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Ehlen Heldman

When Should You Start Tax Planning?

When Should You Start Tax Planning?

For many people, tax planning starts when the tax return arrives.

You see the number you owe, look for deductions you may have missed, and start thinking about what you could do differently next year.

By then, however, many of the decisions that could have changed your tax bill are already behind you.

Tax planning works differently. Instead of looking backward at what happened, you look ahead at what is likely to happen and identify decisions you can still make.

That doesn't mean you need to spend every month thinking about taxes. It means knowing when a tax planning conversation is worth having—and giving yourself enough time to act on it.

 

Tax Planning Starts Before Tax Season

You don't necessarily need to start planning for next April in January.

In many cases, the best time is several months before the end of the year, when you still have time to make decisions that affect your taxable income.

For example, imagine you expect your income to be significantly higher this year because of a bonus, business growth, or the sale of an investment. Waiting until you prepare your return may leave you with few options.

Looking ahead could give you time to evaluate retirement contributions, charitable giving, investment transactions, or other strategies that may apply to your situation.

The earlier you identify a potential issue, the more choices you usually have.

 

Some Life Changes Should Trigger A Review

You don't have to wait for a specific month to think about taxes.

A major change in your life can be a reason to review your situation right away.

Consider what happens when you:

  • Start or sell a business.
  • Change jobs or receive a large bonus.
  • Retire.
  • Buy or sell a home.
  • Receive an inheritance.
  • Exercise stock options.
  • Sell investments.
  • Get married or divorced.
  • Have a child.
  • Begin taking retirement distributions.

For example, someone who retires in June may have very different tax considerations than they expected at the beginning of the year. They may have wages from the first half of the year, retirement income later, investment income, and potentially a different withholding situation.

A tax review after the retirement decision—not months later when the return is prepared—can help identify what needs attention.

 

Your Income Can Change The Answer

Tax planning isn't only about finding deductions.

Sometimes the most important question is how much income you're likely to recognize and when.

Imagine a business owner whose income has increased significantly. They expect another strong year but aren't sure how much profit the business will ultimately produce.

That could affect estimated tax payments, retirement contributions, equipment purchases, charitable giving, and other decisions.

A person with unusually high income may also find that a strategy that worked well in previous years doesn't have the same effect now.

That's why copying last year's tax strategy isn't always enough.

Your income, deductions, investments, and family circumstances can change the equation.

 

Retirement Can Create New Tax Decisions

Retirement is another point where tax planning becomes particularly important.

The transition can create a mix of income sources that didn't exist while you were working.

You might have wages, Social Security, pensions, investment income, and withdrawals from retirement accounts. The timing of those sources can affect your tax situation.

For example, someone retiring late in the year might have a full year's worth of wages but only a few months of retirement income. Someone retiring at the beginning of the year may have an entirely different picture.

And once retirement accounts become part of the income plan, decisions about withdrawals and required distributions can become important.

Planning ahead can help you understand the tax consequences before you commit to a withdrawal strategy.

 

Investments Can Create Taxable Income

Investment decisions can have tax consequences even when you aren't thinking about taxes.

Selling an investment for a gain, for example, can create taxable income. Selling another investment at a loss may have different implications.

Suppose you are considering selling two investments before year-end. One has a significant gain, while another has declined substantially.

Instead of looking at each transaction separately, a broader review of your investment and tax situation may help you understand how the transactions could interact.

That doesn't mean taxes should determine every investment decision.

But taxes are one factor worth considering before you sell.

A few weeks of planning can be very different from discovering the tax consequence after the transaction has already occurred.

 

Business Owners Have More Decisions

Business owners often have additional opportunities to consider because business and personal finances can overlap.

Income levels may vary throughout the year. Equipment may need to be purchased. Employees may be hired. Retirement plans may need attention. Estimated payments may need to change.

For example, a business owner may be considering a $40,000 equipment purchase near the end of the year.

The question shouldn't simply be, "Can I deduct this?"

It may also be worth asking whether the purchase is actually needed, when it should be placed in service, how it affects cash flow, and what other tax considerations apply.

A tax benefit doesn't automatically make a purchase financially worthwhile.

The best planning considers both the tax result and the larger financial decision.

 

Charitable Giving Can Take Planning

If charitable giving is important to you, timing can matter.

Many people simply write checks to their favorite organizations throughout the year. But depending on your circumstances, there may be other ways to structure charitable giving that are worth discussing before year-end.

For example, someone with highly appreciated investments may want to consider whether donating certain assets rather than cash could be appropriate.

Another person may be approaching retirement and want to think about how charitable giving fits with future retirement income and tax planning.

The point isn't that one method is always better.

It's that waiting until after the gift has been made can eliminate the opportunity to consider alternatives.

 

Don't Wait For A Surprise

One of the biggest benefits of tax planning is simply knowing what to expect.

If you discover in November that you may owe significantly more than expected, you still have some time to evaluate options.

If you discover it in April, the opportunity to change many of the underlying decisions has passed.

That's why a tax projection can be useful. It gives you an estimate of where you may be headed while there is still time to respond.

For example, if a projection shows that your taxable income is likely to be much higher than last year, you can investigate whether additional retirement contributions, charitable strategies, investment decisions, or other options are appropriate.

You don't have to act on every possibility.

You simply want to know what possibilities exist.

 

Make Tax Planning Part Of The Year

Tax planning doesn't need to become another complicated task on your calendar.

For many households, one thoughtful review before year-end can be enough to identify important decisions. Others may benefit from checking in more frequently, particularly when income is unpredictable or circumstances change.

A useful rule is simple: don't wait until you're filing your return to start thinking about the return you're going to file.

If your income, investments, business, family, or retirement plans have changed, that's a reason to look ahead.

The goal of tax planning isn't to chase every possible deduction or avoid taxes at all costs.

It's to understand what is likely to happen, identify decisions that still have time to be made, and make those decisions as part of your larger financial plan.

The earlier you start, the more room you have to make thoughtful choices.

 

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