% — the failure-to-pay penalty is absorbed into the failure-to-file rate rather than stacking on top. Filing stops the 5% clock. The 0.5% failure-to-pay penalty continues on any unpaid balance, but that’s a manageable problem. The 5% failure-to-file penalty is not.

How Extensions Work — and What They Do Not Cover

A Form 4868 extends your filing deadline by six months — from April 15 to October 15. It does not extend your time to pay.

Form 4868 is automatic — no approval needed, no explanation required. But it only moves the paperwork deadline. If you owe tax, the IRS still expects you to estimate and pay that amount by April 15. Interest runs from April 15 on any unpaid balance regardless of when you file. The extension eliminates the failure-to-file penalty for six months; it does nothing about interest or the failure-to-pay penalty.

For California: the FTB grants an automatic six-month extension without any form, as long as you pay at least 90% of what you expect to owe by the original due date. Fall short of that 90% threshold and the FTB treats the extension as invalid.

Getting the Penalties Removed — First-Time Abatement and Reasonable Cause

The IRS has two main penalty relief programs: First-Time Abatement, which requires no specific reason — just a clean compliance history — and reasonable cause relief, which does require a documented explanation.

First-Time Abatement (FTA) is the broader of the two programs. The IRS will abate failure-to-file and failure-to-pay penalties for taxpayers with no penalties in the prior three years who have filed all required returns. No form, no special reason — call the IRS or write a letter once the penalty has posted. This is the first thing to check if you’ve had a clean compliance history.

Reasonable cause relief requires a documented explanation: serious illness, reliance on incorrect professional advice, a natural disaster that destroyed records. The standard is not a hard year — it’s whether you exercised ordinary care and prudence but were genuinely unable to comply.

Neither program eliminates interest. The IRS almost never abates interest. Paying the underlying tax quickly is the most effective way to stop the accrual.

If You Have Not Filed in Multiple Years

The longer you wait, the more limited your options become — and high-income non-filers are a current IRS enforcement priority.

If you stop filing, the IRS will eventually file a Substitute for Return (SFR) using third-party information returns — W-2s, 1099s, K-1s. The SFR won’t include deductions, credits, or adjustments you’re entitled to. It’s a worst-case reconstruction of your liability, and it becomes the basis for assessment and collection. The IRS has committed to pursuing non-filers with incomes above $400,000 as a current enforcement priority. Filing delinquent returns, even years late, gives you control over what’s claimed. Once the IRS files the SFR, the amounts are larger and the remedies more limited.

What to Do Right Now

File the return immediately, even without full payment. Pay whatever you can. Then look at your options for the remaining balance.

Filing stops the more expensive penalty clock from that point forward. Paying whatever you can, even a partial amount, reduces the balance on which interest and the failure-to-pay penalty accrue. Both steps improve the situation — neither requires waiting for the other.

For the remaining balance: an installment agreement under IRC § 6159 (Form 9465) is the most common option — the IRS approves most requests under $50,000 automatically. If you genuinely can’t pay anything right now, Currently Not Collectible status may apply. If the balance is large and your financial picture has changed materially, an Offer in Compromise may be worth evaluating. The right option depends on what you owe, what you earn, and what you own.

Frequently Asked Questions

Is it better to file late or not file at all?

Filing late is almost always better. The failure-to-file penalty runs at 5% of unpaid tax per month until the return is filed or the 25% maximum is reached. Not filing also leaves you exposed to the IRS filing a Substitute for Return, which will not include your deductions or credits.

What is First-Time Abatement and how do I request it?

First-Time Abatement removes failure-to-file and failure-to-pay penalties for taxpayers with no penalties in the prior three tax years. You don’t need a specific reason — just a clean record. Request it by calling the IRS after the penalty has posted, or include the request in a written response to the penalty notice.

Does filing an extension give me more time to pay?

No. Form 4868 extends your filing deadline — from April 15 to October 15. It does not extend your time to pay. Interest runs from April 15 on any unpaid balance regardless. The failure-to-pay penalty continues to accrue on unpaid amounts after April 15.

What if I owe but can’t pay the full amount?

File the return regardless. Pay what you can — even a partial payment reduces the balance accruing penalties and interest. The IRS approves most installment agreements under $50,000 automatically online (Form 9465). If you genuinely cannot pay anything, Currently Not Collectible status may apply.

If you’ve already missed the deadline and need to understand your options — whether it’s IRS penalty abatement or options for unpaid IRS debt — we’re happy to walk through the numbers with you. Book a free 15-minute call.

Have a Tax Question or Notice?

If you’re dealing with an IRS audit, collection action, California state tax matter, or any other tax issue, we can review your situation in a free 15-minute consultation.

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What Sales Are Subject to Sales Tax?

Midsection Of Saleswoman Holding Credit Card While Using ETR Machine At Boutique Counter

what sales are subject to sales tax?

Key Takeaways

  • A district can be an entire county or part of a municipality. District taxes are approved by the local voters and are used for special services, such as libraries, or general services.  Sales and use taxes go into the state’s general fund.
  • Use tax is typically collected by the retailer at the time of sale, but it is imposed on items for use in California but purchased outside of the state.
  • The seller is responsible for paying the correct amount of tax to the BOE and almost always collects it from the purchaser.

Nearly all states in the U.S. charge sales tax on items sold, California is no different in that regard. Sales taxes go into the general fund to help pay for education, health care, public pensions, and other programs. Sales taxes can also be collected for special programs or specific areas of the state.

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What’s the Difference Between Federal and State Business Taxes?

Difference Between Federal And State Business Taxes

Every business pays a variety of taxes to the federal government and the state of California. The type of tax, the structure of the business, and the amount of money received or earned dictates the amount of the tax.

The following post outlines the various taxes collected by the state and federal governments, the tax rates, and how often the taxes must be paid. The information is provided by business structure since that is the main dividing point for finding tax information.

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Your Rights as a Taxpayer with the Board of Equalization

Your Rights As A Taxpayer

The Board of Equalization (BOE) administers the tax program for both business and property taxes for the State of California. Business taxes include:

Business taxpayers may take up their concerns directly with the main office of the BOE while property tax concerns are addressed by the local county office.

When you deal with the tax agencies of California, you may feel like you do not have any rights. These agencies can be aggressive and overwhelming to most individuals unused to dealing with them.

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Do I Qualify for Innocent Spouse Relief?

Innocent Spouse Relief 2


do i qualify for innocent spouse relief

When you sign a joint tax return with your spouse, you are signing a legal document that holds both signatories in “joint and several liability” for the information on the return. In other words, each of you can be held liable for the entire tax amount, including penalties and interest if you underpay or do not pay at all.

But what if your spouse underpaid your joint taxes without your knowledge? What if, when your spouse prepared the tax return, he or she did not report one or more items, used the wrong tax basis, or did something else that caused your joint taxes to be underpaid?

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Can a Currently Non-Collectible Status Stop the FTB?

Currently Not Collectible Status

can a currently non-collectible status stop the ftb

Key Takeaways

  • If the FTB believes that in the future their collection efforts will be successful, a state lien will be filed against you before your account is officially declared CNC.
  • To obtain CNC status, you must be able to prove financial hardship.
  • If your account is placed on CNC status, it is taken temporarily out of collections. Wage garnishments, asset seizures, and bank levies will end or never be started.

Sometimes your financial fortunes take a turn for the worse, and you find yourself owing back taxes to the Franchise Tax Board. You don’t even have two coins to rub together, much less make installment payments, yet you are looking for an alternative to filing for bankruptcy. An Offer in Compromise is also off the table; you just don’t have the money.

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You Have Options for Paying Your Tax Debts

Options For Paying Tax Debts

options for paying tax debts

If you have a tax liability, you have several options for paying it. The IRS provides relatively straightforward instructions on the various types of payment methods and other ways to discharge the liability.

In California, you can also deal with the Franchise Tax Board, the Board of Equalization, and the Employment Development Division.

Payment options:

  • Straight payment or payment in full
  • Payment or installment plan
  • Offer in Compromise
  • Extensions

Let’s take a look at each.

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