Bogleheads® Conference 2024 Roth Conversion Deep Dive with Mike Piper
Resumen
TLDRThe video, presented by CPA Mike, offers an in-depth examination of Roth conversions. It begins with a definition of a Roth conversion, highlighting its process of transferring money from a tax-deferred account into a Roth account, which then grows tax-free. The session covers the benefits and drawbacks of such conversions, focusing on elements like comparative current and future tax rates, impacts on required minimum distributions, and the broader implications on tax and retirement planning. With strategic planning, Roth conversions can enhance after-tax inheritable wealth without significantly boosting retirement financial security. The session emphasizes using taxable account funds to finance conversions for better Roth account growth and reducing tax drag. It also considers beneficiaries' tax scenarios, the relevance of charitable intentions, health and longevity factors, and how conversion strategies can dynamically adjust to life changes such as shifts from joint to single tax filing.
Para llevar
- 🤑 Roth conversion transfers money from a tax-deferred account to a Roth account, usually resulting in a taxable event.
- 📊 Key factors to consider in Roth conversion include current vs future tax rates and potential impacts on required minimum distributions (RMDs).
- 💡 A smart conversion plan can improve metrics such as after-tax wealth for heirs but doesn't necessarily enhance retirement financial security.
- 🏠 Use taxable account funds to pay conversion taxes for more effective Roth space utilization.
- 👴 The strategy can be beneficial in scenarios involving changing tax status, like going from married to single due to a spouse's death.
- 📉 High earners among heirs might benefit more from a Roth conversion than low earners, potentially reducing their future tax burden.
- 💼 Tax brackets, credits, and associated thresholds play significant roles in determining the conversion's financial sense.
- 🎯 Charitable giving strategies, like qualified charitable distributions, should be considered alongside conversions, especially for those with significant charitable intent.
- 🔍 Health, longevity, and anticipated future expenses must be factored into personal conversion analyses.
- 📈 Conversion benefits can be amplified by tax-free compounding if funds remain in the Roth account over long periods.
Cronología
- 00:00:00 - 00:05:00
Speaker Mike, a CPA, introduces the concept of a Roth conversion, which involves transferring money from a tax-deferred account to a Roth account, making it taxable. Mike plans to cover the pros and cons, potential benefits, and how the Roth conversion fits into overall retirement plans.
- 00:05:00 - 00:10:00
Three primary effects of Roth conversions are introduced: paying tax now instead of later, buying more Roth space with taxable dollars, and reducing future required minimum distributions (RMDs). The pros and cons vary based on current and future marginal tax rates.
- 00:10:00 - 00:15:00
Complicating factors for Roth conversions include different marginal rates than tax brackets, taxation of Social Security benefits, Medicare premiums, and changes in status like spousal death affecting tax rates. Additionally, future beneficiaries' tax rates and potential charitable distributions can impact conversion decisions.
- 00:15:00 - 00:20:00
Roth conversions allow using taxable accounts to buy more Roth space, advantageous due to less tax drag in Roth accounts compared to taxable ones. The financial benefit grows with the number of years funds are held in a Roth account until spent or transferred to heirs, compounding tax-free growth is emphasized.
- 00:20:00 - 00:25:00
A Roth conversion reduces future RMDs, lessening tax drag on unspent RMD dollars that would otherwise be reinvested in taxable accounts. This benefit is long-term, extending possibly decades, reducing taxable impact on portfolios significantly.
- 00:25:00 - 00:30:00
Although Roth conversions solve issues like tax drag and RMD size, they don’t greatly secure financial stability in retirement as they don't address key risks of running out of funds, such as sequence of returns risk or spending shocks.
- 00:30:00 - 00:35:00
The primary benefit of Roth conversions is that they can improve the after-tax amount left to heirs without changing financial security. Smart conversion plans enhance wealth passing without affecting personal financial stability in negative scenarios but can boost outcomes in positive scenarios.
- 00:35:00 - 00:40:00
A broader retirement tax plan involves prioritizing spending from checking, savings, and tax-free accounts first, fostering low-tax conversion space. Ideal years for conversions are identified when taxable income is low, usually early in retirement, maximizing tax efficiency.
- 00:40:00 - 00:45:00
Decisions on conversion amounts are based on income thresholds like tax brackets, considering marginal tax rate changes or they may be tied to other financial objectives like reducing taxable IRA balances when strategically beneficial.
- 00:45:00 - 00:51:23
Strategies for conversion timing and amounts are flexible, often over multiple years to optimize tax impacts. The integration of conversion plans into overall retirement strategies allows for tax-smart practices that align with long-term financial goals.
Mapa mental
Vídeo de preguntas y respuestas
What is a Roth conversion?
A Roth conversion involves moving money from a tax-deferred account to a Roth account, usually making the transferred amount taxable in the conversion year.
What factors determine whether a Roth conversion is a good idea?
Key factors include current vs future marginal tax rates, changes in tax status, health and longevity, and how conversions fit into your overall retirement plan.
How can using taxable account funds benefit a Roth conversion?
You can use taxable account funds to pay the tax on the conversion, effectively buying more Roth space and reducing tax drag since Roth accounts grow tax-free.
What are the impacts of changing from a married to a single tax filing status on Roth conversions?
Converting while both spouses are alive can prevent a higher tax rate imposed on a single filer left with almost the same income post-death of a spouse.
How do heirs' tax rates affect the decision to perform a Roth conversion?
If beneficiaries will likely be in high tax brackets, converting can relieve them from heavy taxes on inherited tax-deferred accounts.
What role does charitable intent play in Roth conversions?
Significant charitable intent might reduce the rationale for conversions since leaving tax-deferred dollars to charities avoids taxation on those dollars.
Can converting at higher current tax rates be justified?
Yes, if it avoids even higher future tax rates or maximizes Roth growth potential through tax-free compounding.
How do marginal tax rates influence Roth conversion strategies?
Understanding your actual marginal tax rate versus your tax bracket is crucial, as various tax credits and social benefits can adjust your effective rate.
When should you consider paying conversion taxes from an IRA versus a taxable account?
Pay from a taxable account to retain more funds in the Roth account, maximizing its growth potential which avoids tax drag found in taxable accounts.
Why might you spread Roth conversions over several years?
To minimize tax impacts by staying within a favorable tax bracket or avoiding penalties like Medicare income-related monthly adjustment amounts (IRMAA).
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- 00:00:00[Applause]
- 00:00:01[Music]
- 00:00:06all righty so I get to introduce myself
- 00:00:09today so hello I am Mike I am a CPA and
- 00:00:14let's just get started so as you can see
- 00:00:17from our title here this is going to be
- 00:00:19a deep dive on the topic of Roth
- 00:00:21conversions but before we do that before
- 00:00:25we really dive deep I want to take just
- 00:00:27a brief moment to make sure that
- 00:00:28everyone here is on the same page about
- 00:00:32one fundamental piece of information and
- 00:00:34that is what is a Roth conversion so a
- 00:00:38Roth conversion is when you move money
- 00:00:41from a tax deferred account to a Roth
- 00:00:44account so for instance you could be
- 00:00:45moving money from a traditional IRA to a
- 00:00:48Roth IRA and when you do that the money
- 00:00:51that you move over so the money that you
- 00:00:53convert it's generally taxable as income
- 00:00:56in the year that you do the conversion
- 00:00:58so that's what a conversion is and there
- 00:01:00are three primary things that we're
- 00:01:02going to be talking about today that all
- 00:01:03fall under the Roth conversion
- 00:01:05umbrella the first one is what are the
- 00:01:08effects what are the pros and cons of a
- 00:01:10Roth conversion in other words how do we
- 00:01:12decide whether or not it makes sense for
- 00:01:14you to do a conversion in any given
- 00:01:17year topic number two what can we hope
- 00:01:20to achieve with a smart conversion plan
- 00:01:23in other words what are the metrics that
- 00:01:25we can realistically hope would be
- 00:01:27improved by doing conversions and our
- 00:01:30third topic which we're going to hit on
- 00:01:31more briefly is how does a Roth
- 00:01:34conversion plan fit into a broader
- 00:01:38overall retirement tax plan so digging
- 00:01:41right in here with the effects of a Roth
- 00:01:43conversion in most cases conversions are
- 00:01:47going to have up to three major effects
- 00:01:49and these are the three things that you
- 00:01:50want to be looking at in any given year
- 00:01:52when trying to determine whether it does
- 00:01:54or does not make sense for you to do a
- 00:01:57conversion the first effect is that you
- 00:01:59will end up paying tax now instead of
- 00:02:01paying tax
- 00:02:02later the second effect is that
- 00:02:05conversions will let you use taxable
- 00:02:07account dollars to essentially buy more
- 00:02:10Roth
- 00:02:11space and the third effect is that Roth
- 00:02:14conversions will reduce your future
- 00:02:16required minimum distributions your
- 00:02:17future rmds and that can reduce the
- 00:02:20future tax drag on your portfolio and
- 00:02:23we're going to go through these one by
- 00:02:24one so pay tax now instead of later the
- 00:02:28idea here is that when you do a
- 00:02:29conversion
- 00:02:30the conversion is taxable so you have to
- 00:02:32pay some tax right now right but then
- 00:02:35the money is going to be in a Roth IRA
- 00:02:36going forward so Roth IRA are allowed to
- 00:02:39grow taxfree so you won't have to pay
- 00:02:41tax later as it grows and as long as you
- 00:02:43meet the appropriate requirements you
- 00:02:45can take the money out taxfree as well
- 00:02:47whereas conversely if you don't do a
- 00:02:50conversion then you won't be doing you
- 00:02:52won't be paying any tax right now right
- 00:02:54because you didn't do a conversion but
- 00:02:56then the money is still in a traditional
- 00:02:57IRA or other tax deferred account and so
- 00:03:01you most likely would have to pay tax at
- 00:03:03some point later whenever the money does
- 00:03:06come out of the account
- 00:03:07later and of the three effects shown on
- 00:03:10this slide this first one paying tax now
- 00:03:13instead of paying tax later this is the
- 00:03:16one that gets almost all of the
- 00:03:19discussion and in fact it's very common
- 00:03:21to see this treated as if as if it is
- 00:03:24the entirety of the analysis like it's
- 00:03:26very common to see articles and
- 00:03:27bogleheads threads where this is the
- 00:03:29only thing gets brought up but as we'll
- 00:03:31see in just a little bit this is really
- 00:03:33only one piece of the picture it's
- 00:03:34important to account for more than
- 00:03:36this now this effect of paying tax now
- 00:03:39instead of paying tax later it can be
- 00:03:41helpful or it can be harmful so it can
- 00:03:44be a good thing or it can be a bad thing
- 00:03:46it could be a point in favor of doing a
- 00:03:47conversion or a point against and that
- 00:03:50all depends on the current marginal tax
- 00:03:53rate and by that I mean the tax rate
- 00:03:55that you would pay on a conversion of a
- 00:03:57given size if you did do that conversion
- 00:03:59this year and how does that tax rate
- 00:04:02compare to the Future marginal tax rate
- 00:04:04and by that we specifically mean the tax
- 00:04:07rate that would be paid on the dollars
- 00:04:09in question whenever they come out of
- 00:04:11the account later if you don't convert
- 00:04:14them so we're comparing those two tax
- 00:04:16rates and whenever the current tax rate
- 00:04:18so the tax rate on the conversion is the
- 00:04:20lower of the two then this effect is
- 00:04:23helpful it's a point in favor of doing a
- 00:04:26conversion and conversely whenever the
- 00:04:28current tax rate is the higher of of the
- 00:04:29two then this effect is harmful because
- 00:04:32it means you're paying tax now at a
- 00:04:34higher tax rate when you could have
- 00:04:36waited and paid tax later at a lower tax
- 00:04:38rate so that's not a good thing so this
- 00:04:40effect it can be good or it can be bad
- 00:04:42just depends on the
- 00:04:44circumstances now there are a number of
- 00:04:47caveats complicating factors that make
- 00:04:50this pay tax now or pay tax later thing
- 00:04:53more complicated than it might appear at
- 00:04:55first glance the first one is that when
- 00:04:58we're talking about marginal tax
- 00:05:00rates your marginal tax rate might be
- 00:05:03different than just your tax bracket we
- 00:05:05often treat those two terms as if
- 00:05:06they're synonyms but they're not because
- 00:05:08there are a ton of different things in
- 00:05:10our tax code where as your income goes
- 00:05:14up your income tax does go up as a
- 00:05:17result of your tax bracket but something
- 00:05:19else also happens like this additional
- 00:05:22taxable income causes you to become
- 00:05:23ineligible for a particular tax credit
- 00:05:25or something like that and so when you
- 00:05:27account for that factor Plus your tax
- 00:05:30bracket your actual marginal tax rate
- 00:05:32can be considerably higher than just the
- 00:05:34tax bracket that you're in and I want to
- 00:05:36run through just a few things that can
- 00:05:39cause that type of effect that are most
- 00:05:41likely to be relevant in a rough
- 00:05:42conversion
- 00:05:43analysis the first one is the premium
- 00:05:45tax credit so that's the credit for
- 00:05:48anybody buying health insurance on the
- 00:05:49Affordable Care Act exchange so that's
- 00:05:51most often going to be relevant in a
- 00:05:52scenario where you retire before 65 so
- 00:05:55you're not yet on Medicare but you've
- 00:05:57retired so you don't have insurance
- 00:05:58through your previous employer most
- 00:06:00likely so you're probably buying
- 00:06:02insurance on the
- 00:06:03exchange and the way that credit works
- 00:06:06is that as your income goes up the
- 00:06:08credit shrinks and eventually it shrinks
- 00:06:10all the way to zero and so let's say
- 00:06:12you're 63 and you're thinking about
- 00:06:14doing a conversion this year and you're
- 00:06:16buying insurance on the exchange well
- 00:06:18then this is something we have to
- 00:06:19account for right is this taxable income
- 00:06:22from the conversion going to be
- 00:06:23shrinking this tax credit and if the
- 00:06:26answer is yes that doesn't necessarily
- 00:06:37mean if we get that light switch back on
- 00:06:39thank you uh
- 00:06:41so so if a conversion would be shrinking
- 00:06:45your premium tax credit that's not a
- 00:06:47good thing but it isn't necessarily
- 00:06:49enough to say that we shouldn't do a
- 00:06:50conversion right it just is something we
- 00:06:53need to account for in the math in order
- 00:06:55to be doing it
- 00:06:57correctly then the way that Social
- 00:06:59Security benefits are taxed that can
- 00:07:01also cause this type of effect basically
- 00:07:03if your income is low enough your
- 00:07:05benefits are not taxable but then as
- 00:07:07your income proceeds upwards through a
- 00:07:09particular range uh the portion of your
- 00:07:11benefits that are taxable goes up so as
- 00:07:14your income is proceeding upward through
- 00:07:16that range the um actual marginal tax
- 00:07:20rate is much higher than just the tax
- 00:07:21bracket that you're
- 00:07:23in and Medicare Irma that's income
- 00:07:26related monthly adjustment amount and it
- 00:07:28is just a rule that says that if your
- 00:07:31income crosses a certain threshold or
- 00:07:33various thresholds in a particular year
- 00:07:35then your medicare premiums two years
- 00:07:37from now are going to be higher so if
- 00:07:40we're thinking about conversions in
- 00:07:432024 if you would be 65 or older in 2026
- 00:07:46so two years from now then we want to be
- 00:07:48thinking about would this conversion
- 00:07:50push you over one of those thresholds
- 00:07:53and again if the answer is yes that
- 00:07:55doesn't necessarily mean no conversions
- 00:07:57it just means that's something we have
- 00:07:59to be accounting for in order to be
- 00:08:00getting the math right and one thing to
- 00:08:04point out about this idea that marginal
- 00:08:06tax rate and tax bracket are not
- 00:08:09necessarily the same is that we need to
- 00:08:11be thinking about that on both ends of
- 00:08:14this analysis right we're talking about
- 00:08:15pay tax now or pay tax later and we're
- 00:08:18looking at the current tax rate and the
- 00:08:20future tax rate in both cases we're
- 00:08:24concerned with your actual marginal tax
- 00:08:26rate not just the tax bracket that
- 00:08:28you're in
- 00:08:33another important uh complicating Factor
- 00:08:35that's people often Overlook is that for
- 00:08:37a married couple one thing that often
- 00:08:40happens after either of the two people
- 00:08:42has died is that the surviving spouse is
- 00:08:46left with a higher marginal tax rate
- 00:08:48going forward and the reason for that is
- 00:08:51that the standard deduction for a single
- 00:08:54filer is only half the size that it is
- 00:08:57for a married couple filing jointly and
- 00:08:59the tax brackets only have half as much
- 00:09:01space in them but typically when one of
- 00:09:04the two spouses dies what happens is
- 00:09:06that the household's income Falls but it
- 00:09:08falls by less than half because it's
- 00:09:10usually the smaller of the two social
- 00:09:12security benefit amounts that goes away
- 00:09:14and the income from the portfolio
- 00:09:16usually doesn't change at all or at
- 00:09:17least not very much right it's still
- 00:09:19there paying interest in dividends and
- 00:09:20rmds and so on so this surviving spouse
- 00:09:23they have half the standard deduction
- 00:09:25and half the space in the tax brackets
- 00:09:27but more than half as much income
- 00:09:30and so the result is that they're often
- 00:09:31left with a higher tax rate and the
- 00:09:33takeaway with respect to Roth
- 00:09:34conversions is that this can be a
- 00:09:36compelling point in favor of doing
- 00:09:39conversions while both people are still
- 00:09:42alive another caveat another
- 00:09:44complicating Factor here is that when
- 00:09:47we're talking about that future tax rate
- 00:09:50it might not be your future tax rate
- 00:09:53that we're talking about for a
- 00:09:54significant portion of these dollars it
- 00:09:57could be the tax rate that your airs
- 00:09:59your beneficiaries would be paying on
- 00:10:01distributions from an inherited tax
- 00:10:03deferred account and so there's a couple
- 00:10:06of things we want to be thinking about
- 00:10:07there but sorry one
- 00:10:10moment uh the first thing we want to be
- 00:10:13thinking about is how many beneficiaries
- 00:10:15will there be because imagine you've got
- 00:10:19one adult child and they have no kids of
- 00:10:21their own and there's nobody else you're
- 00:10:23planning on leaving any of these assets
- 00:10:25to well then it's pretty darn likely
- 00:10:28that the distributions themselves as in
- 00:10:31the the distributions that this
- 00:10:32beneficiary would have to take from an
- 00:10:34inherited traditional IRA it's likely
- 00:10:36that those distributions would be
- 00:10:38pushing this person up into a higher tax
- 00:10:40rate and so that would be a compelling
- 00:10:43point in favor of doing conversions now
- 00:10:46right pay tax at your current tax rate
- 00:10:47whatever it happens to be so your
- 00:10:49beneficiary doesn't have to pay a much
- 00:10:50higher tax rate later but if you think
- 00:10:53about a different scenario if you've got
- 00:10:5510 beneficiaries four kids and six
- 00:10:57grandkids or something like that and the
- 00:10:59accounts are going to be split up among
- 00:11:00all 10 of those people then it's a lot
- 00:11:03less likely that the distributions would
- 00:11:04be pushing them up into higher tax rates
- 00:11:06and so this wouldn't necessarily be a
- 00:11:08point in favor of conversions and could
- 00:11:10be a point against doing a conversion so
- 00:11:12it all depends on the
- 00:11:14circumstances we also want to be
- 00:11:15thinking about what are the careers or
- 00:11:17just more broadly what are the earnings
- 00:11:19levels of these beneficiaries right the
- 00:11:22higher their level of earnings the more
- 00:11:24likely it is that they're going to be
- 00:11:25paying very high tax rates on
- 00:11:27distributions from any inherited tax
- 00:11:28defer accounts and so if all of these
- 00:11:32beneficiaries have high levels of
- 00:11:33earnings that's a strong point in favor
- 00:11:35of doing conversions whereas if these
- 00:11:37beneficiaries have more modest levels of
- 00:11:40earnings that could be a point against
- 00:11:42doing conversions so this all just
- 00:11:43depends on the
- 00:11:46circumstances and then our last caveat
- 00:11:48here on this paying tax Now versus
- 00:11:49paying tax later idea is that to the
- 00:11:52extent that you would use qualified
- 00:11:54charitable distributions qcds or to the
- 00:11:58extent that you would leave tax dollars
- 00:11:59to charity at your death by naming a
- 00:12:02charity as the beneficiary of your IRA
- 00:12:04or something like that well then to that
- 00:12:07extent the future tax rate that we're
- 00:12:09talking about it's actually zero because
- 00:12:12nonprofit organizations are tax exempt
- 00:12:15they don't have to pay tax on dollars
- 00:12:17that they get from a traditional IRA or
- 00:12:19401k or something like that and so if
- 00:12:22you anticipate a large portion of your
- 00:12:25tax deferred balances ultimately going
- 00:12:28to charity well then that is a pretty
- 00:12:31compelling Point against doing Roth
- 00:12:34conversions because it means you're
- 00:12:36paying tax now at whatever tax rate you
- 00:12:37pay on the conversion when ultimately a
- 00:12:40good chunk of these dollars could have
- 00:12:41come out of the account later at a 0%
- 00:12:43tax rate anyway and paying tax now to
- 00:12:46avoid zero taxes later is not helpful so
- 00:12:50that's one thing to have in mind and
- 00:12:52that is the first effect of a Roth
- 00:12:55conversion you pay tax now instead of
- 00:12:57paying tax later and can be good or it
- 00:13:00can be bad it just depends on both on
- 00:13:02all the
- 00:13:03circumstances the second effect of a
- 00:13:05Roth conversion is that conversions let
- 00:13:08you use taxable account dollars to
- 00:13:12essentially buy more Roth space and
- 00:13:15before getting into how that works I
- 00:13:18want to make sure we're all clear on a
- 00:13:20definition because I actually see this
- 00:13:21misunderstanding a lot on the bogleheads
- 00:13:23Forum sometimes people think that a
- 00:13:25taxable account means a traditional IRA
- 00:13:28meaning that it's it's taxable because
- 00:13:30you take the money out and it's taxable
- 00:13:32but that's not what we're talking about
- 00:13:34a taxable account is anything any
- 00:13:36account that doesn't have special tax
- 00:13:38treatment so a taxable account is not a
- 00:13:40traditional IRA it's not a Roth IRA it's
- 00:13:43not a 401k or Roth 41k It's not a 403b
- 00:13:46or Roth 403b It's not a 457 or a 529 or
- 00:13:50an HSA or an FSA it's none of that stuff
- 00:13:52it's basically a regular checking
- 00:13:54account or a regular savings account or
- 00:13:57if you went to Vanguard or Schwab or
- 00:13:59your favorite brokerage firm and opened
- 00:14:00up a new brokerage account that isn't an
- 00:14:02IRA that's a taxable account those are
- 00:14:04the types of accounts we're talking
- 00:14:05about here and we call them taxable
- 00:14:07accounts because they're the types of
- 00:14:08accounts where you have to pay tax every
- 00:14:10year on the interest and dividends that
- 00:14:11you earn and so
- 00:14:13on and the idea of effect number two
- 00:14:16here is that you can use money from a
- 00:14:21taxable account to pay the tax on the
- 00:14:25conversion and when you do that what's
- 00:14:27happening essentially is that you're
- 00:14:28giving out money from a taxable account
- 00:14:31and you're getting more Roth money and
- 00:14:34to illustrate how that works I want to
- 00:14:35run through a very quick example of a
- 00:14:37Roth conversion and as we'll see this is
- 00:14:39actually an example of what not to do in
- 00:14:41most cases but'll get to that in just a
- 00:14:43minute and so we're going to keep the
- 00:14:45math easy we're going to assume it's a
- 00:14:4725% tax rate and we're going to assume
- 00:14:50it's a $100,000 Roth conversion right
- 00:14:52easy math so we have
- 00:14:54$100,000 coming out of a traditional
- 00:14:57IRA and when you do a conversion you
- 00:14:59have a choice you can have taxes
- 00:15:02withheld if you want to at any
- 00:15:04percentage you want including zero so
- 00:15:07it's optional but you can have taxes
- 00:15:09withheld and so in this example we're
- 00:15:11going to assume that you do choose to
- 00:15:12have taxes withheld and you're
- 00:15:15anticipating a 25% tax rate so again
- 00:15:18easy math 25% gets withheld and that
- 00:15:21means that 75,000 of this conversion
- 00:15:24$75,000 is what actually ends up in the
- 00:15:27Roth the other 25,00 housing gets
- 00:15:29withheld goes to the
- 00:15:31IRS so that's one way you can do a
- 00:15:34conversion or instead of doing that you
- 00:15:37can do this what we have on this slide
- 00:15:39here we have $100,000 coming out of the
- 00:15:42traditional
- 00:15:43IRA nothing gets withheld so the whole
- 00:15:47100,000 goes into the Roth account but
- 00:15:50you still do have to pay the tax and so
- 00:15:52we're just writing a check essentially
- 00:15:53to the IRS for $25,000 we're using money
- 00:15:56from a taxable account to pay that tax
- 00:15:59and so what has happened here is you
- 00:16:01gave up money from a taxable account
- 00:16:04because that's what you used to pay the
- 00:16:05tax but you got more Roth money because
- 00:16:08in this case 100,000 made it into the
- 00:16:11Roth the whole amount made it into the
- 00:16:12Roth instead of only
- 00:16:1675,000 now this effect of using taxable
- 00:16:18account money to pay the tax and
- 00:16:20therefore essentially buy more Roth
- 00:16:22space one thing to point out is that it
- 00:16:24doesn't apply to everybody right if you
- 00:16:26don't have taxable account dollars that
- 00:16:28you could use
- 00:16:29well then who really cares it's not
- 00:16:31relevant you don't need to thinking
- 00:16:32about it but in the cases where it is
- 00:16:37applicable by definition it's a point in
- 00:16:39favor of conversions this one's never a
- 00:16:42point against conversions the only two
- 00:16:44choices here are it does not apply or
- 00:16:46it's a point in favor of conversions and
- 00:16:49the reason for that is that taxable
- 00:16:51accounts have what we call tax drag and
- 00:16:54Roth accounts don't have that and what I
- 00:16:57mean by that is that in a tax account
- 00:16:59every year you have to pay tax on the
- 00:17:01interest that you earn you have to pay
- 00:17:03tax on the dividends that you earn you
- 00:17:04have to pay tax on the capital gains
- 00:17:05when you sell something and we call that
- 00:17:08tax drag because it's tax is dragging
- 00:17:11down your rate of return and in Roth
- 00:17:14accounts we don't have that you don't
- 00:17:17have to pay those taxes you get to keep
- 00:17:19the whole rate of
- 00:17:20return and one thing that I know you all
- 00:17:23know because this is one thing that we
- 00:17:26spend so much time talking about as
- 00:17:27bogleheads is that
- 00:17:29expense ratios of mutual funds they're
- 00:17:32really important right and the reason
- 00:17:34that they're so important the reason we
- 00:17:36spend so much time talking about that is
- 00:17:38because even a small difference in the
- 00:17:41annual rate of return When You compound
- 00:17:43it over many years is a really big deal
- 00:17:47and that same exact math applies to tax
- 00:17:51drag even a small difference in the
- 00:17:53annual rate of return when we compound
- 00:17:54it over many years can have a very big
- 00:17:57impact and so whenever you can give up
- 00:18:01taxable account money where you don't
- 00:18:03keep the whole rate of return and in
- 00:18:06exchange get more Roth money where you
- 00:18:08do keep the whole rate of return that's
- 00:18:11a good thing that's a point in favor of
- 00:18:13doing a
- 00:18:15conversion now exactly how beneficial it
- 00:18:17turns out to be in other words how big
- 00:18:20of a point this is in favor of a
- 00:18:22conversion it varies based on the
- 00:18:24circumstances and the most important
- 00:18:26factor here is how long will the money
- 00:18:29stay in the Roth account after you do
- 00:18:31the
- 00:18:32conversion and the longer the money
- 00:18:33would be in the Roth account the more
- 00:18:35beneficial this is the bigger a pointed
- 00:18:37is in favor of conversion and that just
- 00:18:39for the very simple reason that the
- 00:18:41longer the money is in the Roth and the
- 00:18:42more years you had to take advantage of
- 00:18:44taxfree
- 00:18:45compounding and the length of time in
- 00:18:47question here it could be from the date
- 00:18:50that you do the conversion until the
- 00:18:52date that you take the money out to
- 00:18:54spend
- 00:18:54it or it could be from the date that you
- 00:18:57do the conversion until the date that
- 00:18:59the dollars are distributed at some
- 00:19:01point after your death to your
- 00:19:03beneficiaries and so under the current
- 00:19:06rules uh if somebody inherits a Roth IRA
- 00:19:09from someone other than their spouse
- 00:19:11they have to take the money out but not
- 00:19:13right away they're allowed to keep the
- 00:19:15money in the Roth for up to 10 years
- 00:19:17beyond the date of death so for some
- 00:19:19retirees here we could be talking about
- 00:19:22from the date you do the
- 00:19:24conversion through the rest of your life
- 00:19:27plus 10 more years
- 00:19:29and so your age and your health are
- 00:19:31really important factors in this
- 00:19:33analysis the younger you are and the
- 00:19:36better health you're in the more likely
- 00:19:39it is that we're talking about a really
- 00:19:40long time here and for some retirees
- 00:19:45particularly those early in retirement
- 00:19:47and who were in good health the rest of
- 00:19:50their life plus 10 years it's not out of
- 00:19:52the question that we could be talking
- 00:19:53about 40 years maybe even 50 years and
- 00:19:5740 or 50 years if taxfree compounding in
- 00:19:59a Roth is a big deal this is just a very
- 00:20:02quick back of an envelope style math
- 00:20:05example if you imagine $1 invested today
- 00:20:08at a 4% rate of return for 40 years at
- 00:20:10the end of those 40 years it has turned
- 00:20:12into
- 00:20:12$480 if you instead assume a three and a
- 00:20:15half percent rate of return so in other
- 00:20:16words we're modeling a half percentage
- 00:20:18point of tax drag then it only turns
- 00:20:21into $396 in other words it would have
- 00:20:23been 21% more money in the Roth account
- 00:20:26if we keep all of those inputs the same
- 00:20:28but crank it up to 50 years now it's 27%
- 00:20:32more money in the Roth account and I
- 00:20:34know that the people in this room most
- 00:20:35of you could do this math and a
- 00:20:37spreadsheet or using your favorite
- 00:20:38calculator so the reason I took a minute
- 00:20:40to put this in here is just to
- 00:20:42illustrate that this is a big deal it
- 00:20:44can be very impactful and in some cases
- 00:20:48this is actually a bigger deal than the
- 00:20:50pay tax now or pay tax later thing even
- 00:20:53though that pay tax now or pay tax later
- 00:20:55thing gets all of the discussion in some
- 00:20:58cases this is a bigger deal and frankly
- 00:21:01what ends up happening a lot of times if
- 00:21:02I'm doing a Roth conversion analysis for
- 00:21:04somebody is when we're doing that first
- 00:21:07part we're looking at pay tax now or pay
- 00:21:09tax later and we're looking at the
- 00:21:10current tax rate and the future tax
- 00:21:13rate the current tax rate we can
- 00:21:16calculate right we have at least pretty
- 00:21:18darn close we have the inputs that we
- 00:21:20need to figure out what tax rate you
- 00:21:22would pay on a conversion of a given
- 00:21:24size this year that's easy we've got
- 00:21:27software that does that very quickly for
- 00:21:29us no big deal but the future tax
- 00:21:32rate that is extremely uncertain because
- 00:21:36we don't know what investment returns
- 00:21:39you're going to get so we don't know how
- 00:21:41big your tax deferred accounts will be
- 00:21:43and so we don't know how big the RDS
- 00:21:44will be and we don't know how long
- 00:21:47anyone's going to live so we don't know
- 00:21:48how long this filing status or that
- 00:21:50filing status applies and we don't know
- 00:21:52at what point it'll be your
- 00:21:53beneficiaries taking money out rather
- 00:21:55than you and we don't know exactly how
- 00:21:57much you're going to spend so that also
- 00:21:59compounds our uncertainty about how big
- 00:22:01the accounts will be and how big the
- 00:22:02rmds will
- 00:22:03be and the big one we don't know what
- 00:22:06tax legislation we're going to see so
- 00:22:08that future tax rate that we're trying
- 00:22:11to compare you know current tax rate
- 00:22:12vers future tax rate the future tax rate
- 00:22:15is we don't know is the short answer
- 00:22:18it's extremely uncertain it's a big
- 00:22:20question mark and so in a lot of cases
- 00:22:23if you're comparing this known future
- 00:22:25tax rate to an extremely uncertain
- 00:22:29or known current tax rate to an
- 00:22:30extremely uncertain future tax
- 00:22:32rate if that's the only part of the
- 00:22:34analysis that you look at that can make
- 00:22:37a Roth conversion look like a wash right
- 00:22:39how would we possibly know is this good
- 00:22:41is it bad really hard to say but if we
- 00:22:45account for this other Factor the one on
- 00:22:46the slide where you can use money from a
- 00:22:49taxable account to pay the tax on the
- 00:22:51conversion and when you do that you're
- 00:22:53giving up your essentially your less tax
- 00:22:56efficient dollars from a taxable account
- 00:22:58where you don't keep the whole rate of
- 00:22:59return but you get more Roth dollars
- 00:23:02where you do get to keep the whole rate
- 00:23:03of
- 00:23:04return and when you account for that as
- 00:23:06well in many cases that's enough to take
- 00:23:09this analysis that at first glance looks
- 00:23:11like a who knows and let us see that oh
- 00:23:14yeah actually in these circumstances
- 00:23:16conversions probably are a good idea
- 00:23:19that's how it ends up panning out a lot
- 00:23:21of the
- 00:23:22time so that's our second effect of a
- 00:23:25Roth conversion they let you use taxable
- 00:23:26account money to pay the tax and when
- 00:23:28you do that you're giving up taxable
- 00:23:30account money and you're getting more
- 00:23:32Roth money and that is a good
- 00:23:35thing our third effect of a Roth
- 00:23:37conversion is that they will reduce your
- 00:23:39future required minimum distributions
- 00:23:41your future rmds and that can reduce the
- 00:23:46future tax drag on the
- 00:23:48portfolio and the reason that
- 00:23:50conversions reduce your future rmds is
- 00:23:52very straightforward it's that Roth
- 00:23:53accounts don't have rmds while the
- 00:23:55original owner is still alive so when
- 00:23:58you do a conversion you're moving money
- 00:24:00out of tax deferred and into Roth so
- 00:24:02you're just reducing the portion of your
- 00:24:03portfolio that is subject to rmds so
- 00:24:06your rmds go
- 00:24:09down now when I say that reducing the
- 00:24:13rmds can reduce the future tax drag on
- 00:24:16the portfolio I want to make a
- 00:24:18distinction here because this is the
- 00:24:19least obvious thing that we're going to
- 00:24:21talk about
- 00:24:22today when I say this I'm not actually
- 00:24:25talking about the taxes that you would
- 00:24:26pay on the rmds themselves
- 00:24:29we're not talking about that and the
- 00:24:31reason we're not talking about that is
- 00:24:32because we already talked about it when
- 00:24:35we talked about the pay tax now or pay
- 00:24:36tax later the pay tax later chunk of
- 00:24:39that to a significant extent that's the
- 00:24:41taxes you would pay on rmds so we
- 00:24:44already talked about that we already
- 00:24:46accounted for it what we're talking
- 00:24:48about here is something completely
- 00:24:50separate what we're talking about here
- 00:24:52is what happens to any unspent rmd
- 00:24:57dollars
- 00:24:59in other words your rmds kick in you
- 00:25:01take out however much you're forced to
- 00:25:02take out in a given year you spend let's
- 00:25:04say half of it or whatever amount what
- 00:25:07do you do with the rest of it in a lot
- 00:25:10of cases the answer is that the money is
- 00:25:12going to end up getting reinvested in a
- 00:25:14taxable brokerage account and guess what
- 00:25:17happens in taxable brokerage accounts
- 00:25:18the same thing that we were just talking
- 00:25:19about you have tax drag you have to pay
- 00:25:21tax on interest in dividends and capital
- 00:25:23gains when you sell
- 00:25:26stuff whereas conversely if you you do
- 00:25:28the
- 00:25:29conversion then the rmd never happens
- 00:25:32and so the tax drag from being in a
- 00:25:34taxable account also never happens the
- 00:25:36money is just allowed to stay in the
- 00:25:38Roth for up to the rest of your life
- 00:25:40plus up to 10
- 00:25:42years now this is another one that isn't
- 00:25:45necessarily applicable because if you
- 00:25:47would spend your entire rmd every year
- 00:25:50or if you would donate any portion that
- 00:25:53you don't spend if you would have it
- 00:25:54sent directly from your traditional IRA
- 00:25:57to charity as what's called a qualified
- 00:25:59charitable distribution then you don't
- 00:26:01need to be worrying about this third
- 00:26:02effect it doesn't apply to you this
- 00:26:04effect is only applicable in the cases
- 00:26:06where you expect that you'd be taking
- 00:26:09out your rmd and then ultimately
- 00:26:11reinvesting a portion of it that's what
- 00:26:13we're concerned with here but if this
- 00:26:16does apply if you do expect you would be
- 00:26:18reinvesting a portion of your rmd this
- 00:26:20is another one where by definition it's
- 00:26:22a point in favor of doing conversions
- 00:26:24it's never a point against doing a
- 00:26:26conversion but just like with the number
- 00:26:29two here same thing where how beneficial
- 00:26:32it turns out to be in other words how uh
- 00:26:35how strong a point it is in favor of
- 00:26:37doing a conversion depends on the
- 00:26:38circumstances and specifically it
- 00:26:40depends on how long the money would be
- 00:26:41in the Roth account now in this case the
- 00:26:46oh and again the longer it's in the Roth
- 00:26:47account the more beneficial this is but
- 00:26:50in this case the length of time that
- 00:26:51we're concerned with it's
- 00:26:54essentially how long would the money be
- 00:26:57in a taxable account Account incurring
- 00:26:59Tax drag if you don't do the conversion
- 00:27:02whereas it instead would have been in
- 00:27:03the Roth account if you did do the
- 00:27:05conversion so essentially it starts when
- 00:27:07your rmds start which is some point in
- 00:27:10your 70s depending on when you're born
- 00:27:12and it goes through potentially the rest
- 00:27:14of your life plus up to 10 years and so
- 00:27:17this is another one where your health is
- 00:27:19really important The Better Health
- 00:27:21you're in the more likely it is that
- 00:27:22this is a long time and for a lot of
- 00:27:26retirees from the date that rmds starts
- 00:27:2973 75 through the rest of their life
- 00:27:32plus up to 10 years likely to be
- 00:27:34multiple decades and multiple Decades of
- 00:27:37compounding in a Roth taxfree can be a
- 00:27:39big
- 00:27:40deal so those are our three effects of a
- 00:27:43Roth conversion number one you pay tax
- 00:27:45now instead of later that can be good or
- 00:27:47it can be bad it just depends on the tax
- 00:27:49rate you pay on the conversion how that
- 00:27:51compares to the tax rate that would have
- 00:27:53been paid on the dollars later whenever
- 00:27:55they come out of the account later if
- 00:27:56you don't convert them
- 00:27:58second effect is that conversions let
- 00:28:00you use money from a taxable account to
- 00:28:03pay the tax on the conversion and when
- 00:28:05you do that you're giving up your least
- 00:28:08tax efficient money where you don't keep
- 00:28:10keep the whole rate of return and you're
- 00:28:11getting Roth money which is your most
- 00:28:12tax efficient money and the third effect
- 00:28:15is that conversions are going to reduce
- 00:28:16your rmds and that can reduce the future
- 00:28:18tax drag on your portfolio if you expect
- 00:28:21that you would be reinvesting your
- 00:28:23excess rmds every year
- 00:28:30so moving on to primary topic number two
- 00:28:34what are the goals that we can hope to
- 00:28:37achieve with a smart conversion plan or
- 00:28:40another way to say this would be what
- 00:28:41are the metrics that we can
- 00:28:42realistically expect would be improved
- 00:28:46by doing
- 00:28:47conversions and to back up just a step
- 00:28:50one thing that I have found in doing
- 00:28:51retir tax planning for a lot of people
- 00:28:54is that a tax efficient spending plan
- 00:28:58usually improves Financial Security in
- 00:29:01retirement and what I mean by that is
- 00:29:02that it improves two metrics number one
- 00:29:05makes it less likely you're going to run
- 00:29:06out of money during your lifetime number
- 00:29:09two is that it makes it so that in the
- 00:29:11Unlucky scenarios like if we're doing
- 00:29:13Monte Carlos simulations and The Unlucky
- 00:29:15scenarios where you still do run out of
- 00:29:17money at least it happens later in life
- 00:29:20so that's still an improvement at least
- 00:29:22and so when you improve both of those
- 00:29:24two things together in my head I just
- 00:29:26think of that as okay you're now safer
- 00:29:29more financially secure now one thing
- 00:29:32that honestly surprised me when I
- 00:29:34started digging into this is from
- 00:29:37modeling Roth conversions for a lot of
- 00:29:41clients in a very very broad range of
- 00:29:44financial circumstances and using a
- 00:29:46bunch of different assumptions for all
- 00:29:47of the various inputs is that Roth
- 00:29:50conversions don't usually have those
- 00:29:52effects they don't usually improve
- 00:29:54Financial Security and retirement and I
- 00:29:56know that surprises a lot of people and
- 00:29:58in fact you're probably thinking well
- 00:29:59why the heck not because we just spent
- 00:30:01all that time talking about the three
- 00:30:04effects of a conversion and how they can
- 00:30:05be helpful right so how can that be true
- 00:30:08and this can also be true it's not very
- 00:30:11intuitive and the way I've come to think
- 00:30:13of it is if you think about the problems
- 00:30:16that Roth conversions
- 00:30:18solve number one is rmds right they make
- 00:30:21your rmds smaller and that has various
- 00:30:23beneficial effects and number two is the
- 00:30:25tax drag that occurs in taxable accounts
- 00:30:27basically two things I've spent the last
- 00:30:29half hour talking
- 00:30:30about those are the problems Roth
- 00:30:32conversions solve but if we make a list
- 00:30:36what are the things that are likely to
- 00:30:37cause portfolio depletion in
- 00:30:39retirement those two things aren't on
- 00:30:42that list right rmds they don't cause
- 00:30:44people to run out of money if you
- 00:30:46haven't run into that math yet that they
- 00:30:48just don't uh in fact rmds are often
- 00:30:51recommended as a retirement spending
- 00:30:53strategy with the idea being look up
- 00:30:55whatever the rmd percentage would be for
- 00:30:56somebody your age and then spend that
- 00:30:59percent of your whole portfolio and
- 00:31:01they're recommended as a spending
- 00:31:03strategy precisely because they're so
- 00:31:05unlikely to cause portfolio
- 00:31:09depletion and that second Factor there
- 00:31:11the tax drag that occurs in a taxable
- 00:31:14account if you think about how an
- 00:31:17unlucky retirement scenario is likely to
- 00:31:20look that problem solves itself most of
- 00:31:24the time because as we'll get to a
- 00:31:28minute the first dollars that you
- 00:31:29usually spend in retirement are the
- 00:31:31taxable account dollars and so if we're
- 00:31:34thinking about an unlucky retirement
- 00:31:35scenario where the portfolio is getting
- 00:31:37depleted and you're spending it down
- 00:31:38rapidly that's the first thing that gets
- 00:31:40spent down and remember the tax drag is
- 00:31:44a small small percentage it's only a big
- 00:31:47deal when we're compounding that small
- 00:31:49percentage over 30 40 Years of having a
- 00:31:51taxable account if you're talking about
- 00:31:54maybe a half percentage point of cost on
- 00:31:57on an account that's only a part of your
- 00:31:59portfolio and that portfolio is going to
- 00:32:02or that account is going to disappear
- 00:32:04within the first maybe four five or six
- 00:32:05years half a percent on a part of the
- 00:32:08portfolio for a handful of years wasn't
- 00:32:11really the big thing that caused the
- 00:32:13depletion right so the tax drag and
- 00:32:15taxable accounts it doesn't cause
- 00:32:17portfolio depletion and so Roth
- 00:32:19conversions are solving problems they're
- 00:32:21just not the things that cause people to
- 00:32:22run out of money now if we think what
- 00:32:26are the things that cause people to run
- 00:32:27out of money
- 00:32:29the first one that comes to mind for me
- 00:32:30is sequence of returns risk and I know
- 00:32:32many of you have heard that term the
- 00:32:33idea is if you get bad investment
- 00:32:36returns in your early retirement years
- 00:32:38you can have this situation where the
- 00:32:40portfolio you know if it's just getting
- 00:32:42smashed in the stock market right and
- 00:32:43you're spending from it at the same time
- 00:32:45it can end up getting severely depleted
- 00:32:48really quickly and so even if you get
- 00:32:50good returns going forward from there it
- 00:32:52might not save the day and then the
- 00:32:54second thing that comes to mind for me
- 00:32:56is uh the term spending shocks this is a
- 00:32:58term that came from uh the late Dirk
- 00:33:00cotton he was one of my favorite
- 00:33:01retirement writers you ever get a chance
- 00:33:03to look them up and the idea of a
- 00:33:06spending shock is it is an
- 00:33:09unexpected but
- 00:33:11unavoidable big expense or a series of
- 00:33:13expenses so it could be a healthare cost
- 00:33:15that wasn't covered by insurance or
- 00:33:18major house repairs or whatever it is
- 00:33:20and the reason those are so problematic
- 00:33:23is exactly the same reason as sequence
- 00:33:25of returns risk actually it's if that
- 00:33:27happens early in retirement you get hit
- 00:33:29with this big expense that you hadn't
- 00:33:30planned on and just you can't avoid it
- 00:33:33it can result in the portfolio getting
- 00:33:34depleted too severely too rapidly and
- 00:33:37then even if you get good returns after
- 00:33:39that it might not save the day so those
- 00:33:43in my head those are the two things that
- 00:33:45are the biggest problems the biggest
- 00:33:47risks things that are likely to cause
- 00:33:50portfolio depletion but if we think of
- 00:33:51both of those things and think about
- 00:33:53Roth
- 00:33:54conversions Roth conversions don't solve
- 00:33:56those they don't make sequence of
- 00:33:58returns risk go away they don't make
- 00:34:02unavoidable Healthcare expenses go away
- 00:34:04that's just not what Roth conversions do
- 00:34:06so they're helpful but they're just not
- 00:34:07helpful in this way and so that might
- 00:34:10lead somebody to ask why would I bother
- 00:34:13with a Roth conversion if it's not
- 00:34:14improving my Financial Security what can
- 00:34:16I hope to get out of
- 00:34:18it and the answer is that in a case of a
- 00:34:21smart conversion plan and I specify
- 00:34:22smart conversion plan because this is
- 00:34:24something that we need to be putting
- 00:34:26thought into right we can't we don't
- 00:34:27just just want to start willy-nilly Roth
- 00:34:29conversions because in most years for
- 00:34:32most people conversions aren't a good
- 00:34:33idea it's just in the Years where they
- 00:34:35are a good idea the things that we can
- 00:34:37typically hope to see from it is that
- 00:34:40it's going to be increasing improving
- 00:34:43the after tax bequest that is likely to
- 00:34:45be left to heirs and so and they do that
- 00:34:48without changing Financial Security in
- 00:34:50either direction so one way to think of
- 00:34:52that would be conversions don't make the
- 00:34:55bad scenarios any better but they also
- 00:34:58don't make them worse in a a smart
- 00:35:00conversion plan but they do make the
- 00:35:03like the medium to good scenarios better
- 00:35:06that's typically what we can hope to get
- 00:35:08out of
- 00:35:10conversions now moving on to our last
- 00:35:12topic topic number three of how does a
- 00:35:14Roth conversion plan fit into a broader
- 00:35:17overall retirement tax plan we're going
- 00:35:19to move through this a little more
- 00:35:21quickly and the question here is which
- 00:35:24dollars do we want to spend every year
- 00:35:26we can spend tax defer Roth or taxable
- 00:35:28dollars in every year of retirement and
- 00:35:31the plan that we want to follow and
- 00:35:33again this is the very brief summary is
- 00:35:35that every year the first dollars we
- 00:35:37want to spend are the checking account
- 00:35:39dollars so what I mean by that is
- 00:35:41everything in the checking account and
- 00:35:43all the stuff that automatically shows
- 00:35:44up in the checking account so earned
- 00:35:47income while you still have it Social
- 00:35:49Security once that kicks in rmds uh
- 00:35:52pension or annuity income if you have
- 00:35:53either of those all those things after
- 00:35:56that we go to the savings account next
- 00:35:58and then after that we go to the taxable
- 00:36:00brokerage accounts specifically the
- 00:36:02investments in those accounts where you
- 00:36:04would not have to pay any tax cost from
- 00:36:06selling them so things that have
- 00:36:08unrealized losses and money market funds
- 00:36:11where your basis is equal to the market
- 00:36:12value so you can just spend it that's
- 00:36:15the first stuff we want to spend every
- 00:36:17year and it's actually only when we have
- 00:36:19already spent all of those dollars and
- 00:36:21then still need to spend more that's
- 00:36:23when we have to start making some hard
- 00:36:25decisions making judgment calls where we
- 00:36:26weigh the pros and cons of
- 00:36:28options and in most cases the first
- 00:36:31dollars to go after next are actually
- 00:36:34just the other dollars in a taxable
- 00:36:37account in other words the investments
- 00:36:38in a taxable account where you would
- 00:36:40have to pay tax if you sold them and the
- 00:36:43exception there is if you expect that
- 00:36:45you would be donating or bequeathing
- 00:36:47those assets soon in that case you want
- 00:36:49to leave them alone and the example I
- 00:36:51always give here is imagine a
- 00:36:5398-year-old
- 00:36:54retiree and let's say she's the only
- 00:36:56person in her household
- 00:36:59no matter how old we get we obviously
- 00:37:01don't know how many years we have left
- 00:37:03but at age 98 probably fair to say that
- 00:37:06her heirs will be inheriting these
- 00:37:08dollars roughly soonish right like we
- 00:37:10don't know exactly what that means but
- 00:37:12soonish and so let's say she has a
- 00:37:16mutual fund in a taxable account and she
- 00:37:18bought this mutual fund like 30 or 40
- 00:37:20years ago and so it has a cost basis
- 00:37:22it's way down here and market value way
- 00:37:24up here well for her if she sold that
- 00:37:27that she'd have to pay a capital gains
- 00:37:28tax and so what probably makes sense for
- 00:37:31her is to leave that appreciated taxable
- 00:37:35asset
- 00:37:36alone spend from her retirement accounts
- 00:37:39and then when her heirs do inherit these
- 00:37:41dollars which again is likely to be not
- 00:37:43the terribly distant future they'll get
- 00:37:45a step up and cost basis and so that
- 00:37:47appreciated taxable asset no one had to
- 00:37:50pay tax on all of that appreciation but
- 00:37:53then if you flip the example around now
- 00:37:55think about the couple who are early in
- 00:37:57retirement age 60 and 62 or something
- 00:37:59like that statistically they have a lot
- 00:38:02of years of retirement ahead of them
- 00:38:03right so for them if they have a mutual
- 00:38:08fund and a taxable account that has a
- 00:38:10basis way down here and market value way
- 00:38:12up here for them it probably does
- 00:38:14actually make sense to just bite the
- 00:38:16bullet and sell that when they need it
- 00:38:18for spending in order to preserve the
- 00:38:19retirement accounts because for them the
- 00:38:23step up and cost basis is probably not
- 00:38:25coming anytime soon to save the day so
- 00:38:28for them we're probably selling that
- 00:38:30taxable asset first and preserving the
- 00:38:32retirement accounts so again just the
- 00:38:33brief summary there is the younger you
- 00:38:35are the more likely it is to make sense
- 00:38:37to go after the appreciated taxable
- 00:38:39assets to preserve the retirement
- 00:38:41accounts and the older you are the more
- 00:38:43likely it is to make sense to spend from
- 00:38:46the retirement accounts to preserve the
- 00:38:47appreciated taxable assets for the step
- 00:38:50up and cost basis now whenever we do
- 00:38:52have to spend from retirement accounts
- 00:38:55whether we're spending from tax deferred
- 00:38:56or from Roth
- 00:38:58is actually just the same question that
- 00:38:59we're always talking about with Roth
- 00:39:00conversions it's current marginal tax
- 00:39:03rate future marginal tax rate how do
- 00:39:05they compare and whenever your current
- 00:39:07tax rate is the lower of the two then we
- 00:39:10want to spend from tax def third right
- 00:39:11take advantage of the low tax rate and
- 00:39:13whenever your current tax rate is the
- 00:39:15higher of the two then we spend from
- 00:39:17Roth now as you can see this last Point
- 00:39:20here what we're actually getting at is
- 00:39:23how does a Roth conversion plan fit into
- 00:39:26this and the idea here is that when
- 00:39:28you're following a plan like this most
- 00:39:32likely in the early years of retirement
- 00:39:35you're going to be spending those
- 00:39:36taxable assets and so you won't be
- 00:39:39spending or maybe not spending very much
- 00:39:42from the tax deferred accounts and so
- 00:39:44what that's going to mean is that right
- 00:39:46you've retired so your income has gone
- 00:39:48down we're not spending from tax
- 00:39:50deferred yet Social Security probably
- 00:39:51hasn't started yet so you've got some
- 00:39:53years with low taxable income and low
- 00:39:56tax r space available to you and so what
- 00:39:59we're going to do is fill up that low
- 00:40:02tax rate space with Roth conversions
- 00:40:04these two ideas they fit hand inand it's
- 00:40:06the tax smart spending plan that creates
- 00:40:09the space for the Roth conversions they
- 00:40:12fit together it's really just one broad
- 00:40:14integrated retirement tax
- 00:40:16plan and that's it so like we got yeah
- 00:40:19we have about 10 minutes for questions
- 00:40:36thanks all right when can it be worth it
- 00:40:39to donate appreciated taxable assets to
- 00:40:42a Donor advised fund to reduce your tax
- 00:40:45bracket to enable more traditional IRA
- 00:40:47401K conversions to Roth okay
- 00:40:51so that's an interesting question and I
- 00:40:54wouldn't
- 00:40:59that's a very interesting question and
- 00:41:00there's a lot going on here so donating
- 00:41:04appreciated taxable assets
- 00:41:06um that is
- 00:41:10usually the second best way to donate
- 00:41:14once you've reached age 70 and a half um
- 00:41:17once you've reached 70 and a half that's
- 00:41:18when qcds qualified charitable
- 00:41:20distributions kick in most of the time
- 00:41:22qcds are our best way to be donating
- 00:41:24once you're eligible for them uh but
- 00:41:26before 70 and a half your best way to be
- 00:41:28doing charitable giving is by donating
- 00:41:31appreciated taxable assets and the
- 00:41:32reason that's such a good idea is that
- 00:41:35um you get a itemized deduction for the
- 00:41:38current market value and you don't have
- 00:41:40to pay tax on that appreciation as long
- 00:41:42as as long as you owned the investment
- 00:41:44for longer than one year so don't forget
- 00:41:46that bit
- 00:41:48but I wouldn't necessarily say that we
- 00:41:51want to be donating just to reduce the
- 00:41:56tax bracket so that you can be doing
- 00:41:59Roth conversions because in my mind if
- 00:42:02you've got significant charitable intent
- 00:42:05right we want to be doing some
- 00:42:07donating that itself is a strong point
- 00:42:11against the Roth conversions right
- 00:42:13because we can be listing the charity as
- 00:42:15the beneficiary of the IRA to begin with
- 00:42:18or just you know waiting a little bit
- 00:42:19and then using qcds so I would donating
- 00:42:25appreciated taxable assets makes a lot
- 00:42:26of sense but I wouldn't think that
- 00:42:28that's a great motivation to be doing it
- 00:42:30because if you have a lot of charitable
- 00:42:32intent we probably don't necessarily
- 00:42:34want to be doing conversions
- 00:42:40anyway if you max out your employer 401K
- 00:42:43contributions and pre-tax can you still
- 00:42:46execute a backdoor Roth IRA
- 00:42:49contribution yeah um potentially so the
- 00:42:53big hangup there doesn't have anything
- 00:42:55so back door Roth IRA that is is when
- 00:42:57you earn too much to contribute to a
- 00:42:59Roth IRA the normal way so you make a
- 00:43:02non-deductible traditional IRA
- 00:43:05contribution and then do an immediate
- 00:43:07conversion uh the the big caveat the
- 00:43:10thing you need to look out for is if you
- 00:43:12have other money in a traditional IRA
- 00:43:16and it doesn't even have to be this
- 00:43:17traditional IRA the IRS considers them
- 00:43:18all to be one Ira for this purpose so
- 00:43:20even if you've got some other
- 00:43:21traditional IRA some other brokerage
- 00:43:23firm that's still a problem um basically
- 00:43:26in order to be doing back or Roth we
- 00:43:27need to make sure that the only money in
- 00:43:31traditional IAS for you we don't count
- 00:43:33your spouse but for you is this
- 00:43:36non-deductible contribution that you
- 00:43:38just made that's what we're looking to
- 00:43:39do so a lot of times if you have
- 00:43:41traditional IRA money and in this case
- 00:43:42we have a 401k also so that's our out
- 00:43:45what we're going to do is take the
- 00:43:47traditional IRA that exists and has tax
- 00:43:49deferred dollars roll it into the
- 00:43:51401K so now we don't have any
- 00:43:54traditional IRA anymore and that frees
- 00:43:55us up to be doing uh non-deductible Ira
- 00:43:58contributions and then immediately
- 00:43:59converting
- 00:44:02them if I have more money in my
- 00:44:05traditional IRA than my Roth IRA do you
- 00:44:07Advocate chunking a portion from
- 00:44:09traditional to Roth over a period of
- 00:44:11several
- 00:44:12years uh I wouldn't sorry so it's not
- 00:44:15necessarily a function of exactly how
- 00:44:18big this account is relative to another
- 00:44:21account um that's not usually the number
- 00:44:24one thing we're looking at but cuz again
- 00:44:27we're usually looking at exactly the
- 00:44:28stuff we talked about current tax rate
- 00:44:30future tax rate and so how big the
- 00:44:32traditional IRA is certainly plays into
- 00:44:35that future tax rate um but we're not
- 00:44:37necessarily looking to get
- 00:44:39um like we're not trying to say you
- 00:44:41should have 50/50 tax deferred and Roth
- 00:44:43there's not like a tax deferred Roth
- 00:44:46allocation that is the best um but with
- 00:44:50conversions in general yes chunking them
- 00:44:53is usually a good idea we don't in most
- 00:44:55cases want to just go whole ham and hit
- 00:44:57the whole Ira in one year most of the
- 00:44:58time we're spreading it out over several
- 00:45:00years so that we can do it at lower tax
- 00:45:02rates over
- 00:45:03time um let's
- 00:45:08see how do you decide the amount to
- 00:45:10convert in a specific year for example
- 00:45:13up to amount when next tax bracket kicks
- 00:45:15in yeah exactly so in any given year
- 00:45:17when you're doing a conversion we're
- 00:45:19picking an income threshold and then
- 00:45:21we're going to try to stay right below
- 00:45:22that threshold so often it will be we're
- 00:45:25going through the top of this test ta
- 00:45:27bracket or it could be right below an
- 00:45:29Irma threshold or it could be right
- 00:45:31below the phas out for some tax credit
- 00:45:33or whatever um and there isn't a rule of
- 00:45:37thumb um because there isn't the sort of
- 00:45:39thing where you
- 00:45:40can I use software for this I like
- 00:45:43trying to manually do it out in a
- 00:45:45spreadsheet is going to be bordering on
- 00:45:47Impossible
- 00:46:01turn this mic yeah all right so there
- 00:46:04isn't um I'm just going to keep saying
- 00:46:06this there aren't rules of thumb for a
- 00:46:07lot of this so we are usually going to
- 00:46:10be picking some particular threshold and
- 00:46:12usually that's a part of that is we're
- 00:46:15looking at the current tax rate future
- 00:46:17tax rate idea trying to get some
- 00:46:18ballpark of that future tax rate um but
- 00:46:21sometimes whatever we might very roughly
- 00:46:24ballpark that future tax rate at it's
- 00:46:26still often makes sense to do
- 00:46:28conversions slightly beyond that point
- 00:46:32again if we're using taxable account
- 00:46:33money to pay the tax and all that stuff
- 00:46:35because that's what we're getting at
- 00:46:37here is that there's other benefits to
- 00:46:39conversions other than just reducing
- 00:46:40that future tax rate um there was
- 00:46:42another piece of this question uh when
- 00:46:45oh one other point by the way is that
- 00:46:47sometimes it's nice if you can to pick a
- 00:46:50threshold that is not a Medicare Irma
- 00:46:53threshold because if we're picking a tax
- 00:46:55bracket threshold and end up oops I went
- 00:46:58$1,000 over not that big of a deal it
- 00:47:01means $1,000 got taxed at you know a
- 00:47:02couple higher percent not who cares but
- 00:47:05accidentally going a dollar over an Irma
- 00:47:07threshold really is not ideal so Irma
- 00:47:09thresholds are less forgiving so that in
- 00:47:11itself is a reason to pick a different
- 00:47:15threshold because then if you mess up by
- 00:47:16a little bit which does happen because
- 00:47:19when we're doing the conversion we're
- 00:47:20not usually doing it December 31st we're
- 00:47:22usually doing it at some point somewhat
- 00:47:24earlier in the year so we don't know
- 00:47:25exactly
- 00:47:27precisely all of the inputs so it can be
- 00:47:29hard to nail it exactly so picking tax
- 00:47:31brackets rather than Irma brackets often
- 00:47:34makes sense just because it's more
- 00:47:43forgiving if it makes sense to do a
- 00:47:45conversion from Ira to Roth is the goal
- 00:47:48to reduce the IRA to zero or to some
- 00:47:50other value Target no there is there is
- 00:47:54no no rule of thumb sorry
- 00:47:57um sometimes we want to be reducing the
- 00:48:00IRA to
- 00:48:01zero that's almost exclusively in cases
- 00:48:05where there is a big taxable account
- 00:48:08because if we're reducing the IRA to
- 00:48:10zero we're getting to the point where
- 00:48:11we're probably making that future tax
- 00:48:13rate pretty darn low and the only reason
- 00:48:16that we would have kept converting all
- 00:48:18the way to that point probably paying
- 00:48:19taxes at a higher rate than whatever
- 00:48:21we're anticipating that future tax rate
- 00:48:23to be the only reason we would be doing
- 00:48:25that is because we're just trying get
- 00:48:27maximum value out of these taxable
- 00:48:28account dollars by just using them to
- 00:48:30pay this tax so some cases yep it makes
- 00:48:33sense to go all the way to zero but that
- 00:48:34would specifically be if we're really
- 00:48:36trying to maximize that you know get the
- 00:48:38value out of the taxable account sort of
- 00:48:39thing for most of the time we're not
- 00:48:41going to be converting the IRAs all the
- 00:48:44way to zero we're usually going to be
- 00:48:45picking some particular threshold
- 00:48:47hitting that threshold every year and
- 00:48:49then often what ends up happening is
- 00:48:50social security kicks in and then rmds
- 00:48:52kick in shortly thereafter and there's
- 00:48:54just no more space for conversions at
- 00:48:56that point so that's typically how it
- 00:48:57goes um should you do the conversion all
- 00:49:00in one year or overtime generally
- 00:49:02overtime again it usually makes sense to
- 00:49:03break it up to keep your taxable income
- 00:49:06relatively lower than doing one big
- 00:49:08chunk and paying a huge tax bite all at
- 00:49:12once if you do a conversion on January 1
- 00:49:14when do you have to pay the tax so if
- 00:49:18you have taxes
- 00:49:20withheld the advantage of that is that
- 00:49:23whenever you do the conversion um any
- 00:49:26with withholding just as a rule whether
- 00:49:27it's withholding from wages or
- 00:49:28withholding from a conversion or
- 00:49:30anything withholding is always treated
- 00:49:31as having been paid on time whereas if
- 00:49:35you're paying taxes separately making
- 00:49:37estimated tax payments there are
- 00:49:39specific deadlines for that so
- 00:49:43if you choose to have taxes withheld no
- 00:49:45matter when you do the conversion you're
- 00:49:47good um but again we don't usually want
- 00:49:50to have taxes withheld because that
- 00:49:52means we're using the IRA money and most
- 00:49:53of the time we want to be using if we
- 00:49:55have it taxable account money to pay the
- 00:49:57tax and so in that case we're going to
- 00:50:00be making an estimated tax payment and
- 00:50:02estimated tax payments they're not there
- 00:50:03there's four over the course of the year
- 00:50:05but they're not quarterly they don't
- 00:50:06happen every three months if you think
- 00:50:08it's every three months you're going to
- 00:50:09get one of them late
- 00:50:11so you just make estimated tax payments
- 00:50:14on time is basically how it works just
- 00:50:15look up the regular rules for estimated
- 00:50:16tax payments and it looks like we've got
- 00:50:1820 seconds left let's see what this
- 00:50:22is O that's not a 22nd one
- 00:50:28okay I'm 62 with a number of dormant old
- 00:50:30401ks kicking around from past employers
- 00:50:33convert or no well so
- 00:50:36likely it makes sense to be moving those
- 00:50:39just for Simplicity sake all into one
- 00:50:41account whether that's into an IRA or
- 00:50:44into your current 401K um that's usually
- 00:50:48what makes sense that's separate from
- 00:50:49the conversion idea
- 00:50:51um this Factor having a whole bunch of
- 00:50:53different 401ks not really a factor in
- 00:50:55the Roth conversion analysis right all
- 00:50:57the things we talked about current tax
- 00:50:59rate future tax rate they're based on
- 00:51:01dollar amounts rather than number of
- 00:51:03accounts so all the same stuff we said
- 00:51:07it's the same even if you have a bunch
- 00:51:08of old 401ks but if you do have a bunch
- 00:51:09of old 401ks it's probably time to do
- 00:51:11something about that so I think that's
- 00:51:13it right we're over time by a minute and
- 00:51:16a half now
- Roth conversion
- tax planning
- retirement strategy
- financial security
- marginal tax rate
- beneficiary planning
- charitable giving
- tax brackets
- account types
- compounding benefits