Blog Post

Roth Conversion Done Dirt Cheap

  • By Travis Echols
  • 24 Dec, 2022

Alex and Anita Case Study - Ages 64 and 62 - Early Retirement

(Note: This case study is hypothetical and does not involve an actual Echols Financial Services client. No portion of the content should be construed by a client or prospective client as a guarantee that he/she will experience the same or a certain level of results or satisfaction if Echols Financial Services is engaged to provide financial planning and investment advisory services.)*

With the necessary disclaimers in place, let's talk about Alex and Anita.

Alex and Anita started planning before they retired.

As a result, they learned that they could retire early and implement tax strategies that could possibly save them enough in taxes to effectively pay for retiring earlier.

With this knowledge, they decided they did not want to continue to work for a discount. They were ready to start living life on their terms and on their schedule.

They wanted to be confident that their retirement plan maintains their lifestyle without running out of money.

Reducing their taxes, improving their investments, and creating a reliable income stream in retirement was their priority.

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Their Goals and Challenges

Alex and Anita had both worked hard for decades and had sizeable nest-eggs in their retirement plans that they knew taxes would come due on later.

They had also inherited some money from a parent that had given them a good bit of after-tax money beyond their emergency cash.

They wanted to enjoy their grandchildren more and looked forward to traveling and spending a little more time at the beach.

Retiring in their early 60s allows them to access their 401k/IRA monies with no penalty, but they had to be sure of health insurance coverage until age 65 when they would enroll in Medicare.

They also wanted to be mindful of their lifetime tax liability (i.e., their estimated cumulative tax bill over their entire retirement) and not be shortsighted regarding taxes.

With early Social Security available at age 62, they needed some advice as to when each should file.

They believed that the success of their retirement was too important to be doing it themselves and the value of having professional guidance. 

Finally, they wanted to be sure their investments were aligned with their financial plan and objectives.

Their ultimate goal was to live the life they love now while having a solid plan for the future.


Their Strategy

The goal was to make Alex and Anita's retirement planning process as simple, effective, and enjoyable as possible.

They wanted to avoid big mistakes and big surprises. They wanted to know they were achieving their goals with less personal time, worry, and effort.

The retirement planning process involved:

  • Analyzing all of Alex and Anita’s information
  • Summarizing the options available to them with their goals as the directing compass
  • Establishing new investment/retirement accounts that could provide better monitoring and tax planning options
  • Strategizing a withdrawal plan with a goal to optimize their lifetime income while paying the least in taxes (what they owe without leaving the IRS big tips year after year)

Being able to understand all of their options and the tax savings available removed a lot of their worries. They were able to move forward with their plan, confident that they would be OK.


Their Results

The solutions adopted by Alex and Anita helped them in many ways:

  • They purposely delayed Social Security to get higher benefits, thinking they would likely live beyond the breakeven point of filing early.
  • In the opportunity gap to Social Security, working with their financial planner and CPA, they started strategic Roth conversions, moving $65,000 of IRA money to their tax free Roth IRAs in the first year of retirement at a Federal tax rate of only 5.6%! See graph below.

  • This $65,000 Roth IRA conversion amount was calculated so as not to exceed the Adjusted Gross Income (AGI) limit that would reduce their Affordable Care Act (ACA) health insurance subsidy, which substantially lowers their health care insurance premiums until they each enroll in Medicare at age 65.
  • By implementing what’s called the "hatchet retirement distribution strategy"**, they had a plan for a predictable stream of income at a very low tax rate while keeping their medical insurance low -- all the while starting to defuse the ticking IRA tax time bomb in their future (or their heirs' futures). 
  • They established a bond ladder at relatively high short-term rates to bridge the gap to Social Security (to avoid selling funds if they are down when they need the money).
  • They aligned their remaining investments to meet their long term goals, withdrawing in the order that made most sense for their objective of maximum income and minimum taxes.
  •  If they stay on plan with this strategy, doing it every year in the gap, it could potentially save them hundreds of thousands of dollars over their lifetime in unnecessary taxes.*
Today, Alex and Anita are having the time of their lives. They are free to travel and spend more time at the beach. They have the financial freedom to spend more time with their grandchildren—and they do it every chance they get.

They have the confidence of knowing that their financial plan is sustainable so they can do what they enjoy doing.

Alex and Anita's retirement plan is reviewed regularly. Most importantly, new tax laws are being monitored each year to ensure they are taking advantage of any opportunities available to them.


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
Echols Financial Services
Chartered Retirement Planning Counselor℠  
Certified Senior Adviser

*DISCLAIMER. The content in this article is not intended to provide tax, legal, accounting, financial, or investing advice, or advice of any nature. Readers are advised to seek out qualified professionals that provide advice on these issues for specific client circumstances.

Please note that for any hypothetical example there are many inherent limitations. In fact, there are frequently sharp differences between hypothetical results and the actual results subsequently achieved by any particular strategy due to each person’s unique financial or tax situation. This is not a promise or guarantee regarding your situation. Any reduction in taxes would depend on your specific tax situation and should be reviewed by a qualified tax specialist.

However, this case study is not an exaggeration for many retirees who have large retirement accounts facing large RMDs at projected high future tax rates.


A vital part of holistic financial planning for retirees is tax planning. Yet so few retirees get any meaningful tax planning. As a result, many retirees get stuck overpaying the IRS year after year…and then, to make it worse, leave their heirs with a big tax problem.

Through creative tax planning, using reasonable assumptions, withdrawing from accounts in the optimum tax order, accelerating ordinary income (strategic Roth conversions) in lower tax brackets, and harvesting gains in lower capital gains tax brackets, the potential cumulative lifetime tax savings are significant.

Our financial planning process includes investment recommendations and tax guidance, but it is not meant to represent formal tax advice. We do not offer specific tax services to clients. Our goal is to bring to your attention effective tax planning strategies to coordinate with your tax preparer to reduce your lifetime taxes. (I have found over my 20 years of experience that this team approach to tax planning and tax preparation works best.)

For clarity, let’s be sure to differentiate tax preparation from tax planning. Tax preparation, also called tax return preparation, typically looks backward, one year at a time, to submit the proper tax forms and 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.

By anticipating taxes, it is possible to significantly increase how much money you will have in retirement. And every dollar saved in taxes is a dollar to fund your dreams and goals. Good tax planning is one of the key areas of retirement success.

If you are retired or close to retiring, and especially if you have large retirement accounts, I urge you to consider hiring an advisor who includes this important aspect of financial planning in their practice.


**The “retirement income distribution hatchet” is a retirement distribution model in which the initial retirement distribution rates from a portfolio are high in the early years of retirement, but then significantly decline when deferred Social Security is claimed and decreases even further as retirees spend less later in retirement. It’s name is based on the investment income curve resembling the shape of a hatchet.

Investment Advisory Services offered through JT Stratford, LLC. JT Stratford, LLC and Echols Financial Services, LLC are separate entities.

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Investment Advisory Services offered through JT Stratford, LLC. JT Stratford, LLC and Echols Financial Services, LLC are separate entities.

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

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

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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
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