Key Tax Deadlines and Filing Tips Every Business Should Know for 2025

Missing key tax deadlines can lead to penalties and cash flow headaches. Stay ahead by understanding important dates and implementing smart filing strategies. Here’s what every business owner should know:

Unlocking Value Through Sale and Leaseback Transactions Part 2: How to Account for a Sale and Leaseback Transaction

When a sale and leaseback transaction qualifies as a sale, the sale and leaseback components must be accounted for separately.

Unlocking Value Through Sale and Leaseback Transactions, Part 1: Navigating GAAP Compliance and Maximizing Benefits

Sale and leaseback transactions are a strategic financial tool businesses use to unlock cash flow while retaining operational control of critical assets. In such an arrangement, a seller transfers ownership of an asset to a buyer and immediately leases it back. This type of transaction can provide significant benefits to both parties: the seller-lessee gains liquidity and operational flexibility, while the buyer-lessor secures a steady income stream and potential tax advantages. However, determining whether a transaction qualifies as a sale and leaseback under Generally Accepted Accounting Principles (GAAP) involves navigating a complex set of criteria.

The Standard Business Mileage Rate Increased in 2025

The nationwide price of gas is slightly higher than it was a year ago and the 2025 optional standard mileage rate used to calculate the deductible cost of operating an automobile for business has also gone up. The IRS recently announced that the 2025 cents-per-mile rate for the business use of a car, van, pickup or panel truck is 70 cents. In 2024, the business cents-per-mile rate was 67 cents per mile. This rate applies to gasoline and diesel-powered vehicles as well as electric and hybrid-electric vehicles.

Understanding the Work Opportunity Tax Credit

According to the U.S. Bureau of Labor Statistics, the unemployment rate continues to be historically low, ranging from 4.0% to 4.3% from May to November of 2024. With today’s hiring challenges, business owners should be aware that the Work Opportunity Tax Credit (WOTC) is available to employers that hire workers from targeted groups who face significant barriers to employment. The tax credit is generally worth as much as $2,400 for each eligible employee (higher for certain veterans and “long-term family assistance recipients”). It’s generally limited to eligible employees who begin working for the employer before January 1, 2026.

The Tax Treatment of Intangible Assets

Intangible assets, such as patents, trademarks, copyrights and goodwill, play a crucial role in today’s businesses. The tax treatment of these assets can be complex, but businesses need to understand the issues involved. Here are some answers to frequently asked questions.

Get Ahead of Year End with 1099 Prep

As the end of the year approaches, it’s time to start planning for preparing and filing your 1099s. Properly filing your 1099s helps you stay compliant with IRS requirements, avoid penalties, and ensures smooth operations during tax season.

Important Beneficial Ownership Information (BOI) Reporting Update

On December 3, 2024, a Federal Court in Texas issued a nationwide, preliminary injunction blocking the Corporate Transparency Act (Beneficial Ownership Information reporting) on the grounds that it may be unconstitutional under the Commerce Clause.  This ruling comes with less than 1 month until the filing deadline.

Year-End Update: Estate & Gift Tax Exemptions

The United States has taxed the estates of decedents since 1916, and gifts since 1924, with tax rates and exemption levels that have varied greatly over the last two decades.  Massachusetts is one of several states in the country that has a state estate tax.  As we approach year end, I thought it would be helpful to outline some key forms and current thresholds relating to estate & gift tax.

Self Employed? How to Build a Golden Nest Egg

If you own a small business with no employees (other than your spouse) and want to set up a retirement plan, consider a solo 401(k) plan. This is also an option for self-employed individuals or business owners who wish to upgrade from a SIMPLE IRA or Simplified Employee Pension (SEP) plan.