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Updated: Dec 5, 2022

Donor Advised Funds (or DAFs) are an increasingly popular way to make charitable donations to 501(c)(3) organizations. The reasons for their popularity include:

· Being able to donate to the DAF today and recommend which charity (or charities) receive the funds in the future

· Receiving a charitable tax deduction in the year that you give to the DAF, not in the year that you distribute the funds to the charity (note: in order to utilize the deduction, you must itemize your deductions rather than take the standard deduction)

· Investing undistributed funds while they remain in the DAF

· Last, by not least, there can be significant tax advantages when you donate appreciated stock rather than cash to your DAF

Regarding the last point, let’s look at an example. We’ll assume you bought a share of stock for $50 and you held it until it reached $100 today.

Also, we’ll assume the highest marginal tax rates apply:

· Federal ordinary income of 37%

· California state income state of 12.3% (applicable to both ordinary and capital gains)

· Federal long-term capital gains of 20%

· Federal investment income tax (ACA tax) on sale of stock of 3.8%

When you donate to charity (or a DAF) you receive a tax deduction in the amount of the donation. You receive the same tax deduction whether you donate $100 of cash or a $100 of stock. However, when you donate appreciated stock, you never pay the tax on the capital gain, which is why donating appreciated stock is usually better than donating cash.

Let’s compare the two options using the assumptions.

As shown in the table below, donating $100 cash (Option 1) will actually cost you $50.70 since you save $49.30 in taxes from the charitable tax deduction. But what if you donate $100 of the appreciated stock (Option 2)? You still receive the same charitable tax deduction, but you also avoid the tax on the capital gain of $18.05. When you add those two benefits, the cost of donating the stock goes down to $32.65. The difference is the result of avoiding the capital gains tax!

Now, what if you assume you donate stock that has appreciated less and lower marginal tax brackets? These assumptions would reduce the tax benefit of donating the appreciated stock. But the larger point still remains: donating appreciated stock is usually more tax efficient than donating cash because you’re avoiding the tax on the gain (assuming you don't exceed the limitations on stock donations).

You can read more about DAFs here. Let us know if you’d like to further discuss all the benefits of opening a DAF and/or gifting strategies to maximize the tax benefits.

Setarcos Wealth Advisors LLC (“Setarcos”) is a registered investment advisor. Advisory services are only offered to clients or prospective clients where Setarcos and its representatives are properly licensed or exempt from licensure.

The information provided above is for educational and informational purposes only and does not constitute tax advice and it should not be relied on as such. Setarcos and its advisors do not provide legal, accounting, or tax advice. Consult your attorney or tax professional.

I can’t tell you how many articles, blog posts and essays I’ve read on this topic. The majority seem to be pretty critical. And I get it. The Fed was slow to recognize inflationary pressures that were building and now they seem to be taking a sledgehammer (primarily, short term interest rate increases, but also forward guidance [essentially telling the market what they’re going to do] and balance sheet normalization [essentially a reversal of quantitative easing]) to the problem. Although, in all fairness, a sledgehammer is really the only tool they have. And they do have a mandate to fulfill (maximum employment and price stability). So, you give an entity a tool and mandate and tell them use the tool to fulfill the mandate and guess what, they’re going to do it.

Most of the criticism seems to be that they’re doing too much too quickly because (a) inflation is already peaking and they’re behind the curve again and/or (b) their tools generally affect aggregate demand whereas, the critics say, the current inflationary spike is primarily caused by aggregate supply constraints. Maybe, but supply constraint driven inflations tend to also increase unemployment (giving you stagflation) which clearly hasn’t happened (yet, anyway). In any event, we won’t have a verdict on this criticism of the Fed’s actions until after the fact.

Contrary to the criticism, though, I think there are clear reasons for their forceful action now including one in particular that does not get a lot of attention in the popular media.

Before we dig into that, let’s pause here for context on why the Fed’s actions now even matter. When the economy is relatively stable (i.e., not now), we really don’t pay too much attention to the Fed. Why? Because if you look at the data, the Fed’s actions (again, during normal times) generally don’t strongly correlate with subsequent market returns. In other words, although it makes headlines, it’s usually just noise. In fact, Warren Buffett once said "If Fed Chairman Alan Greenspan were to whisper to me what his monetary policy was going to be over the next two years, I wouldn't change a thing." Point being, there’s usually not much use in hanging on to the Fed’s every action and word.

But inflation makes things different. High inflation is one of the most corrosive, value-damaging forces in economics. To see an example, just go back to the 1970s. As background, the inflationary spiral back then actually started in the mid-1960s and was accompanied by multiple demand shocks: a large tax cut, significant increase in military spending, enactment of Medicare/Medicaid. In addition, there were significant supply shocks, most notably the 1973 oil embargo. Nixon officially ended gold convertibility in the early 1970s, which was the last vestige of the gold standard (although, contrary to some beliefs, this was more a casualty than a cause of inflation at that time). The point is, there were a lot of inflationary pressures on the economy.

Unfortunately, the Fed, at that time, did not do its job. Between 1965 and 1978, there were two fed chairmen who presided over the economy and neither one appeared to have the fortitude to press hard against inflation. They would raise rates but then pull them down when unemployment ticked up. In addition, the Fed was less independent then than it is now and often appeared to cave to pressure by the White House to ease conditions when the economy appeared to slow down. Because of this, the expectation of high inflation became embedded in the national psyche.

And when inflation expectations go up, you’re in trouble.

When people and businesses begin to expect higher inflation, they make decisions that essentially cause higher inflation. Purchases are accelerated, wages are increased at higher rates, inventories are built up. All increasing prices. Hence the 70s and the economic carnage that resulted. In 2001, Warren Buffett wrote about one victim of this period: the Dow. As he notes, between December 31, 1964 and December 31, 1981 the Dow moved one tenth of one percent… not per year, that was the grand total price gain during that 17 year period. Yeah, inflation is bad.

And so today the Fed is on an inflation-fighting mission with its sledgehammer. And a big part of that is making sure expectations stay in check. Where do expectations sit today? So far, at least, the 10-year expectation appears to be relatively well-anchored around 2.5% (source: 10-year breakeven inflation rate at

That’s good, but clearly the collateral damage is all around. Bonds are having their worst year on record. The stock market is in a bear market. In less than one year, mortgage rates have bounced back to levels not seen in 20 years. All bad, but runaway inflation would be worse. That’s what the Fed wants to avoid. And although the conditions now are much different than they were back in the 1970s, inflation is inflation and the Fed does not want to repeat past mistakes.

So, is the Fed doing the right thing? I don’t know, but at least expectations aren’t out of control. Let’s hope it stays that way.


If you’re interested in reading more about monetary policy in the 1970s vs today, Ben Bernanke’s recent book provides a good summary.


The information provided is for educational and informational purposes only and does not constitute investment advice and it should not be relied on as such. It should not be considered a solicitation to buy or an offer to sell a security. It does not take into account any investor's particular investment objectives, strategies, tax status or investment horizon. You should consult your attorney or tax advisor. The views expressed in this commentary are subject to change based on market and other conditions. This document may contain certain statements that may be deemed forward looking statements. Please note that any such statements are not guarantees of any future performance and actual results or developments may differ materially from those projected. Any projections, market outlooks, or estimates are based upon certain assumptions and should not be construed as indicative of actual events that will occur. All information has been obtained from sources believed to be reliable, but its accuracy is not guaranteed. There is no representation or warranty as to the current accuracy, reliability, or completeness of, nor liability for, decisions based on such information and it should not be relied on as such. Setarcos Wealth Advisors LLC (“Setarcos”) is a registered investment advisor. Advisory services are only offered to clients or prospective clients where Setarcos and its representatives are properly licensed or exempt from licensure.

Updated: Jan 11

Market declines are painful. When they happen (as they are in 2022), you’ll often see recommendations to take advantage of the decline (e.g., tax-loss harvesting). Most of these recommendations are value-adding, however, we often see one with which we disagree: to do a Roth conversion after a market decline.

To make our view on this clear: we do not recommend converting your traditional IRA money to Roth IRA money (i.e., doing a ‘Roth conversion’) solely because markets have declined.

To understand why, let’s first consider the reasoning often used to justify the recommendation to convert in a market decline. It goes like this: when markets decline, your IRA balance is lower today than it was before the market fell; therefore if you convert today, you will pay less in tax dollars than if you converted before the market fell. This is true, but it does not justify a conversion. The focus of a conversion should be on tax rates not dollars paid. If dollars paid were the reason to convert, the following conclusion would be reached:

· If the goal is to minimize the tax dollars paid on conversion, then you should convert today if you think your IRA balance might ever be higher

· Therefore, since you will obviously assume your IRA balance will grow in the future, you should convert all your IRA money today and never hold traditional IRA money (even if the market didn’t decline!)

To be clear, again, we don’t recommend doing this.

In fact, where the market has been in the past has no bearing on the Roth conversion decision. Instead, the primary driver of this decision is a comparison of your current and future tax rates. Paying less taxes today when the market declines will still be worse economically if your tax rate today is higher than the future. To help illustrate why, let’s first back up and review the tax benefits of IRA accounts and how those relate to Roth conversions.

There are two types of Individual Retirement Accounts (or IRAs): Traditional IRAs (which consist of pre-tax money) and Roth IRAs (which consist of after-tax money). When you contribute to a Traditional IRA, you receive a tax deduction and the account grows tax-deferred. When you eventually take a withdrawal, you’ll owe taxes based on your marginal tax rate in the year of withdrawal. A Roth IRA works in the opposite way. There’s no tax deduction when you contribute, but the account growth and withdrawals are tax free.

If you’re in a higher tax bracket today compared to your estimated tax rate in the future when you plan to make withdrawals, it makes sense to contribute to a Traditional IRA (assuming you’re eligible). For example, if you’re in the 32% tax bracket today and estimated to be in the 22% bracket in the future, you’ll save 10 cents on every dollar you contribute. In other words, for every $1 you contribute today you’ll avoid 32 cents in taxes and then pay 22 cents in taxes when you make a withdrawal – that’s a net 10 percent savings!

If you’re in a lower tax bracket today than you would be in the future, a Roth makes sense. For example, if your marginal tax rate is 22% today but will be 32% in the future, you’d be better off making a Roth contribution (forgo a deduction worth 22 cents for every $1 you contribute) while avoiding taxes in the future (32 cents). Again, you’ll save a net 10 percent if you do this correctly.

For most wage earners near the middle or end of their career, their tax rate will likely be higher while they’re working than when they retire and have lower income.

Now, let’s pivot to Roth conversions, which is transferring funds from your Traditional IRA to your Roth IRA and paying the taxes today to avoid them in the future. The same tax rate logic applies to the decision about whether to do a conversion. If you go back to my example in the previous paragraphs, paying taxes today makes sense when you are in a lower tax bracket than you expect to be in the future. If you’re in a higher tax bracket today than in the future, your savings becomes a loss. Finally, if you’re in the same tax bracket, you’d be indifferent.

As I also said, people are generally in higher tax brackets while they are working. So, converting tends to be a great strategy when you stop working and before you start taking Social Security. For example, if you’ve retired at age 60 and Social Security benefits won’t start until age 67 or 70, then you can likely convert at very low rates!

Throughout this explanation, notice that I haven’t said anything about where the market has been and whether your balance is higher or lower than it used to be. Again, that doesn’t impact this decision. Michael Kitces, an advisor to advisors, has written about this concept here:

There are only four factors that impact the wealth outcome when choosing between a Roth or traditional IRA (or other retirement account). They are: current vs future tax rates, the impact of required minimum distributions, the opportunity to avoid using up the contribution limit with an embedded tax liability, and the impact of state (but not Federal) estate taxes… By far, the most dominating factor in determining whether a Roth or traditional retirement account is better is a comparison of current versus future tax rates… The principle of this equation is remarkably straightforward - the greatest wealth is created by paying taxes when the rates are lowest.

Again, to put it simply, you should not do a Roth conversion just because your IRA balance is lower today than it was at some point in the past (all other things unchanged). In fact, if you weren’t planning on doing a Roth conversion before the market declined, doing a Roth conversion because markets have declined can actually cause permanent financial loss.

That final point is worth emphasizing. Investors can make an IRA conversion even worse if the amount they convert pushes them into a higher tax bracket. If, for example, you do a Roth conversion this year because markets are down, but that conversion pushes your tax rate up when your tax rate today is already higher than what you expect in the future, then you’ve paid an additional tax you never needed to pay. We’re pretty sure no one wants that outcome!

In summary, here’s what you should keep in mind when you hear about Roth conversions:

· Don’t do a Roth conversion just because markets have declined

· Converting too much may needlessly push you into a higher tax bracket and result in economic loss

· They are tricky since they require building a financial plan that estimates your tax rate today versus your tax rate in the future

· They are a valuable tax strategy when it makes sense to do them

· You’ll likely have an opportunity to do them at some point so be patient and make sure you’ve evaluated your current and projected tax situation beforehand

As always, please reach out if you’d like to discuss.

Setarcos Wealth Advisors LLC is a registered investment adviser. Information presented is for educational purposes only and does not intend to make an offer or solicitation for the sale or purchase of any specific securities, investments, or investment strategies. Investments involve risk and, unless otherwise stated, are not guaranteed. Be sure to first consult with a qualified financial adviser and/or tax professional before implementing any strategy discussed herein. Past performance is not indicative of future performance.

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