This post is part of a series about the Death of the Stretch IRA, and some ideas that you can use to minimize the effects of it.
Are Roth IRA Contributions and Conversions a Good Idea for Older Investors?
There is a lot of debate about whether or not Roth IRAs are a good idea and, in particular, whether or not they are a good idea for older investors. In my opinion, Roth IRAs and Roth IRA conversions are a good idea for both young and old investors. I also believe that Roth IRAs will become even more important after the Death of the Stretch IRA. Why do I believe this? In order to explain it, I have to ask you to change your paradigm about the way you perceive money. And if you can understand the concept I’m about to introduce, you’ll be way ahead of most lawyers, CPAs and financial advisors.
The Roth IRA Advantage: Purchasing Power
Suppose that John and Jim both want to buy a $600,000 vacation home. Jim has $900,000, and to keep things simple, I’m going to assume that his money is invested in a bank certificate of deposit, where there would be no capital gains generated if he cashed it in. John has $1,000,000 in his Traditional IRA and, when measured in dollars, he has an advantage because he clearly has more money than Jim. But John will have to pay tax when he withdraws money from his Traditional IRA, and, in this example, I’m going to assume that John doesn’t have any money outside of his retirement plan to pay the income tax due. That means he has to withdraw even more from his IRA in order to have $600,000 left to spend on his vacation home. Well, since the top tax rate is 39.6 percent, John will have to withdraw his entire $1 million IRA because he’ll owe the IRS almost $400,000. Jim’s vacation home cost him $600,000 because he didn’t have to worry about taxes, but John’s vacation home actually cost him closer to $1 million. So even though Jim didn’t have as much money as John, he had the advantage over him. He had more purchasing power than John because he already paid the income tax that was due on the money he used to buy the house.
That is the way that I would like you to think about your money – not in terms of the amount of dollars you have, but how much purchasing power you have. If you can understand the advantages of purchasing power, you will have the key to unlocking the secret of the Roth IRA treasure.
The Breakeven Point for Roth IRA Conversions
Some professionals insist that there is no advantage to an older investor doing a Roth IRA conversion. This is because they think of the conversion in terms of dollars rather than purchasing power – which means that an older investor may not have a long enough life expectancy to recoup the income taxes he prepaid. Well, that is like comparing apples to oranges. I believe that the breakeven point of a Roth IRA conversion happens on Day 1, and here’s why. Suppose Jim and John both own Traditional IRA s worth $100,000 plus $25,000 in after-tax accounts. If John cashes in his Traditional IRA he will have $100,000 to spend, but he has to use the $25,000 to pay the income tax due on the withdrawal. Jim, on the other hand, does a Roth IRA conversion. He converts his $100,000 to a Roth IRA and, yes, he also uses his $25,000 to pay income tax. On the day he makes the conversion, he has $100,000 – the same amount of money, and the same amount of purchasing power, as John. This means that the breakeven point of a Roth IRA conversion is the day of the conversion. The most significant difference happens in the future. For the rest of his life, all of the gains that Jim earns in his Roth IRA account will be tax free. And even if John just reinvests his $100,000 in a regular brokerage account, all of the future gains that are earned in the account will be taxable.
Roth IRAs can be a great idea for older investors. If you compare apples to apples and measure your purchasing power, rather than your money, the breakeven point for a Roth IRA conversion will happen on Day 1. And better yet, the tax-free feature of your Roth IRA can offer an excellent defense against the Death of the Stretch IRA.
Stop back soon for more Roth IRA talk!
-Jim
For more information on this topic, please visit our Death of the Stretch IRA resource.
P.S. Did you miss a video blog post? Here are the past video blog posts in this video series.
Will New Rules for Inherited IRAs Mean the Death of the Stretch IRA?
Are There Any Exceptions to the Death of the Stretch IRA Legislation?
How will your Required Minimum Distributions Work After the Death of the Stretch IRA Legislation?
Can a Charitable Remainder Unitrust (CRUT) Protect your Heirs from the Death of the Stretch IRA?
What Should You Be Doing Now to Protect your Heirs from the Death of the Stretch IRA?
How Does The New DOL Fiduciary Rule Affect You?
Why is the Death of the Stretch IRA legislation likely to pass?
The Exclusions for the Death of the Stretch IRA
Using Gifting and Life Insurance as a Solution to the Death of the Stretch IRA
Using Roth Conversions as a Possible Solution for Death of the Stretch IRA
How Lange’s Cascading Beneficiary Plan can help protect your family against the Death of the Stretch IRA
How Flexible Estate Planning Can be a Solution for Death of the Stretch IRA
President Trump’s Tax Reform Proposal and How it Might Affect You
Getting Social Security Benefits Right with the Death of the Stretch IRA
The Best Age to Apply for Social Security Benefits after the Death of the Stretch IRA
Part II: The Best Age to Apply for Social Security Benefits after the Death of the Stretch IRA
Social Security Options After Divorce: Don’t Overlook the Possibilities Just Because You Hate Your Ex
Is Your Health the Best Reason to Wait to Apply for Social Security?
Roth IRA Conversions and the Death of the Stretch IRA



Those of you who have been following me for a while know that that one of my most cherished mantras is “Pay Taxes Later!” An extension of that mantra was my recommendation that, upon your death, your beneficiaries continue to take advantage of the minimum distribution rules to “stretch” your IRA for as long as possible so that they could achieve the maximum tax-deferred growth possible. This used to be a fairly straightforward concept but, with the increase in second and third marriages, as well as non-traditional marriages, it has become much more complicated.
A nationally recognized IRA, Roth IRA conversion, and 401(k) expert, he is a regular speaker to both consumers and professional organizations. Jim is the creator of the Lange Cascading Beneficiary Plan™, a benchmark in retirement planning with the flexibility and control it offers the surviving spouse, and the founder of The Roth IRA Institute, created to train and educate financial advisors.
In January of 2015, President Obama proposed eliminating the tax-free benefits of Section 529 college savings plans. Under his proposal, savings would grow tax-deferred, but withdrawals would be taxed as income to the beneficiary (usually the student). His belief was that taxpayers who save in 529 plans are families who can better afford the cost of college than everyone else. In reality, it is estimated that close to ten percent of 529 accounts are owned by households having income below $50,000, and over 70 percent are owned by households with income below $150,000. What isn’t surprising, though, is that the tax revenue realized by this action would have been significant, because as of the end of the 4th quarter of 2014, the assets held in 529 and other college savings plans reached almost a quarter of a trillion dollars. How many students would have been forced to apply for loans if they had been required to pay tax on withdrawals from their college savings plans? Fortunately, the House of Representatives thought differently than the President and, in February of 2015, they passed HR 529. This bill not only maintains the tax-free status of 529 plans, but also makes them more flexible and easier to use. Hopefully the Senate will follow the House’s lead and pass a companion bill with similar provisions.
Some employees have Stock Options, or the option to buy the stock of the company that they work for within their retirement plans. A unanimous Supreme Court decision in 2014 might discourage employers from offering their employees a stake in the business in future years, because they can now be held liable if the value of the stock drops. Employers can now also be held liable under insider trading laws for certain actions they make within the retirement plan, with respects to company stock.
My wife recently told me that she didn’t think that there was anything that could keep me from blogging about my upcoming book, Retire Secure! While she was joking, she was also right, I thought. But then,
The Center for Disease Control annually publishes a document called the National Vital Statistics Report. This report estimates the life expectancy of men and women in the United States. At birth, the life expectancy for a male is 76.7 years and, for a female, 81.4 years. What is interesting about the report, however, is that it shows that, the longer you do live, the more your life expectancy increases. If you’ve already made it to age 65 and are male, you are likely to continue to live until age 83. If you’re a 65-year old female, you can be expected to live until age 85.5. If you’re a male and you’ve already made it to age 80, you can expect to live until age 88.3; an 80-year old female can expect to live until age 89.7. When your life expectancy continues to increase, how can you possibly make sure that the money you’ve saved for retirement lasts for your entire life?
Earlier this year, President Obama announced that he wants to create new rules that give financial advisors a “fiduciary” status under the law. I welcome this wholeheartedly because a fiduciary is required to always put his clients’ interests ahead of his own. This means that a financial advisor cannot make investment recommendations based on the commission they would receive from the investment, and that they must first consider the benefits that would be received by their client. As a fee-based advisor I have always served as a fiduciary to my clients and believe that it is an immensely important role.
Those of you who have attended my workshops or read the previous editions of my book may remember a rule of thumb I used to use that said, “Spend your after-tax dollars first, tax-deferred dollars second, and then your Roth IRA”. Well, guess what? The changes in the tax laws now mean that there are no more rules of thumb! My new advice is, “Spend your after-tax dollars first, and then withdraw traditional IRA and Roth IRA dollars strategically to optimize tax results.”