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5 Tax Tips Retirees Should Know Before April 15

Tax Day — April 15 — is fast approaching. Whether you’ve already filed or are still pulling together your paperwork, this is more than just a time to check boxes and send documents to the IRS. For retirees or those nearing retirement, tax season is a valuable opportunity to take a closer look at your financial picture and find ways to reduce your tax bill, protect your income, and plan smarter for the years ahead.

Here are five practical and powerful tax tips retirees should keep in mind, just in time for Tax Day.

1. Your Investment Strategy May Be Costing You More in Taxes Than You Think
It’s easy to assume that all investing is created equal, but when it comes to taxes, how you invest matters just as much as what you invest in.

If your portfolio leans heavily on growth stocks, mutual funds, or high-frequency trading, you might be triggering capital gains taxes more often than necessary. Even if you’re not actively selling, mutual funds often distribute gains at the end of the year, which adds surprise tax liability.

Instead, consider a more tax-efficient, income-based strategy. Investments like bonds, dividend-paying stocks, preferred shares, and certain annuities can generate reliable income while giving you greater control over how and when taxes are paid. With the right strategy, you can potentially reduce your annual tax burden while keeping your retirement income steady and predictable.

2. Don’t Let RMDs Sneak Up on You
Once you turn 73, the IRS requires you to start taking Required Minimum Distributions (RMDs) from most tax-deferred retirement accounts like traditional IRAs and 401(k)s. These withdrawals are taxed as ordinary income. If not planned for, they can lead to a higher tax bill, even pushing you into a new tax bracket or raising your Medicare premiums.

But here’s the good news: You don’t have to wait until you’re forced to take RMDs to start managing their impact. Many retirees strategically begin withdrawing from their accounts earlier or explore Roth IRA conversions in years when their taxable income is lower. By converting traditional retirement savings into a Roth account, you’ll pay taxes now and avoid RMDs and future taxes on qualified withdrawals.

Planning early can turn RMDs from a tax trap into a manageable part of your overall income strategy.

3. Work With a Pro Who Looks Forward, Not Just Back
A lot of people rely on their CPA to simply “do their taxes.” But filing your return is only part of the picture. To truly minimize your tax burden, especially in retirement, you need a forward-thinking strategy.

That’s where a financial advisor with tax-planning experience can make all the difference. While CPAs are often focused on what happened last year, a proactive advisor looks ahead, helping you adjust your investment mix, time your withdrawals, and use tax-saving strategies that can benefit you for years to come.

The combination of a CPA’s knowledge and an advisor’s forward-focused planning can be a winning formula, especially as tax laws continue to evolve.

4. Even If You Can’t Pay, File On Time
It’s a common misconception that if you can’t pay your full tax bill, you shouldn’t file. In reality, not filing your tax return is far more costly than not paying your full amount owed.

The IRS charges separate penalties for failing to file and failing to pay — and the failure-to-file penalty is harsher. So even if you need more time to pay, it’s essential to file your return or file for an extension by April 15.

If you owe more than you can cover immediately, the IRS offers payment plans and other relief options. Acting now can prevent extra fees and interest, and help you stay in control of your financial situation.

5. Make Tax Time Your Financial Check-Up
Too often, tax season is treated as just another administrative task. But it can be one of the most valuable moments of the year to step back and reassess your financial plan.

Are you paying more in taxes than necessary? Could your investments be better aligned with your current income needs? Are you still using the same strategy you had 10 or 20 years ago, even though your goals have changed?

As you approach or enjoy retirement, your financial priorities evolve. It may be time to shift from a growth-focused approach to an income-first mindset — prioritizing stable income, capital preservation, and tax efficiency. Even small changes in strategy can result in meaningful long-term savings.

Final Thoughts
Tax Day doesn’t have to be a source of stress — it can be a springboard to smarter planning. Whether you’re adjusting to RMDs, exploring income-generating investments, or simply trying to lower your tax bill, the key is being proactive.

This season, take a moment to reflect not just on your taxes, but on how they fit into your bigger financial picture. The right moves today could help you keep more of what you’ve earned, protect your retirement income, and set yourself up for a more secure future.

Need help reviewing your retirement tax strategy? Now’s a great time to start asking questions and making sure every dollar is working as hard as it can for you.

 

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Within Ten Years of Retirement

Risk Management:
How prepared is your portfolio for a market downturn?

I haven’t thought about what a big market drop would do to my savings.

I know a downturn would hurt, but I’d probably recover over time.

I’ve already adjusted my investments, so a downturn won’t derail me.

Optimization of Income:
How clearly do you know the income you’ll need in retirement?

I’m not sure what I’ll need or where it will come from.

I have a ballpark number, but no detailed plan.

I’ve calculated my income needs and know exactly how I’ll fund it.

Unexpected Expenses:
If something happened to you tomorrow, how prepared would your dependents be?

They’d be financially lost without me.

They’d manage for a little while, but eventually struggle.

They’d be more financially secure because I’ve planned ahead.

Tax Efficiency:
How well do you understand the taxes you’ll pay on retirement accounts?

I have no clue how retirement withdrawals are taxed.

I know the basics, but I’m not sure how it affects me.

I fully understand and have strategies in place to help minimize taxes.

Estate Planning:
How prepared are you with wills, directives, and estate plans?

I don’t have anything written down.

I’ve started, but my plan is incomplete or outdated.

I have a complete and current estate plan in place.

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Risk Management: How prepared is your portfolio fora market downturn?
Optimization of Income: How clearly do you know the income you’ll need in retirement?
Unexpected Expenses: If something happened to you tomorrow, how prepared would your dependents be?
Tax Efficiency: How well do you understand the taxes you’ll pay on retirement accounts?
Estate Planning: How prepared are you with wills, directives, and estate plans?
Thank you for taking our risk assessment quiz! Please fill out this form, so we can help tailor a more risk-free retirement plan suited for your needs.

At Retirement Age

Risk Management:
How would a market swing affect your lifestyle right now?

It could force me to delay or change my plans.

I might need to tighten my budget for a while.

It wouldn’t change my retirement lifestyle.

Optimization of Income:
How certain are you about your retirement income sources?

I don’t really know where the money will consistently come from.

I know the main sources, but I haven’t planned how to use them.

I’ve mapped out all income streams and how they work together.

Unexpected Expenses:
How prepared are you for long-term care costs?

I haven’t planned for them.

I’ve thought about them, but I haven’t secured coverage.

I have protection and funding strategies in place.

Tax Efficiency:
How well do you understand taxes on your withdrawals and RMDs?

I don’t understand them at all.

I have a general idea, but not a detailed strategy.

I fully understand and have a tax-efficient plan.

Estate Planning:
How prepared is your estate plan?

I don’t have one.

I’ve started, but it’s incomplete.

I have a complete, updated plan in place.

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Risk Management: How would a market swing affect your lifestyle right now?
Optimization of Income: How certain are you about your retirement income sources?
Unexpected Expenses: How prepared areyou for long-term care costs?
Tax Efficiency: How well do you understand taxes on your withdrawals and RMDs?
Estate Planning: How prepared is your estate plan?
Thank you for taking our risk assessment quiz! Please fill out this form, so we can help tailor a more risk-free retirement plan suited for your needs.

ALREADY RETIRED

Risk Management:
How do you feel about market volatility?

It makes me anxious that I’ll run out of money.

It worries me sometimes, but not always.

I feel secure no matter what the market does

Optimization of Income:
How secure do you feel about sustaining your income?

I’m worried I’ll outlive my money.

I think I’ll be okay, but I’m not fully certain.

I’m confident my income will last.

Unexpected Expenses:
If you faced a major medical expense today, what would happen?

It would devastate my finances.

It would hurt, but I could manage.

I’d be covered without stress.

Tax Efficiency:
How prepared are you for taxes on withdrawals, RMDs, and Medicare penalties?

I haven’t planned for them at all.

I know about them, but I don’t have a strategy.

I’ve implemented tax strategies to help reduce their impact.

Estate Planning:
How updated is your estate plan?

I don’t have one.

It exists, but it needs updates.

It’s current and clearly protectsmy wishes.

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Risk Management: How do you feel about market volatility?
Optimization of Income: How secure do you feel about sustaining your income?
Unexpected Expenses: If you faced a major medical expense today, what would happen?
Tax Efficiency: How prepared are you for taxes on withdrawals, RMDs, and Medicare penalties?
Estate Planning: How updated is your estate plan?
Thank you for taking our risk assessment quiz! Please fill out this form, so we can help tailor a more risk-free retirement plan suited for your needs.

Retirement Readiness Self-Assessment Survey

____ RISK MANAGEMENT

My retirement accounts have been stress-tested for various market conditions.

My investments are safeguardedagainst market crashes.

Fear won’t stop me from enjoying retirement when the market drops.

My current investments match my risk tolerance.

____ OPTIMIZATION OF INCOME

I know how much income I need to support my retirement goals.

I know how much I can spend without touching my principal.

I have calculated inflation into my need for retirement income.

I don’t fear running out of money because I have a solid income plan.

____UNEXPECTED EXPENSES

If I were not here tomorrow,my dependents would be fine financially.

I’m prepared for the cost of future medical events.

I can handle long-term care expenses without running out of money.

My current investment strategy will keep up with rising medical costs.

____ TAX EFFICIENCY

I understand how retirement accounts are taxed,and I’m paying the minimum.

I have a plan to help minimize taxes on RMDs from my 401(k)s and IRAs.

I have implemented a conversion strategy to help maximize my tax savings.

I have a plan in place to help minimize IRMAA penalties.

____ ESTATE PLANNING

My estate plan establishes proper distribution of my assets.

My estate will not have to payprobate fees.

I have POAs for healthcare, medical,and a living directive.

I’m protected from anyone contesting my last wishes.

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____ RISK MANAGEMENT
_____ OPTIMIZATION OF INCOME
_____ UNEXPECTED EXPENSES
_____ TAX EFFICIENCY
____ ESTATE PLANNING