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A Grateful Finish: Make These Tax Planning Decisions Before December 31

November 03, 2026•7 min read

November gives us an opportunity to slow down and recognize how far we have come.

We gather with family, share meals, and give thanks for the people and opportunities that carried us through the year. For business owners, it is also a time to appreciate every client served, every lesson learned, every bill paid, and every challenge that helped the business grow.

Even if the year did not go exactly as planned, there is still something to be grateful for—and there is still time to finish wisely.

Before the holiday season becomes too busy, take a moment to look at your taxes. Not from a place of fear, but from a place of stewardship.

Tax planning is not about being ungrateful for what you earned. It is about being intentional with what you have worked so hard to build.

Tax Preparation Looks Back—Tax Planning Looks Forward

When we prepare your tax return, most of the year is already over. We report what happened using the income, expenses, and decisions that were made.

Tax planning is different. It allows us to review what has happened so far and consider whether there are actions you can still take before the year closes.

After December 31, many opportunities disappear. We cannot go back and change when a purchase was made, when income was received, when an employee was paid, or when certain business decisions were completed.

This does not mean you should rush out and spend money simply to receive a deduction. It means you should pause, review your numbers, and make informed decisions while you still have choices.

Decisions to Review Before December 31

1. Do you know how much your business earned?

Many business owners know what is in the bank account but do not know their actual profit.

Your bank balance is not the same as your taxable income. Before making year-end decisions, your bookkeeping should be current enough to answer:

  • How much income has the business earned?

  • What are the business’s year-to-date expenses?

  • Are all bank and credit-card accounts reconciled?

  • Are there uncategorized transactions?

  • Are any customer payments or business expenses missing?

  • How does this year compare with last year?

Good tax planning begins with accurate numbers. If the books are incomplete, we may be planning with only part of the story.

2. Have you paid enough toward your taxes?

If your income increased, your estimated tax payments or payroll withholding may no longer be sufficient.

This is especially important for business owners, independent contractors, investors, and taxpayers who experienced a significant income change during the year.

A year-end projection can help estimate what you may owe and determine whether an additional payment or withholding adjustment should be considered. The goal is not always to eliminate the entire balance. The goal is to reduce surprises and help you prepare.

The IRS Tax Withholding Estimator may be useful for taxpayers with wage or pension income. Business owners and taxpayers with more complicated situations may need an individualized tax projection.

3. Does your business need equipment or other major purchases?

If your business genuinely needs computers, machinery, furniture, vehicles, software, or other equipment, year-end may be a good time to discuss the purchase.

But let me offer a little motherly advice: Do not spend one dollar just to save a fraction of that dollar in taxes.

A purchase should first make sense for the business. It should improve operations, support growth, replace something necessary, or help the business serve clients more effectively.

Tax treatment can depend on the type of asset, when it is placed in service, how it is used, and your overall tax situation. Buying something on December 31 does not automatically make it fully deductible.

Let us review the purchase before you make it.

4. Are you paying yourself correctly?

How an owner pays themselves depends on the business structure.

A sole proprietor, partner, and S corporation shareholder do not all take money from the business in the same way. S corporation owners who work in the business may need to review whether reasonable compensation has been paid through payroll.

Year-end is the time to correct payroll concerns, properly identify owner draws or distributions, and make sure personal and business transactions are not mixed together.

Waiting until tax preparation may make corrections more difficult or expensive.

5. Are there retirement opportunities to consider?

A retirement plan may help you prepare for the future while potentially providing tax benefits.

Options can vary based on:

  • Your business structure

  • Whether you have employees

  • Your income

  • Your age

  • How much you want to contribute

  • When the plan must be established or funded

Some retirement decisions must be made before year-end, while others may have later deadlines. The important thing is not to assume you can wait until the tax return is prepared.

Planning should begin now so you have time to select and properly establish the right plan.

6. Have you reimbursed yourself for business expenses?

If you personally paid legitimate business expenses, review whether the business should reimburse you under an accountable plan or another appropriate reimbursement procedure.

This may include business mileage, supplies, travel, professional fees, home-office-related costs, or other expenses paid personally on behalf of the business.

The expenses must be properly documented and treated according to your entity type. Simply transferring money from the business account and calling it a reimbursement is not enough.

7. Is charitable giving part of your year-end plan?

The holiday season often inspires us to support churches, nonprofits, and community organizations doing meaningful work.

Give because the mission matters to you—not solely because you want a deduction.

If a tax deduction is also important, confirm that the organization is eligible to receive tax-deductible contributions and maintain the required documentation. The IRS Tax Exempt Organization Search can help verify an organization’s status.

The deduction available depends on the type of contribution, the organization, your income, your filing situation, and whether you meet the applicable requirements.

Gratitude and generosity are personal. Tax planning simply helps you give thoughtfully and document it correctly.

8. Have there been major personal or business changes?

Please tell us if you experienced changes such as:

  • Marriage or divorce

  • A new child or dependent

  • The purchase or sale of a home

  • The purchase or sale of rental property

  • A new business or business closure

  • A significant increase or decrease in income

  • Hiring employees or contractors

  • A large investment gain or loss

  • A move to another state

  • An inheritance or major financial transaction

A decision that appears unrelated to taxes may still affect your return. We cannot properly plan for information we do not know.

Not Every Deduction Is a Good Decision

Tax planning should never be reduced to “How can I spend more money before December 31?”

The better questions are:

  • What does my business need?

  • What financial goals am I trying to reach?

  • What decisions would I make even without the deduction?

  • What actions can legally reduce my tax while strengthening my business?

  • How much cash should I preserve for operations and upcoming taxes?

A deduction can reduce taxable income, but it does not usually reimburse the full cost of a purchase. Spending unnecessarily could leave you with less cash and something you did not truly need.

A good tax strategy should support the life and business you are building—not distract you from it.

Give Thanks—and Give Yourself the Gift of a Plan

There is something peaceful about knowing where you stand.

You may discover that you are in a better position than you expected. You may learn that an additional tax payment is needed. You may find an opportunity that should be completed before December 31.

Whatever the answer is, knowing gives you time to respond.

At Rolanda’s Tax & Professional Services, we help business owners move from guessing to planning. We will review your numbers, discuss your goals, identify appropriate strategies, and explain what needs to happen before the year closes.

We cannot promise that every strategy will apply to you or that every tax bill can be eliminated. What we can promise is an honest conversation, thoughtful education, and a plan designed around your actual situation.

This Thanksgiving season, take time to celebrate what you have accomplished. Be grateful for the growth, the lessons, and even the challenges that made you stronger.

Then give your future self something else to be thankful for: a clear year-end tax plan.

Contact Rolanda’s Tax & Professional Services to schedule your year-end tax-planning session. Do not wait until the final days of December. Some strategies require time, documentation, and coordination to implement properly.

You worked hard to build it. Let’s work together to protect it—with clarity, confidence, and compliance.

This article provides general educational information and does not constitute individualized tax, financial, or legal advice. Tax strategies, qualifications, and deadlines depend on each taxpayer’s specific circumstances.

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Rolanda T. Watson

Owner of Rolanda's Tax & Professional Services

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