2026 Year-end Tax Planning Considerations – Business Clients

Tax

2026 Year-end Tax Planning Considerations – Business Clients

As we approach the end of 2026 and begin planning for 2027, now is an ideal time to evaluate your tax position and identify opportunities to minimize taxes and maximize cash flow. Several business tax provisions are now permanent, while other significant changes are taking effect for the first time. Taking a proactive approach before year-end can create valuable planning opportunities and help avoid surprises when we prepare your tax return. If you haven't yet scheduled a year-end tax planning discussion with us and would like to, please call the office at 410-643-4477 and ask for Marie.

Here are some key annual considerations and notable tax law changes that may impact your business.

State Taxes

State tax issues continue to evolve as businesses expand into new markets, increase online sales, and utilize remote employees. Even businesses with no physical location in another state may have filing requirements or tax obligations based on their sales activity or workforce. Reviewing your state tax footprint periodically can help avoid unexpected assessments, penalties, and compliance issues.

Pass-through Entity (PTE) Tax

Maryland and several other states have implemented a Pass-through Entity Tax. This allows eligible businesses, such as partnerships and S corporations, to pay state income tax at the entity level. Doing so can reduce the federal taxable income that passes through to owners' personal returns, offering a workaround to the federal cap on state and local tax deductions. In Maryland, the PTE tax is deductible for federal purposes in the year the entity makes the payment, not when the tax is assessed or incurred. The One Big Beautiful Bill Act left this workaround in place, and it remains most valuable for higher-income owners whose own SALT deduction is phased down.

For 2026, Maryland’s PTE tax still applies only to Maryland-source income. A 2025 law that would have taxed a resident owner’s income from all sources was postponed to 2027. For 2026 only, the Comptroller honors the election made with the second-quarter estimate, not the first.

Separately, Maryland now imposes a 2% tax on net capital gain for individuals with federal adjusted gross income over $350,000. It applies at the owner level, so PTE payments do not cover it. If you are selling a business or a major asset, plan your estimated payments for it.

Action Steps:

  • Have your business’s projected 2026 taxable income calculated
  • Consider making your Maryland PTE tax payment before December 31, 2026

Sales Tax

If your business sells products or services online or across state lines, you need to understand and comply with sales tax requirements. Please note that we do not monitor your sales volume or transaction counts by state, nor do we register or file sales tax returns as part of your income tax preparation. We can recommend software solutions or connect you with a sales tax service provider. You must act on this matter independently to ensure compliance.

New in Maryland: since July 1, 2025, Maryland charges a 3% sales and use tax on data and information technology services and software publishing services, including sales from one business to another. Sales between affiliated companies are not exempt, and each renewal or payment after that date on an older contract counts as a new sale. If you sell or buy IT, data, cloud, or software services, review your invoices and vendor bills now.

Maryland Tax Connect

The State of Maryland has transitioned to Maryland Tax Connect, a new online portal that lets businesses and individuals manage multiple tax accounts and business-related transactions in one place. The portal can be accessed at https://mdtaxconnect.gov.

See our article about this here: https://kmaf.cpa/news/2026-guide-to-making-maryland-individual-tax-payment

Through Maryland Tax Connect, businesses can:

  • File and pay many Maryland business taxes electronically.
  • Register a new business with the Maryland Comptroller.
  • Apply for or renew certain business licenses.
  • Request sales and use tax exemption certificates.
  • Establish and manage payment plans and view account balances.
  • Renew various certificates and licenses.
  • Access prior filings, correspondence (currently only the last 12 months are available), notices, and payment history.

Action Steps:

  • Set up a Maryland Tax Connect Account before year-end.
  • State PTE tax payments can be made through this account.

Fixed Assets and Depreciation

Many businesses continue to invest in equipment, technology, vehicles, software, and facility improvements. Fortunately, current tax law still provides generous deductions for many of these purchases. Strategic planning can help determine whether accelerating deductions into 2026 or preserving them for future years will produce the best long-term tax result.

Fixed assets (such as computers, machinery, vehicles, furniture, and buildings) can be handled differently for tax purposes. This gives you flexibility in how and when you deduct their cost. Depending on your strategy, you can choose to expense these items more quickly to reduce your current tax bill or spread the deductions over time to manage future tax liabilities.

Bonus Depreciation

First-year bonus depreciation remains one of the most powerful tax-saving tools available to businesses. The One Big Beautiful Bill Act (OBBBA) permanently restored 100% bonus depreciation for qualified property acquired after January 19, 2025 (an asset counts as acquired on the date you signed a binding contract to buy it). Businesses may continue to fully expense qualifying machinery, equipment, computers, and certain other business assets in the year they are placed into service.

Section 179 Expensing

Section 179 remains one of the most valuable tax planning tools available to business owners. For tax years beginning in 2026, businesses may elect to immediately expense up to $2.56 million of qualifying property placed in service during the year. The deduction begins to phase out once qualifying purchases exceed $4.09 million. These inflation-adjusted limits provide significant opportunities for businesses investing in equipment, machinery, vehicles, software, and certain improvements to nonresidential real property.

Action Steps:

  • Review your current-year acquisitions for purchases that may qualify.
  • For asset purchases scheduled for early 2027, consider accelerating the purchase and placing them in service before December 31, 2026.

De Minimis Safe Harbor for Business Purchases

This election allows businesses to immediately deduct the cost of certain low-cost purchases, such as furniture, equipment, tools, and office supplies, rather than depreciating them over several years. This election simplifies recordkeeping and reduces administrative burden.

Generally, qualifying items costing $2,500 or less per item or invoice may be deducted immediately.

Benefits and Other Considerations for Business Owners

Health Insurance (Medical, Dental, and Vision)

S Corporation 2% or More Shareholder

Health premiums paid by the business are deductible but must be included as Federal and State taxable wages on the shareholder's Form W-2. Although reported as taxable wages, the shareholder can generally claim an above-the-line self-employed health insurance deduction on their personal return.

To qualify:

  • The S Corporation may pay the health insurance premiums directly to the insurance company.
  • The shareholder may pay the premiums personally and be reimbursed by the corporation during the tax year.
  • Insurance premiums paid must be reported on the shareholder's Form W-2. Reporting them only on Schedule K-1 is not sufficient and may cause the deduction to be disallowed.

Partnerships and LLCs Taxed as Partnerships

Partnerships may deduct premiums paid on behalf of partners or LLC members. These payments are generally reported as guaranteed payments on Schedule K-1. The partners or members then report the income on their personal returns and may qualify for an above-the-line deduction, subject to applicable limitations.

To qualify:

  • The insurance plan must be established through the partnership or reimbursed directly by the partnership.
  • The deduction is generally limited to the owner's self-employment earnings from the business.

Sole Proprietors and Single-Member LLCs

Sole proprietors and Single-Member LLCs filing Schedule C or Schedule F may qualify for the self-employed health insurance deduction.

To qualify:

  • Net business income must exceed the deduction claimed.
  • The insurance policy may be in the owner's name or the business name.
  • Medicare premiums paid by the owner or spouse generally qualify.
  • No deduction is allowed for any month you were eligible for an employer-sponsored health plan through another job or your spouse’s employer.

Retirement Plans

Retirement plans remain one of the most effective ways for business owners to reduce current taxes while building long-term wealth. Beyond creating retirement savings opportunities for employees, many plans can generate significant deductions for business owners while helping businesses attract and retain talented employees.

There are many plan options available, including SEP IRAs, SIMPLE IRAs, 401(k)s, Roth 401(k)s, and other qualified retirement plans.

Some benefits include:

  • Employer contributions are generally tax-deductible.
  • Employee contributions (except Roth contributions) reduce current taxable income.
  • Plan assets generally grow tax-deferred until distribution.
  • Distributions may be eligible for tax-favored rollovers.
  • Enhanced employee recruitment and retention.
  • Flexibility to select a retirement plan that matches the needs of the business.

Company Profit Sharing Plans

A company profit-sharing plan can be an effective year-end tax-planning strategy for business owners looking to reduce taxable income while building retirement savings for themselves and their employees. Business contributions are generally tax-deductible and can often be funded after year-end, providing flexibility while still generating a deduction for the current tax year.

Unlike many retirement plans, annual contributions are discretionary, allowing employers to vary contribution amounts based on profitability and cash flow. Profit-sharing plans can be particularly attractive for closely held businesses because they may allow substantial deductible contributions for owners while also helping attract and retain employees.

If you are considering establishing a new profit-sharing plan or making additional contributions to an existing plan, we encourage you to contact us before year-end so we can help determine the contribution levels, deadlines, and potential tax benefits available to your business.

Action Steps:

  • If your business expects to generate taxable income in 2026, discuss with your Third-Party Administrator (TPA), who handles your current company retirement plan, the benefits and costs associated with establishing or expanding a plan for 2026.
  • In many cases, a Profit Sharing Plan may be established as late as the due date of the business’s tax return. Check with your TPA to verify their requirements and time constraints related to setting up a new plan.

The Maryland Saves Program (marylandsaves.com) continues to require many Maryland employers that do not sponsor a qualified retirement plan to facilitate employee participation in the state-sponsored retirement savings program. Employers should periodically review their obligations to ensure continued compliance with program requirements.

Employee and Fringe Benefits

Employee benefit programs can improve employee retention while also providing valuable tax advantages to both employers and employees. Year-end is an excellent time to evaluate whether available benefits are being fully utilized.

Tax-Free Student Loan Repayment Benefit

Employers may provide up to $5,250 per employee annually toward qualified student loan repayment (this shares the same $5,250 annual limit as tuition and other educational assistance), and the benefit remains excluded from the employee's federal taxable income. The One Big Beautiful Bill Act made this benefit permanent.

2026 Dependent Care Assistance

For 2026, employers may provide up to $7,500 of tax-free dependent care assistance ($3,750 if married filing separately).

This benefit may be used for:

  • Children under age 13.
  • A spouse incapable of self-care.
  • Other qualifying dependents incapable of self-care.

New W-2 Reporting for Tips and Overtime

Starting with 2026 Forms W-2, employers must separately report qualified overtime (box 12, code TT, the FLSA-required premium only) and cash tips (box 12, code TP, with the employee’s tipped occupation code in box 14b). Your employees need these amounts to claim their new deductions. Confirm with your payroll provider now that overtime premiums and tips are being tracked separately for the full year.

Business and Travel Meals

Businesses may generally deduct 50% of qualifying business meal expenses when the expense is ordinary, necessary, and directly related to business activities. This may include meals with clients, customers, prospects, or employees where a legitimate business purpose exists. To support the deduction, businesses should keep adequate documentation, including receipts, attendees (when applicable), and the meal's business purpose. Proper recordkeeping remains essential if the IRS ever reviews the expense.

Employer-Provided Meals & Entertainment – The Good, the Bad and the Ugly

The Good: Certain employee-focused events continue to receive favorable tax treatment and generally remain 100% deductible, including:

  • Holiday parties
  • Company picnics
  • Team-building events
  • Employee appreciation events
  • Certain training and recreational activities

The Bad: However, beginning in 2026, meals furnished at the employer's business location for the employer's convenience are generally not deductible (0%). This includes many meals previously treated as de minimis fringe benefits, such as employer-provided coffee, snacks, beverages, and meals furnished during the regular workday.

The Ugly: Entertainment expenses generally remain non-deductible for tax purposes. Examples include sporting events, golf outings, concerts, theater events, and similar entertainment activities involving clients or customers.

Odds and Ends

2026 IRS 1099 Filing Requirements

For payments made during 2026, the federal information reporting threshold increased from $600 to $2,000 for many Form 1099 filing requirements. The IRS continues to increase enforcement efforts to ensure compliance with Form 1099 reporting. If your business pays rent, service providers, subcontractors, attorneys, or independent contractors, you may be required to issue one or more Forms 1099.

Obtaining a completed Form W-9 before payments are made can help avoid year-end reporting issues and ensure compliance with IRS information reporting requirements. You can download Form W-9 here: https://www.irs.gov/pub/irs-pdf/fw9.pdf

Action Steps:

  • Verify that you have the correct legal name, address, and federal tax identification number for any vendor that might require a 1099.
  • For any new vendors that may require a Form 1099, request a completed Form W-9 before work begins.
  • Payments made by credit card, debit card, PayPal, Venmo, or similar third-party payment processors generally do not require Form 1099 reporting by the payer.
  • Payments to corporations, including LLCs that have elected to be taxed as corporations, generally do not require Form 1099 reporting. Certain exceptions, such as attorney payments and payments for medical or health care services, may still apply.

Qualified Business Income Deduction (QBID)

The QBID, claimed on an individual's Form 1040, is permanent and remains one of the most valuable tax benefits for owners of pass-through businesses. Eligible owners of sole proprietorships, partnerships, and S corporations may qualify for a deduction of up to 20% of qualified business income on their personal income tax returns. Passive income, such as interest, dividends, and rental income that does not rise to the level of a trade or business, generally does not qualify.

The deduction may be limited or phased out for higher-income taxpayers. Owners of certain service-based businesses, including accounting, consulting, legal, financial, and healthcare practices, should pay particular attention to these income thresholds when projecting year-end taxable income, as their deduction may be reduced or eliminated once income exceeds specified levels.

Year-End Bonuses

Year-end bonuses can be an effective tax planning tool for businesses expecting higher taxable income in 2026. Businesses can generally deduct bonuses paid to employees, including shareholder-employees, which can help reduce taxable income while rewarding employee performance. In addition, bonuses may be used to increase tax withholding, maximize retirement plan contributions, or satisfy reasonable compensation considerations for S corporation shareholders. Business owners should review year-end compensation plans to determine whether additional wages or bonuses make sense based on projected profitability, cash flow, and overall tax objectives.

Action Steps:

  • Review 2026 projected taxable income to determine whether year-end bonuses could provide a tax benefit.
  • Coordinate with your payroll provider to ensure bonuses are processed before year-end, if required for your business type and tax planning goals.

Reasonable Compensation

As IRS enforcement efforts continue to focus on closely held businesses, S corporation and C corporation owners should periodically review compensation arrangements. Paying too little salary can attract IRS scrutiny and may lead to additional payroll tax assessments, while paying excessive compensation may create unnecessary payroll taxes or reduce tax efficiency.

Compensation should reflect the services actually performed and be consistent with industry standards, the owner's qualifications, time devoted to the business, and the company's profitability.

Available Tax Credits

Many businesses overlook valuable tax credits because they may be industry-specific or tied to particular business activities. We encourage business owners making significant investments, hiring employees, developing new products, improving processes, or expanding operations to discuss potential credit opportunities before year-end.

Examples include:

  • Research & Development (R&D) Tax Credit
  • Work Opportunity Tax Credit (WOTC)
  • Employer-Provided Childcare Credits (now up to $500,000 a year, or $600,000 for eligible small businesses)
  • Energy Efficiency and Clean Energy Incentives
  • State and Local Economic Development Incentives

Several energy incentives are ending. The energy-efficient commercial buildings deduction (§ 179D) is not available for buildings whose construction begins after June 30, 2026, and the new energy-efficient home credit (§ 45L) ends for homes acquired after that date. The commercial clean vehicle credit already ended for vehicles acquired after September 30, 2025.

Research and Development (R&D) Expenses

Businesses engaged in software development, engineering, manufacturing, product design, process improvement, automation, or other innovative activities should evaluate whether they qualify for federal and state research-related incentives. Recent legislation restored more favorable treatment for many taxpayers by permitting the immediate deduction of qualifying domestic research expenditures in situations where amortization rules previously applied. In addition, qualifying businesses may be eligible for valuable federal R&D tax credits that can directly reduce tax liability.

Enhanced Paid Family and Medical Leave Credit

The Paid Family and Medical Leave Credit is permanent and expanded to include certain insurance premium arrangements. The legislation also provides additional guidance regarding aggregation rules and coordination with state and local paid leave programs.

Final Thoughts

Tax planning is most effective when completed before year-end, while you still have opportunities to influence your tax outcome. Waiting until tax return season often limits the planning strategies available. To summarize some of the points above, before year-end, consider discussing the following planning opportunities with our office:

  • Projecting 2026 taxable income and cash flow.
  • Reviewing shareholder compensation and year-end bonuses.
  • Evaluating retirement plan contributions, including 401(k), SEP IRA, and Profit-Sharing Plans.
  • Accelerating or deferring income and expenses.
  • Reviewing equipment purchases eligible for Section 179 expensing or bonus depreciation.
  • Estimating Pass-Through Entity (PTE) tax payments.
  • Confirming Form 1099 compliance requirements.
  • Confirming payroll is tracking overtime and tips for the new 2026 W-2 reporting.
  • Reviewing Maryland sales tax on IT, data, and software services you buy or sell.
  • Exploring available tax credits and incentives.
  • Reviewing state tax filing obligations and nexus exposure.

We encourage you to contact us before year-end to discuss any of these planning strategies. Taking action before December 31 often creates opportunities that are no longer available once the year has ended.

Thank you for the opportunity to serve as your trusted advisor. We appreciate your business and look forward to helping you achieve your tax and financial goals in 2027.

Best regards,

Kram, McCarthy, Ayers & Frost, LLC

Main Office: (410) 643-4477

Christopher Williams, CPA/PFS, CFP®, MST, chrisw@kmaf.cpa

Gregory Litvinuck, CPA, gregl@kmaf.cpa

Art G. Svrjcek, CPA, arts@kmaf.cpa

Diana Villaruz, CPA, dianav@kmaf.cpa

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Sources: Comptroller of Maryland, Tax Alert TA-13-APR-2026PTE (Apr. 13, 2026); GRF CPAs (May 20, 2026); IRS Notice 2020-75; Comptroller of Maryland, Technical Bulletin No. 56 (June 30, 2025); MarylandComptroller.gov (Maryland Tax Connect); IRS Notice 2026-11; Rev. Proc. 2025-32; IRS FS-2025-05 (Aug. 21, 2025); Instructions for Forms 1099-MISC and 1099-NEC (Rev. 12/2026); 2026 General Instructions for Forms W-2 and W-3 and FS-2026-13, as summarized by Experian (Feb. 3, 2026) and the Ohio Society of CPAs (Aug. 20, 2026); MarylandSaves.com; KPMG 2026 Personal Tax Planning Guide; The Tax Adviser (Mar., Apr., and July 2026); Journal of Accountancy (Jan. 2026); The Kiplinger Letter (Aug. 14, 2025; Dec. 30, 2025; Aug. 13, 2026).

This article is provided for general informational purposes only and does not constitute tax, legal, or accounting advice. It should not be relied upon as a substitute for consultation with a qualified professional regarding your specific circumstances and was prepared by KMAF with the assistance of AI-powered editing tools.

Art Svrjcek, CPA
Certified Public Accountant
Diana V. Villaruz, CPA
Senior Staff Accountant