Blog Post

Tax Planning: The Neglected Piece of Financial Planning that Could Save You Tens or Hundreds of Thousands Over Your Lifetime

  • By Travis Echols
  • 08 Oct, 2021

What is Tax Planning?

Protecting your lifetime retirement savings from excessive taxes is a crucial part of holistic financial planning. This involves protecting your IRA, 401k, lump sum pension rollover, Social Security, and any other type of retirement account or income stream from crushing tax rates.

So let's be sure to differentiate tax preparation from tax planning.

Tax preparation, also called tax return preparation, looks backward, one year at a time, to get the numbers right to accurately calculate your tax liability (and how much you owe or overpaid).

Tax planning on the other hand looks at taxes in the context of your overall financial picture. A tax planner not only looks in the rear-view mirror but will look forward 20 to 30 years at your projected tax liability and ask what can be done to lower your lifetime tax bill.

The Importance of Tax Planning

Although tax planning is a hugely important part of holistic financial planning, oddly, many financial planners do not offer tax planning services. Their disclaimers state such. And its impact is regretful and unnecessary.

These advisors may not even request their clients' tax returns each year. As a result, lots of opportunities are missed and valuable tax savings are forfeited, sometimes year after year.  Read more about our tax planning services here.

The legendary CPA, Ed Slott, quips, “To make money through investments and yet omit tax planning for distributions is like playing the first half of the game and sitting out the second half.”

Even if you are great at accumulating assets, what good is it if you lose them through unnecessary taxes or leave yourself vulnerable to excessive taxes you could have avoided through proper planning?

I've heard many real-life horror stories of tax mistakes that have cost retirees tens or hundreds of thousands of dollars in unnecessary taxes during their retirement years.

So you want to consider the many creative and proven tax planning strategies that will make the biggest impact on your retirement success…strategies like strategic Roth conversions that can put in your pocket tens or hundreds of thousands of dollars of lifetime tax savings.

...or harvesting capital gains at lower rates -- even as low as zero percent.

These are just a couple of strategies I have written about in my articles and free guides.

Here are some of the tax strategies that you should be considering if you are retired or close to retiring.

  1. Use tax-advantaged accounts
  2. Use tax-efficient investments in taxable accounts
  3. Match investments with accounts
  4. Harvest in the most tax-efficient order
  5. Harvest losses if in high tax brackets
  6. Harvest gains if in low tax brackets
  7. Gift securities versus cash if giving to charities
  8. Bunch charitable contributions and other itemized deductions
  9. Use qualified charitable distributions from IRAs
  10. Avoid unnecessary taxes during transfers
  11. Avoid unnecessary taxes during fund purchases
  12. Take full advantage of tax-free investing
  13. Fill up lower brackets earlier to avoid higher brackets later
  14. Eliminate/reduce taxes on Social Security benefits

So you can see from this short list above, it’s not just about preventing the tax tsunami coming for your pretax 401k and IRA when Required Minimum Distributions (RMDs) are required. There are strategies around how your assets are positioned in different types of accounts, the type of investments you use in those accounts, the order you withdraw from your account, harvesting capital losses as well as gains, and a variety of charitable giving strategies that can save you thousands of dollars over your lifetime.

And when you look at the wave of aging baby boomers retiring and filing for Social Security and Medicare, it is hard to see how tax rates can remain at these current rates. The Democrats are working hard to raise tax rates as much as they can get by with...even as I write this article. 

If your current advisor doesn’t help you with strategic, long-term tax saving strategies, you may want to look for one who does. I'm not saying hire us, but at this point in your life, you might need an advisor who includes this important aspect of financial planning in their practice.

The example I give is, when people are young and healthy, they don’t think too much about choosing their doctor because they hardly ever need one. But as they get older and start having health problems, they want the right doctor who specializes in their problem.

If you are retired or close to retirement, you need a holistic financial planner who understands the importance of comprehensive planning, including tax planning for retirees. You want to give unto Caesar that which is Caesar's, not that which is yours. 

How We Can Help

If you’re looking for an advisor who will trade stocks to “beat the market,” you’re in the wrong place. I'm not your guy.

If you are looking for someone who will help you with only one aspect of your financial planning, like tax planning only or investment management only, we’re not a good fit. We do holistic planning only because we know that all the pieces of your finances are connected and need to be coordinated. What may seem like a good idea from a tax planning standpoint may be terrible idea from a risk management or estate planning standpoint...and vice versa.

If you are looking for an advisor to help you manage some, but not all, of your retirement assets, you shouldn’t hire us. For a similar reason as above, we insist on doing our best work and we do our best work for you when we are the single coordinating point of contact for all your financial planning. Two generals can’t effectively run an army. Two coaches can’t be calling different plays if the team is to be successful. And I want you to be successful.

Finally, if you enjoy researching and managing your own retirement planning and investments, and you are just looking for a second opinion, that’s great; but we are not going to be the right firm for you.

But if you’re retired or approaching retirement and are interested in hiring an advisor who’ll help you with things like lowering your tax bill, investing smarter, and optimizing your retirement income, you’re in the right place.

We have a carefully designed process to help you make an educated and informed decision about working with us. If we are a potential good fit, you'll receive a free Retirement & Tax Assessment in which we will show you how to improve your retirement and reduce your tax bill before paying us a single dollar.

Our process is designed to help you evaluate the value of our services and make an informed decision about hiring our firm.  It  starts with a 15-minute phone call.  You'll finish this process knowing exactly where you stand in the four key areas of retirement success. Learn more about our process here.

Note: We intentionally limit the number of new clients we take each year to ensure we are delivering the highest level of personalized service to our current clients, who are our top priority. If our calendar is full, please email us and we will respond immediately to let you know when we will be taking on new clients again and will be happy to add you to the waiting list.

As always, this free content is not to be taken as advice of any kind. You will want to consult your financial advisor before implementing any of these strategies. 


At Echols Financial Services, we specialize in retirement planning, tax planning, and investing for individuals over age 50. We do our best work with people who are at or near retirement, who are optimistic but cautious. Learn more about our no-cost, no-obligation process to help you make your retirement a success.
Travis Echols, CRPC®, CSA
Chartered Retirement Planning Counselorâ„   
Certified Senior Adviser
Echols Financial Services
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Recent Articles

By Travis Echols 05 Mar, 2024
My goofy friends, building and maintaining an optimized portfolio can save or make a retiree tens or hundreds of thousands of dollars over a long retirement. Here is a framework for helping you construct an optimized retirement portfolio. The academic research from the last several decades would suggest seven major building blocks aimed at balancing liquidity, income, growth, and safety over a 20 to 30-year period. 


  • Liquidity--Retirement assets are not being locked up or annuitized such that capital is not available for emergencies.
  • Income—Using an optimized withdrawal rate, an increasing income is produced to combat inflation (unlike many pensions, bank and insurance strategies that are not inflation-adjusted).
  • Growth--assets that can combat inflation over a 20 to 30-year period, giving the retiree more income and upside potential under normal and good economic times.
  • Safety--manages the myriad of investment risks like market risk, inflation risk, and credit risk. Under worst-case scenarios, if withdrawal amounts are adjusted by using guardrails, the portfolio can still provide a lifetime income.

 

Here is an executive summary of how to build up a portfolio for retirement in seven steps.

1. Values clarification and goal-setting . Figure out the income objective and capability of your retirement assets in lifestyle terms, then financial terms. In other words, set realistic, specific, financial goals based on your core life values.

2. Asset allocation glide path . Figure out how to diversify your retirement assets among stocks, bonds, and cash, based on your age, risk tolerance, retirement goals, and changing market values.

3. Valuation-dependent efficient frontier . Figure out which areas of the markets are historically inexpensive, and which are historically expensive. Don’t take on more volatility than you need to for the growth you need or desire.

4. Multi-asset class approach . Diversify one more step for more growth and less volatility. Put more money in the specific market areas that are less expensive and less money in the specific market areas that are more expensive.

5. Tax-aware asset location and distribution . Save as much on taxes as possible by figuring out which type of investments should be held in which types of accounts. If you are drawing an income from your assets, figure out the least-costly order for making withdrawals.

6. Investment selection based on account type (qualified, nonqualified) and asset-class propensity and magnitude of outperformance (passive, factor, managed, etc. ). Figure out what kind of investment to use (index mutual fund, factor mutual fund, actively managed mutual fund, single factor ETF, multifactor ETF, passive ETF, individual stocks, individual bonds, Unit Investment Trust, closed-end fund, etc.) based on the account type, asset class, and growth and income needs.

7. Rules-guided rebalancing based on retirement glide path and multi-asset-class approach . Readjust the investment mix based on your changing personal situation and changing market values.

Sign up to receive my free monthly email articles...because you want to make the most out of your retirement .


Here is a summary of the details backing this approach. Also, click here for more background information regarding my investment philosophy.

  1.   Values clarification and goal-setting

Investment planning for (or in) retirement starts with retirement planning. You start with thinking about your life goals...your dreams...your ideal life in retirement. It could involve doing no work, working part-time, or doing seasonal work. Your ideal life could be going back to school, spending more time with family, traveling, ministry, etc.  

Ask yourself questions like, "What would I want to do if I didn't need to work for money?" or "What are the most important dangers, opportunities, and strengths I need to address?" or“Ten years from now, if I am looking back on a successful ten years, what will I have achieved?”

This conversation allows you to create specific goals around your most cherished values. And your goals will be unique to you. You then design an investment plan to help you live your ideal life.

This kind of goal-focused, plan-driven approach minimizes the chances of making bad investment choices based on current events and emotions. Instead, you can choose and maintain the specific mix of investments that can best deliver the results you need--using a disciplined, research-driven approach.

 

2.   Asset allocation glide path

The next major question is what kind of investments do you need to meet your goals. All investments have risk. Even "safe" investments over long periods have inflation risk. No single investment delivers growth, high income, and safety of principal. The key is designing a portfolio that balances them in a way that supports your retirement objectives.

And this mix may change over time. For example, for most people, it makes sense to gradually decrease their exposure to high-growth, high-volatility assets like stocks (i.e., equities) as they approach retirement. In retirement, it is usually best to maintain a flat equity glide path, dynamically adjusted for valuation. This approach protects you from the retirement-danger-zone risks of portfolio size effect and sequence risk, while allowing you to take advantage of bear markets and market corrections. See How to Navigate the Retirement Danger Zone .


By Travis Echols 30 Jan, 2024
Building and maintaining an optimized portfolio can save or make a retiree tens or hundreds of thousands of dollars over a long retirement. Here is a framework for helping you construct an optimized retirement portfolio. The academic research from the last several decades would suggest seven major building blocks aimed at balancing liquidity, income, growth, and safety over a 20 to 30-year period. 


  • Liquidity--Retirement assets are not being locked up or annuitized such that capital is not available for emergencies.
  • Income—Using an optimized withdrawal rate, an increasing income is produced to combat inflation (unlike many pensions, bank and insurance strategies that are not inflation-adjusted).
  • Growth--assets that can combat inflation over a 20 to 30-year period, giving the retiree more income and upside potential under normal and good economic times.
  • Safety--manages the myriad of investment risks like market risk, inflation risk, and credit risk. Under worst-case scenarios, if withdrawal amounts are adjusted by using guardrails, the portfolio can still provide a lifetime income.

 

Here is an executive summary of how to build up a portfolio for retirement in seven steps.

1. Values clarification and goal-setting . Figure out the income objective and capability of your retirement assets in lifestyle terms, then financial terms. In other words, set realistic, specific, financial goals based on your core life values.

2. Asset allocation glide path . Figure out how to diversify your retirement assets among stocks, bonds, and cash, based on your age, risk tolerance, retirement goals, and changing market values.

3. Valuation-dependent efficient frontier . Figure out which areas of the markets are historically inexpensive, and which are historically expensive. Don’t take on more volatility than you need to for the growth you need or desire.

4. Multi-asset class approach . Diversify one more step for more growth and less volatility. Put more money in the specific market areas that are less expensive and less money in the specific market areas that are more expensive.

5. Tax-aware asset location and distribution . Save as much on taxes as possible by figuring out which type of investments should be held in which types of accounts. If you are drawing an income from your assets, figure out the least-costly order for making withdrawals.

6. Investment selection based on account type (qualified, nonqualified) and asset-class propensity and magnitude of outperformance (passive, factor, managed, etc. ). Figure out what kind of investment to use (index mutual fund, factor mutual fund, actively managed mutual fund, single factor ETF, multifactor ETF, passive ETF, individual stocks, individual bonds, Unit Investment Trust, closed-end fund, etc.) based on the account type, asset class, and growth and income needs.

7. Rules-guided rebalancing based on retirement glide path and multi-asset-class approach . Readjust the investment mix based on your changing personal situation and changing market values.

Sign up to receive my free monthly email articles...because you want to make the most out of your retirement .


Here is a summary of the details backing this approach. Also, click here for more background information regarding my investment philosophy.

  1.   Values clarification and goal-setting

Investment planning for (or in) retirement starts with retirement planning. You start with thinking about your life goals...your dreams...your ideal life in retirement. It could involve doing no work, working part-time, or doing seasonal work. Your ideal life could be going back to school, spending more time with family, traveling, ministry, etc.  

Ask yourself questions like, "What would I want to do if I didn't need to work for money?" or "What are the most important dangers, opportunities, and strengths I need to address?" or“Ten years from now, if I am looking back on a successful ten years, what will I have achieved?”

This conversation allows you to create specific goals around your most cherished values. And your goals will be unique to you. You then design an investment plan to help you live your ideal life.

This kind of goal-focused, plan-driven approach minimizes the chances of making bad investment choices based on current events and emotions. Instead, you can choose and maintain the specific mix of investments that can best deliver the results you need--using a disciplined, research-driven approach.

 

2.   Asset allocation glide path

The next major question is what kind of investments do you need to meet your goals. All investments have risk. Even "safe" investments over long periods have inflation risk. No single investment delivers growth, high income, and safety of principal. The key is designing a portfolio that balances them in a way that supports your retirement objectives.

And this mix may change over time. For example, for most people, it makes sense to gradually decrease their exposure to high-growth, high-volatility assets like stocks (i.e., equities) as they approach retirement. In retirement, it is usually best to maintain a flat equity glide path, dynamically adjusted for valuation. This approach protects you from the retirement-danger-zone risks of portfolio size effect and sequence risk, while allowing you to take advantage of bear markets and market corrections. See How to Navigate the Retirement Danger Zone .


By Travis Echols 24 Dec, 2022
Case study of 64 and 62 year old early retirees doing strategic Roth conversions at dirt cheap prices while maintaining their Affordable Care Act health insurance subsidy until Medicare
By Travis Echols 13 Aug, 2021

If you have savings outside of pretax retirement accounts invested in capital assets (like stocks, bonds, ETFs, mutual funds, precious metals, jewelry, and real estate) which have large unrealized capital gains, this article is for you. 

You may be missing the opportunity to pay zero taxes NOW instead of 15% or higher rates in the future. 

Sign up to receive my free monthly email articles on retirement planning--no cost, no obligation .

By Travis Echols 03 Jul, 2021

Originally written on Aug 2, 2018 and updated for tax law changes. 

If you are no longer working and have reached the age of 72, you probably know about Uncle Sam’s rule for you to take a Required Minimum Distribution (RMD) from your traditional and rollover IRA(s) each year for the rest of your life. You can always withdraw more, but this requirement is the minimum you must take or be severely penalized. Fortunately, this rule does not apply to Roth IRAs. (The SECURE Act of 2019 changed the starting RMD age from 70½ to 72 starting in 2020, but fortunately you can still make a Qualified Charitable Distribution (QCD) starting the year you turn 70½.)

Sign up to receive other helpful email articles on retirement planning--free of charge .

If you have delayed paying taxes in your pretax IRA, 401(k), or 403(b), etc, there comes a time when the IRS wants their taxes. And if you don’t give them their taxes based on their required withdrawal schedule, you'll get hit with a 50% penalty on top of what you owed.

Along with Social Security and other retirement income, this RMD can significantly raise your tax rate. Also read How to Dodge the Social Security Tax Torpedo . There are not many ways to reduce this tax burden. In the past, retirees have used various deductions including charitable cash contributions and gifting of highly appreciated assets to charities. (The latter not only gives you, the donor, a deduction but also avoids a long-term capital gains tax bill.)

However, with the passing of the Tax Cuts and Jobs Act of 2017 (TCJA) , with its almost doubling of the standard deduction, itemizing deductions won’t make sense for near as many retirees. Ah, but there is still a strategy. But first let’s better understand the RMD.  

By Travis Echols 24 Jun, 2021

The latest book I am reading is “ The Psychology of Money ” by Morgan Housel. Chapter 3 is entitled “Never Enough”. In this chapter, Housel talks about  when rich people do crazy things.  

He tells stories of wealthy people who never had a sense of enough and wrecked their reputations, families, freedom, and happiness because of it.

I have also talked to older couples who tell me they once had a much better retirement in view, but the quest for more led them to make unwise investment decisions that left them financially crippled in retirement.

The importance of knowing when you have enough is not only vital to when  you retire but also how  you retire. It can affect how you invest, how you withdraw, and your overall satisfaction before and during retirement. 

Be sure to read to the end where I summarize a few key takeaways.

Housel makes the four following observations in chapter 3 of his book.

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By Travis Echols 21 May, 2021

Whether you do mini-Roth conversions over several years or big Roth conversions in a few strategic years, the Roth conversion strategy could save you tens if not hundreds of thousands of dollars over your retirement.

This article will get deep into the issues of Roth conversions for retirees and the ten steps to take to be sure it is done properly. Be sure to scan or read to the end where I will give you the simple answer to getting your Roth conversion questions answered.

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By Travis Echols 10 Apr, 2021

Making big financial decisions immediately following the death of a close family member can be dangerous. It is often best to allow some time before tackling big financial decisions. On the other hand, some people find getting immersed in the finances is helpful in coping with the loss.

Whatever way is best for you, you will need to give it your careful attention to avoid big financial mistakes. The different types of accounts have different rules. I'll address the most common types.

In the case of the death of a parent or anyone other than your spouse in which you are a non-spouse beneficiary, there are many rules that you must know to make the best decision for you and your family.  (In this article, I use the common parent-child inheritance, but the planning strategies can apply to other non-spouse situations.) 

Your decisions can have major tax and investment consequences, both now and in the future. And some of these decisions have time deadlines keyed to your parent’s date of death. Also, some of these decisions are irreversible.

You can download my free Estate Planning Survivor Checklist here .

So, you don’t want to rush in and make decisions without knowing the rules, and you don’t want to wait too long and be stuck with fewer options.

(In this article, I am not addressing estate taxes. As of 2021, only estates valued at $11.70 million or more are subject to federal estate tax. But there are plenty of other tax pitfalls to navigate around. I am also going to focus on liquid savings like investment and retirement accounts, versus real estate which will be for another time.)

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By Travis Echols 15 Oct, 2020

Delaying Social Security makes a lot of sense for many retirees; but there are common pitfalls that can cost you a bundle.

As you know, the longer you delay your Social Security Retirement benefit, the higher your lifetime monthly payments are figured to be. This increase in delaying continues until age 70, after which there are no further increases for delaying.

This increase for each month that you delay filing is not small, especially considering the current low interest rates. Even after full Social Security age, your payment goes up by 8% per year until age 70.

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Here are the five big mistakes of delaying your Social Security retirement benefit.

By Travis Echols 07 Sep, 2020

Are you wondering about the impact of the 2020 election results on your retirement? If so, you are not alone.

The two political parties are greatly polarized. While the Democrat party has moved further toward ethno-centric socialism, the Republican party has moved further toward nationalistic populism. The difference in the two parties’ goals for our country is wider than ever. 

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