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After graduating with $75,000 in student loan debt, Ryan began a professional career in finance, aggressively saved and invested and became a self-made millennial millionaire in early 2019. He holds a Master's degree in Computational Finance, a Master's degree in Economics, and a Bachelor's degree in Mathematics. His two passions are investing and traveling.

36 thoughts on “Regular 401k & IRA: The Undeniable Math To Avoid The Roth

  1. Just found your site and subscribed. Very interested in Preferred instead of bonds in my retirement income portfolio. I’m a 72 year old Pitt MBA and share your bent for analysis! However, I think your analysis of 401K vs ROTH leaves out two very salient factors for retirees.
    1. Taxation of Social Security benefits, the Provisional Income formula. Say our SS income is $63,900. Take 1/2 of that figure and add other income, say $50,000 from ROTH or IRA. The ROTH is ignored and Provisional Income is less than $32,000 so no tax is owed on the SS or the ROTH income! In the case of the IRA, 85% of the SS is taxable and 100% of the IRA is taxable (less the standard deduction). Huge difference!

    2. IRMMA determines how much you pay for your Medicare Part B. Consider a single person with income of $87,000 pays 144.60 per month. Adding $50,000 of ROTH has no effect. Adding $50,000 of IRA RMD add a surcharge of 231.40 per month or an additional charge of $2776.80 per year.

    There may be other effects like NIIT taxes and Medicare .009 surcharges, but I am not sure.

    I have found that there are many aspects of retirement that are very obscure until you become old enough to pay attention, at which point it is costly to change.

    Looking forward to learning from you as I intend to convert a significant amount of my IRA mutual funds into Preferreds in my ROTH. I will leave enough in the IRA to do our tithing and charitable giving via QCDs.

    I hope this sparks an ongoing conversation!

    1. I always thought that Pitt was coolest campus with the Cathedral of Learning. Very unique.

      Two things on Social Security:
      1) The income figures I was using in my examples has the implicit assumption that it consists of all income sources. The average $55,000 earner probably won’t actually have a large enough 401(k) balance by retirement to pull out $55,000 every year in retirement when the average account balance in one’s 60s is less than a few hundred thousand (source).

      But say the retiree has $1,000,000 by retirement and employs the oft cited 4% rule; $40,000 a year will come from the taxable retirement accounts. With the average benefit of social security being $16,272 a year (source), and assuming someone making an average $55,000 a year would get approximately that, that would put someone right back to the $56k range. Then we are right back to the tax arbitrage comparison point of earning the same amount in both periods.

      Two things that it are hard to forecast:
      1. What one’s Social Security benefit will be when one has 30 years of work remaining.
      2. How much one’s 401(k) balance will be at retirement.

      2) You are safe at your age with the social security benefits you are currently receiving, but for us youngins, social security might not make up a significant portion of our retirement income. The trust is scheduled to run out of funds by 2035 (source), at which point payouts will only be 75% of what they are supposed to be. Congress will probably increase taxes and lower benefits to prevent this from happening, but both of these events are not great for people of my age. If I could opt out of social security and never have to pay the 7% again, I certainly would.

      As for medicare Part B, I did look at this but when I looked at the table (source), a single person making $87,000 or less ($ 174,000 married) will pay $144.60 a month anyway. It’s only when your income is above that do the surcharges start kicking in. At the next level up to $109,000 for a single and $218,000 for a married couple, it’s an extra $689 a year. Or like you said it you are earning an extra $50,000 a year on top of the minimum threshold ($137,000/$272,000) it’s an extra $2,776 a year, or about 2% of the income. High income readers should consider if that surcharge will cost them more than they are saving.

      And I agree that there are other variables like the the ACA surcharge for net investment income over $200,000. The moral of the story is that high income earners have more to worry about with the potential gotchas and should fine tune any analysis to their own personal situation. Luckily most readers won’t have to worry about these issues.

      And you are exactly right that most people should think about these obscure issues now instead of making an arbitrary decision that might cost them in the future. I hope this page and comments will do exactly that.

      To your final comment, if you have stocks or highly appreciated mutual funds outside of retirement accounts, you should look into donating those shares without first selling them. You’ll be able to avoid paying taxes on them and the donation will amount to more. Probably can’t do that same tactic from IRA funds, but a tax advisor might have some special tricks up their sleeve.

      Thanks for the thoughtful reply.

      1. A third point regarding Social Security is that you can begin taking 401k/Trad IRA distributions at a younger age than you can begin receiving Social Security, even more so if you hold out for maximum Social Security benefits (and Social Security full retirement age could very likely go up as we reach the shortfall). If you put everything in a Roth, you could find yourself having missed out on the opportunity to pay much lower taxes during this span regardless of what happens with Social Security beyond then.

  2. Liked the math analysis – could tell you have a solid math background. However, I think Roth works out better for higher earners. If one is 30 years old & maxing out their 401K till they retire (let’s say another 30 years), they would end up with ~5 mil (assuming an 8% yoy increase). The RMD for such a portfolio would be almost 200K a year on retirement (& increases with age). Wouldn’t Roth be flat out a better case for such high earners?

    1. Hi Ayush,
      Thanks for the comment. I love putting some numbers to the story line. So, with your assumptions, the account balance 30 years later will be about $2.5 million. There are these cool little calculators I am using in this comment for illustration (source).

      Ultimately the answer really depends on what tax bracket (+state tax) the high income earner is in now versus later. Even if the RMD is $200,000 a year, the effective federal tax rate is only 15% (if married) today. The marginal tax rate for the same income is 24%, so there is still about 6% of arbitrage if the state tax in both periods is the same (source).
      That 24% rate for a married couple goes all the way up to $321,450 of income. So if you are a super high income earner above that, you may have a problem.

      Some more thoughts on RMDs:
      1) RMDs don’t kick in until 70.5 years of age
      2) RMDs for this example start at around $100,000 a year and then scale up, but you wouldn’t start taking out $200,000 until age 85, assuming you didn’t withdraw anything before 70.5. There’s a cool calculator for this too (source)
      3) If you actually retire at 60, per our example assumptions, you still have a solid 10.5 years of throttled withdrawals that will reduce the account balance even more.
      4) You could optimize how much you take out before 70.5, keeping your withdraws under a particular tax bracket and then contribute that amount to a Roth IRA.
      5) Bonus: There is a rule of 55 that allows you to start taking your money out of your 401(k) if you leave your job after 55. I’m suspecting that people with multi-million dollar 401(k)s would consider retiring early. That further provides the opportunity to start optimally extracting money out of the 401(k).
      6) RMDs of $200,000 a year are ultimately a good problem that few people will have. If I have this “problem” at 85 years old and if Congress jacks tax rates up significantly, the thought that I might not have optimized my tax savings over the prior decades won’t be high up on my priority list. 🙂

      1. Thanks for that analysis! I forgot to mention this, but such a high earner would probably have high social security benefits as well (assuming we still go on with social security, which I know you mentioned in another comment may not be the case). If you have both RMD’s and security benefits kicking into the same year, wouldn’t the arbitrage benefit be offset by the additional taxes you pay on the social security? Let’s use the same example for consistency. Your first RMD kicks in age 70.5. To make it harder for my cases, I’ll assume you reduced funds to 1 mill by taking out funds after 60 like you mentioned. The RMD is 40K at year 70 and let’s assume the social security benefit is 80K (conservative estimate using https://smartasset.com/retirement/social-security-calculator). The taxes you’d be paying on the benefits at age 70 would be ~7K more than if you were taking out the same 40K from a Roth account. Even assuming a generous tax arbitrage of 10%, the 7K loss outweighs the 4K gain on a 40K withdrawal. Let me know if there are any holes in my analysis!

        P.S – I think you mentioned this in the comment earlier that social security and how much you have in your 401K on retirement is hard to predict. But I think a safe bet for high earners would be to put in money in both, with an emphasis on Roth. Would you agree?

        1. I’m actually glad you brought the social security argument back into the fold.

          The maximum benefit allowed by law if social security is deferred to 70.5 would be $82,000. To get that amount it would require the earner to have earned more than the maximum tax cap of $137,700 for 30 years adjusted for inflation. (If it is not deferred and instead taken at 65 it would be a starting benefit of about $55k) (Social Security Tables)

          So, if the family earned between $137,000-171,000 for the 30 years, they would have paid (Roth) or saved (traditional) the marginal tax rate of 22%.

          When they take it out, with a deferred $80,000 yearly social security pension, it would push them right back into the same 22% tax rate. They could have a maximum of $91,000 in taxable income from all sources and remain in the same tax bracket. Consequently, there would be no benefit from either account type from a Federal tax standpoint.

          +If you factor in the Medicare plan B discussion in the comment above, it tips the scales slightly into the Roth account by 1-2%.
          +But if you move from a state paying 5% tax to a tax free state in retirement like a lot of retirees do, it tips the scales back into the regular 401(k) camp even with the medicare plan B.
          +If your family earns more than $171,000 now, you are in the next tax bracket (24%) and the traditional account is the winner again.

          The nice thing about the traditional 401(k) is you have more flexibility for strategy in your later years. With the Roth, you pre-pay the tax upfront at the highest rate and there is nothing else to be done. When you retire and defer taking social security, you will have a number of years (as many as 15 if retiring at 55) to take the maximum amount that would keep you under the prior high tax rate, about $104,000 (80,000+24,000), and transfer some or all of it to a traditional IRA and then do an immediate conversion to a Roth. This way you will end up with Roth assets during your RMD years anyway.

          And remember, the RMD is only the minimum. If you have a $1,500,000 account at 70, you are only required to take out about $55,000. You could take out an extra $35,000 and that would keep your RMDs under the $91,000 threshold for a lot longer than if you only took out the minimum and let the balance continue to grow.

          So, if you are confident that you will earn the maximum social security benefit, your account balance will be more than $2,500,000 at age 70.4 when RMDs kick in, and IF you won’t move to a tax free state, then having a portion of that account in a Roth 401(k) could benefit you. It would require some great modeling with a lot of assumptions to determine what that optimal percentage is, of course.
          But again, the state tax is SO critical to the analysis. Simply moving to a tax free state and saving 5%, you could have RMDs up to $222,601 a year (which would occur at year 14 with a $3 million starting account balance at age 70.5) and still do better with the traditional (32% bracket at 24k+80k+222k=326k).

          So to answer your last question, I strongly believe that the odds are so stacked against the Roth account that I contribute nothing to a Roth 401(k) and max my traditional account, and that is the conclusion I think applies to most people.

          1. Thanks again for taking the time to reply! I carefully read through you’re analysis and have to agree – odds are it’s better to go with a traditional. Unless you have 2.5 mil by 70 haha. I’m in a state without income tax right now though. So I guess the best strategy is to keep most of it in a traditional401K. But probably need to revisit it every year and adjust so that you’re going to hit the right numbers closer to age 70, updating it according to the latest laws.

            On a side note, tax strategy would have been so much simpler if everything was a flat tax :D. The piecewise break up makes it a horribly non linear problem lol.

          2. Glad to help! It’s been an interesting analysis problem to work through.
            And you are absolutely right – taxes would be so much simpler with just a flat tax and say, a single standard deduction. Unfortunately we’ll never have that in this country though.
            And like you also said, tax laws change every couple of years, so keeping up on the latest rules will help guide along the planning.
            Feel free to comment on any other articles of interest 🙂

  3. I am very intrigued by this article. While the tax savings math you used with the distribution amount example makes a lot of sense, it’s looking at the bigger picture that confuses me. Since I am 23 years old now, in theory I would have about 40 years to retirement. Using average stock market return rate of 7% shows me that the end result of contributing only 3k a year leaves me with an account balance of almost 600k, with total amount contributed at 120k. I can’t wrap my mind around any tax rate where it would be better to pay taxes on 600k vs paying for 120k. So I took to Google and ended up on Bankrate with a traditional vs roth calculator and found there that according to their calculations, roth comes out on top. The only caveat is that when selecting the option on the calculations to “invest immediate tax saving from traditional contributions” the traditional comes out on top by maybe a couple percent. However, this strategy seems a little to savvy for the average person as most people don’t just dump their tax return into an IRA or taxable. Curious on your thoughts.

    1. Hi Jared,
      That’s exactly the crux of the issue. Usually the comparison between the two account types only looks at the taxes not paid at the end of 30-40 years but ignores the reinvested tax savings over 30 years. Let’s say you make a commitment to contribute $10,000 a year into your 401(k). With the traditional, that $10,000 comes right out of your annual income. With the Roth, if you contribute that, then you need an extra say $2,000 to fund the tax bill. So if you only want $10,000 to come out of your paychecks you’d actually only contribute $8,000 to your Roth. So effectively with the traditional account, the government is giving you a $2,000 a year tax deferred loan to invest on their behalf, which a portion will have taxes taken out in the end. The real irony here is that you can end up paying a lot more in taxes than the taxes paid on the 120k contributed, but still have more after-tax money for yourself too. Conversely, you might not pay any taxes on the money at all in retirement if the account is appropriately throttled to stay under the lowest tax bracket. Good job on researching these issues early in your career!

  4. OK Ryan:
    My wife and I are 58. We have $1,300,000 in traditional 401 and IRA and another $250,000 in emergency savings. Own our home outright, $400K and have no debt. My wife is to retire at 62 and I will at 65, at least thats the plan. Should we continue the traditional route or go Roth? Should we consider a converstion? many tout the Roth. I am of the mind that the current tax savings, allowed to reinvest for years, is a big plus. Your thoughts?

    1. Congrats on the successful retirement planning, you are in good shape! I am of the same opinion for current tax savings, as indicated from my lengthy post.
      If you are 58, you are likely in your prime earning years, so your tax rate is high and when you both retire, your tax rate will be lower, so the regular 401k is the way to go. If you do a conversion, all that you convert will be taxed at your highest tax rate, which is not good. The only time a conversion makes sense is if someone has lower income relative to other years where they can sneak the converted amount into lower tax brackets, such as if they had a bout of unemployment, or are in retirement.

  5. I find there’s even more savings then listed with the traditional. My husband makes about 48,000 in taxable income and we have 2 kids. When it comes to the earned income credit for every $50 less we make (aka invest in traditional) the government gives us $10 more in the credit. The tax system is very complex and the EIC is mind blowing. I can’t believe the government has such a credit it’s redistribution of wealth at it’s finest but I’m playing the game. We wont always be at such a low income. So just looking at the tax brackets doesn’t give the best picture of tax savings overall.

  6. Some cases where a Roth makes sense:
    1) you have net operating losses to apply and your income is really low
    2) you’ve maxed out your 401k. Now a back door Roth or a mega backdoor Roth may make sense.
    3) you use the Roth as part of your emergency savings. After covering your emergencies, it no longer helps to contribute further though

    But in general, I think you’re right that if you are in a >15% tax bracket now and have a limited amount to save that you won’t hit caps, traditional is better.

  7. Thanks for the thoughtful article and formulas. With regards to high savers (high income or otherwise) your math breaks down. When people hit the “limits” (whether that be the $19,500 or even the 415c limit of $57,000) it’s better to go to Roth. For example, when applying “$19,500” to your first formula, at 20 years, 7% ROI and 32% Tax rate, both formulas yield “$51,312”. But the only reason they are equal is that the first step in the Roth formula is to back out the taxes from the Roth contribution. That’s not how high savers operate. They’d invest the full $19,500 in a Roth 401k. Looking at this another way (I think we’re 100% in agreement with this statement), a traditional saver MUST invest their tax savings to keep up with a Roth saver given equal tax rates. However, when hitting the IRS investment limits, the only option is a taxable brokerage. Then the math gets complicated with taxable dividends, how much your mutual funds turnover (tax) and, of course, capital gains at the end of all of that (minus the principle). Maybe that traditional saver utilizes a Roth IRA on the side to avoid all of that. But to the super-saver, who is maximizing all of their “tax advantaged limits”, Roth investing lets them effectively stuff more dollars under those limits to the tune of the amount of tax they’re paying on them at the time of investment.

    1. Hi Tom. In the second to last paragraph of section 4, I briefly mention this. You can pay your taxes outside the Roth account and it allows you to stuff more after-tax dollars into the account. If high income saver invests the full $19,500 in a Roth 401k, they would then pay $6,240 in federal income taxes upfront (assuming 32%). So were it to be truly equal the traditional 401(k) it would need an account limit of $25,740 to match the contribution limit of the Roth 401(k).

      That being said, if they make under the 124,000–$139,000 2020 phase out range (married 196,000–$206,000), they could maximize the traditional 401(k) and then immediately invest the tax savings into the Roth IRA to invest those tax savings for tax free growth. In that situation, the Roth would again have no account maximization advantage.

      And like you said, if they make more than $139k, the tax saving would have to be invested in a taxable account and it gets a little more complicated. But if those savings are invested in the S&P500, there would be a nominal 15% tax on the 2% quarterly dividend and a 15% capital gains tax on the back end (unless the saver’s retirement income is below $80,000 a year to qualify for 0% capital gains taxes).

      However, the high income saver is still paying the maximum amount of taxes with the Roth 401k. Another tax I didn’t mention here is the Net Investment Income tax (NII) that taxes investment income when total income is more than $200,000 a year. That 3.8% tax is worth another $741 on $19,500. And using the traditional 401(k) can drop your income under the limit. So potentially, the high income saver could be paying 32% (federal) + 3.8% (NII) + 5% (state tax) = 40.8%. That’s an additional 20-25% that one must earn on their investments over time to make up the initial shortfall.

      1. Thanks Ryan – I love these discussions. A couple of points. For “super-savers”, who push the IRS limits, one can always turn to the backdoor Roth IRA for further tax savings. That’s precisely what I do. So, although a taxable brokerage is certainly an option, Roth IRA’s are really available to everybody. So, maximizing my Roth 401k plus maximizing both mine and my spouses Roth IRA’s is a start for me (company contribution is Traditional money of course). If I chose to invest in a Traditional 401k, I’d have to invest that extra $6240 you mention (actually higher for me in a 5% state income tax state) in a taxable brokerage subject to those taxes you mention to keep up with my Roth 401k savings of $19,500. But don’t forget, that $6,240 is all subject to tax, so in apples-apples scenario, $6,240 becomes $4243 invested, $1,997 tax at 32%. So, for “super savers” (really regardless of income) going “all Roth” allows you to stuff more tax advantaged dollars under the IRS limits. At worst, the net value is going to work out to be equal dollars (you should run some drawdown scenarios as well) even with higher taxes paid in the savings years. You mentioned Net Investment Income tax as well. Apply that to the drawdown years. I think it speaks to the benefit of Roth money keeping your retirement income below those levels that may push your AGI above those levels. Don’t get me wrong – people with AGI’s > 200k in retirement are certainly the exception, but those are exactly the people who can benefit from tax free income.

        1. Hi Ryan, I’ve found this article and the corresponding discussion on the comments really interesting. Would love your thoughts on my particular situation. My wife and I are both 38 years old and would like to retire by 65 if not a few years earlier. My annual income is ~$300K per year and likely to continue to increase before retirement. My wife is currently not working to stay home with our children. For the past several years, I’ve been maxing out my Roth 401K contribution ($19,500 in 2020), and then doing an “after-tax Mega Backdoor” Roth 401 conversion up to my company’s limit of $27,500. My company also puts in something like 8k in matching. I also put $6K in both my wife and my’s Traditional IRAs and immediately convert it to our Roth IRAs via the backdoor. Altogether, not counting the company match, we’re saying $59,000 per year in Roth accounts at the moment. My question is that would we be better off in retirement with taxes if I put the first $19,500 in my traditional 401K rather than putting it in the Roth 401k. Due to our high income there’s no other option for the other Roth contributions other than the backdoor approaches. Note, we have about $350K in our traditional 401Ks at the moment but had not planned to make many more contributions beyond the company matching funds. Thank you in advance for your thoughts!

          1. It sounds like you are on your way to a comfortable retirement regardless of what you do, but that is the gist of what this article is about, saving tax money immediately and paying lower taxes later when you are retired. It looks like you are in the 24% tax bracket but pretty soon will be in the 32% tax bracket so if you are currently doing all Roth accounts, you are front loading your tax with the highest rates you would ever pay. You should think about maxing your Traditional 401(k) first and then doing the other backdoor Roth conversion strategies so that you max both types of accounts. Since you are highly paid, your employer might also offer another income deferral plan that differs from the 401k but also saves you tax dollars today.

          2. Thanks, Ryan. I had a feeling you’d say that. I’ll adjust my withholdings for 2021 and beyond accordingly to max out the traditional option with the initial $19,500! Thank you again!

  8. Here’s something no FA’s talk about and when I bring it up it stumps them. I am 54 and want to go part time when I am 57. Me and wife have 1.2 mil currently in 401k and 40% is Roth. Yes we had small paychecks because of it but were able to stuff more in doing Roth because for the last 12 years we maxed out our contributions. Here is the KICKER, If we decide to go part time at 57, or hang it up all together (I have a small pension as well) WE CAN WITHDRAW OUR ROTH money and stay below 45K in wages for the year and get he Obamacare at the cheapest rate there is. So if we withdraw 30K in roth and say we make 40K in part time wages guess what? Our income is 40K!!! CHEAP HEALTH INSURANCE from the ACA.
    So discuss this, since no one else ever thinks about that angle even though health care costs are always the biggest worry

    1. Hi Patrick. You are in a pretty good place! Congratulations!
      I’m glad someone brought this up, since it’s another income adjusted price program. I guess for someone young thinking about this fork in the road, the comparison would have to focus on how much extra tax would be paid and investment return forgone from the Roth 401(k) portion, relative to the future higher ACA plan costs. This wouldn’t be too hard to model by taking the NPV of the extra ACA costs (Traditional) and comparing it to the NPV of the additional taxes paid (Roth).
      Unfortunately, there are a lot of variables that go into this premium calculation so there doesn’t appear to be a generic calculation that could apply to the average individual situation. However, I went to the ACA site and picked some numbers for a couple living in California, 57 & 54, medium health care usage and tried $40,000 and then $60,000 for income. The options on the resulting plans a little different from screen to screen, but it looked like the average difference in premium was about $200 a month for that particular situation. Live to age 90, potentially a savings of (undiscounted) $79,200? Have you run some calculations for your specific circumstances? It would be interesting to see what you come up with.

      1. This is for me and spouse. My pension is 21K per month if I took it at age 57, if I can work part time and make 20K I would have that 41K income. Then I can draw off my roth to put my real disposable income at whatever I wish depending on how much I want to take out, without affecting my taxable income. I could do this until SS kicks in. I have some past health conditions that lead me to think I will not be around past 72 years old. If I claim 40K in income a plan with a 4000.00 deductible and 13.300 max out of pocket is 377.00 per month. Now if I run the same plan at 80K income the same plan is 2036.00 per month!!!

      2. A 4000.00 deductable and 13300.00 max out of pocket plan is:
        40K income 377.00 a month.
        80K income 2036.00 per month

          1. Hence the reason this is something to really include into weather ot not a Roth is better than a traditional depending on the situation. For nayone looking to retire before Medicare kicks in this is HUGE

  9. I have a question about marital status. For every married couple, there will be one spouse who survives longer than the other. After a year or two, the survivor will have to start filing a single (rather than a married filing jointly) tax return. Assuming little change in income this could cause a jump to a higher marginal tax bracket. Sometimes that jump could be big — from 12% to 22% or from 24% to 32%. Isn’t protecting the surviving spouse from a higher tax bracket a reason to hold some of one’s retirement assets in a Roth account? Especially if most of the contributions are being made while married?

    1. There is a documented Widowhood effect that shows that surviving spouses generally die within a short period of time after their spouse dies, but this is a valid point, especially if one of the spouses is more unhealthy than the other one. Of course, the allocation decision is usually made decades before health problems become evident, but it is something for readers to consider. But also, distributions would likely be halved since there less money required for living expenses. Thanks for the comment!

  10. Under the current fiscal and monetary policies, we project that our tax deferred accounts using conservative returns to be just shy of 20 mil before our first RMD in a few years. Presently, our draw down at this point is less than 2% in order stay under the earlier stated $321K threshold before the jump to the next tax bracket. Our fear is the higher tax rates that will kick in on RMDs when taken. Looking solely at the tax consequences upon withdrawal using a traditional IRA, we figure that the tax savings and total contributions have already come out of our account in the first couple of years of retirement. Because of our anticipated tax consequences, we have steered our adult children to fund Roth accounts. The notion of lower taxes in retirement is dependent on returns over your total investment years. You can run all the what if scenarios in anticipation, but your final outcome is based on statements from your accounts. Great discussion, I only wanted to provide a different point of view based on actual experience.

    1. Wow, $20 million in retirement accounts, congratulations on that one! I think the question we all have is how? Did you buy a bunch of Apple 20 years ago and just hold onto it? That is exceptionally above average.

  11. You are partly correct. Individual stock exposure helped us along the way. The first million came by way of INTC and MSFT beginning around the time of 286 chip set. Moore’s Law provided growth for these companies. Intel, for the most part was tied at the hip with MSFT’s ever burgeoning demand for processor speed. Early days of Qualcomm, Taser and Mastercard helped propel the growth as well. With the credit debacle, we moved out of mutual funds and began to follow the growth of individual stocks in order to make up our losses. When I saw the first iPhone on display at the San Francisco MacWorld, Apple created a unique opportunity. My daughter stood in line all day to get her hands on one. Although I did not buy a phone until the iPhone 6 came along, I did commit a large portion of my retirement account to the cause at the time. Luckily, it paid off. Forays in FB, NFLX, SQ, PYPL, and TSLA of shorter durations provided some degree of diversification and pushed my returns. Major holdings today are AAPL, MA, AMZN, LMT, VTI and TQQQ and cash. Dead money in the account is in oil (BP and CVX) albeit small positions. There was a little bit of risk taking, but it paid off over the long haul. The major mile stone in our investing was breaking the $100,000 mark. Staying invested and compounding rate of return did the rest. Mistakes were made early on involving sales charges for services provided by sales people masquerading as financial planners who needed to eat. Our investing philosophy is similar to baseball. One only needs to get on base, forget aiming for the fence. Find an investing style that suits your intestinal fortitude and stick with it, if you can stomach the downturns. Looking long term, there has and continues to be an upward bias.

  12. Hi Ryan.
    As a retired HS physics teacher, who started an encore career as a financial planner, I love your mathematical analysis of a regular versus a Roth 401k. I think a lot of people will have problems understanding the tax arbitrage because they don’t fully grasp the concepts of marginal tax rates versus effective tax rates. A good visual using buckets showing which bucket the contributions are taken and where the distributions are received is helpful. I work in the DC metro region and a significant number of clients are retired teachers, government workers and high ranking military, all of whom have a significant floor from pensions. Most of the working couples will be in the 24% bracket in retirement, so I would think that earlier in their careers or whenever they have a drop in their income, such that they are in the 24% or less marginal bracket, they should contribute to the Roth accounts. Later in their careers they may end up in a higher bracket and thus make regular contributions. It’s great to have both accounts so that you can adjust the amount withdrawn, especially between 60 and 72 to minimize IRMAA issues and keeping below the 32% bracket. Social Security is usually a non-issue in this area whereas almost every ends up having 85% subject to taxes. We sometimes do Roth conversions to fill the 24% tax bucket between retirement and 70 if the regular account value is high. If a client will never need the majority of the principal and the accounts are generally a legacy play, we look at the tax brackets of the kids who are likely to inherit them. With the elimination of the stretch IRA for non-spouses, drawing down a few million over 10 years during prime working years can be brutal tax wise. We attempt to convert at 24 or even 32% if it looks like 10 year withdrawals will be in excess of 200k per year. Thanks again for your great treatment of this important issue.

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