Can You Turn Businesses Losses into Tax Relief?

Even well-run companies experience down years. The federal tax code may allow a bright strategy to lighten the impact. Certain losses, within limits, may be used to reduce taxable income in later years. Who qualifies? The net operating loss (NOL) deduction levels the playing field between businesses with steady income and those with income that rises and falls. It lets businesses with fluctuating income to average their income and losses over the years and pay tax accordingly. You may be eligible for the NOL deduction if your deductions for the tax year are greater than your income. The loss generally must be caused by deductions related to your: Business (Schedules C and F losses, or Schedule K-1 losses from partnerships or S corporations), Casualty and theft losses from a...

Still Have Tax Questions After Filing Your 2024 Return?

Even after your 2024 federal return is submitted, a few nagging questions often remain. Below are quick answers to five of the most common questions we hear each spring. 1. When will my refund show up? Use the IRS’s “Where’s My Refund?” tracker at IRS.gov. Have these three details ready: Social Security number, Filing status, and Exact refund amount. . Enter them, and the tool will tell you whether your refund is received, approved or on the way. 2. Which tax records can I toss? At a minimum, keep tax records related to your return for as long as the IRS can audit your return or assess additional taxes. In general, the statute of limitations is three years after you file your return (also be aware of state statutes of limitations...

How Fraud Can Harm Your Business's Value

Fraud — whether it’s occupational or external — doesn’t just cause immediate financial losses. It can also reduce your company’s long-term value. For example, it could lower the price when you sell or limit the amount of capital you can raise via lenders and investors. Even poor internal controls can reduce your business’s worth. Here’s a brief overview of how valuation professionals assess fraud risk. Presence of internal controls Business value is a function of risk and return, and one critical risk factor companies face is fraud. Valuators conducting an appraisal might ask about a company’s internal controls — its policies and procedures to protect assets and ensure reliable financial statements. They often look for particular controls that have been proven to help prevent fraud, such as: ...

Corporate Business Owners: Is Your Salary Reasonable in the Eyes of the IRS?

Determining “reasonable compensation” is a critical issue for owners of C corporations and S corporations. If the IRS believes an owner’s compensation is unreasonably high or low, it may disallow certain deductions or reclassify payments, potentially leading to penalties, back taxes and interest. But by proactively following certain steps, owners can help ensure their compensation is seen as reasonable and deductible. Different considerations for C and S corporations C corporation owners often take large salaries because they’re tax-deductible business expenses, which reduce the corporation’s taxable income. So, by paying themselves higher salaries, C corporation owners can lower corporate taxes. But if a salary is excessive compared to the work performed, the IRS may reclassify some of it as nondeductible dividends, resulting in higher taxes. On the other hand, S corporation owners often...

Arizona Auto Dealer Faces $118k in Penalties for Form 8300 Reporting Failures

In a recent ruling, the U.S. Tax Court upheld over $118,000 in penalties against Dealers Auto Auction of Southwest LLC, a Phoenix-based car dealership, for failing to comply with federal cash transaction reporting requirements in 2016. The case, documented in TC Memo. 2025-38, serves as a stark reminder of the importance of adhering to IRS regulations for businesses handling large cash transactions. . Background: Cash Reporting Obligations Under Internal Revenue Code (IRC) §6050I, businesses that receive more than $10,000 in cash in a single transaction (or related transactions) are required to report the transaction to the IRS by filing Form 8300. This requirement aims to ensure transparency and combat financial crimes. For Dealers Auto Auction of Southwest LLC (Dealers Auto), which operates an automobile auction house in Arizona...

The "Wash Sale" Rule: Don't Let Losses Circle the Drain

Stock, mutual fund and ETF prices have bounced around lately. If you make what turns out to be an ill-fated investment in a taxable brokerage firm account, the good news is that you may be able to harvest a tax-saving capital loss by selling the loser security. However, for federal income tax purposes, the wash sale rule could disallow your hoped-for tax loss. Rule basics A loss from selling stock or mutual fund shares is disallowed if, within the 61-day period beginning 30 days before the date of the loss sale and ending 30 days after that date, you buy substantially identical securities. The theory behind the wash sale rule is that the loss from selling securities and acquiring substantially identical securities within the 61-day window adds up...

Business Valuation Plays a Critical Role in Buy-Sell Agreements

Whether your company is a family-run operation, a partnership among friends or a multi-owner enterprise, a buy-sell agreement helps protect it in potentially disruptive “what if” scenarios, including death, disability, divorce, disputes or simply a change of heart. These events may trigger ownership transitions that, without proper planning, lead to costly conflicts and financial strain. How can you ensure a buy-sell works when it’s needed most? A solid business valuation framework helps an agreement withstand legal scrutiny and supports fair, efficient ownership transitions. An experienced business valuator can provide clarity in five critical areas. Determining the value of the business Knowing your business’s current value helps prevent unpleasant surprises. Whether an owner wants to exit the business or a tragedy occurs, a formal, unbiased valuation sets...

An Education Plan Can Pay Off for your Employees -- and your Business

Your business can set up an educational assistance plan that can give each eligible employee up to $5,250 in annual federal-income-tax-free and federal-payroll-tax-free benefits. These tax-favored plans are called §127 plans after the tax code section that allows them. Plan basics §127 plans can cover the cost of almost anything that constitutes education, including graduate coursework. It doesn’t matter if the education is job-related or not. However, you can choose to specify that your §127 plan will only cover job-related education. Your business can deduct payments made under the §127 plan as employee compensation expenses. To qualify for this favorable tax treatment, the education must be for a participating employee — not the employee’s spouse or dependent. Also, the plan generally can’t cover courses involving sports, games or...

Understanding the "Step-up in Basis" when Inheriting Assets

If you inherit assets after a loved one passes away, they often arrive with a valuable — but frequently misunderstood — tax benefit called the step-up in basis. Below is an overview of how the rule works and what planning might need to be done. What “basis” means First, let’s look at a couple definitions. Basis is generally what the owner paid for an asset, adjusted for improvements, depreciation, return of capital, etc. Capital gain (or loss) equals the sale price minus the basis. At death, many capital assets (stocks, real estate, business interests, collectibles, crypto, etc.) are stepped up (or down) to their fair market value (FMV) as of the date of death (or, if elected by the executor, the “alternate valuation date” six months later). The...

Explore SEP and SIMPLE Retirement Plans for your Small Business

Suppose you’re thinking about setting up a retirement plan for yourself and your employees. However, you’re concerned about the financial commitment and administrative burdens involved. There are a couple of options to consider. Let’s take a look at a Simplified Employee Pension (SEP) and a Savings Incentive Match Plan for Employees (SIMPLE). SEPs offer easy implementation . SEPs are intended to be an attractive alternative to “qualified” retirement plans, particularly for small businesses. The appealing features include the relative ease of administration and the discretion that you, as the employer, are permitted in deciding whether or not to make annual contributions. If you don’t already have a qualified retirement plan, you can set up a SEP just by using the IRS model SEP, Form 5305-SEP. By adopting and implementing this...