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The Power of Using Options in Retirement Accounts

At first glance, you might be thinking I’m insane to even be mentioning options and retirement accounts in the same breath. After all, options are meant for rampant speculation and are super risky, right? While they can be used for “gambling” purposes if so desired, options are flexible instruments that have a wide variety of uses and benefits, even in qualified retirement accounts such as an IRA.

The main benefit of investing in an IRA is that taxes are either deferred until the money is withdrawn (traditional IRA), or the account can be funded with after-tax dollars and grow over time without accruing any tax liability (Roth IRA). I won’t get into the details too much here, but Roth IRAs generally aren’t available to high-income households, though there are some workarounds. What’s important to note is the potential power of tax deferral and the effect that it can have on a retirement portfolio. This benefit is amplified when using an income-generating strategy such as writing covered calls against existing stock holdings.

Consider a hypothetical portfolio of $100,000 that’s fully invested in equities. Let’s assume, to illustrate the math, that this portfolio returns 8% every year for 30 years, there are no annual contributions, and the investor implements a covered-call overlay strategy that generates an additional 3% annually in yield. The yield-generating potential of each portfolio depends on the volatility of its holdings, but we think 3% annual yield via covered calls is a conservative assumption. We’ll also assume that this investor is married and sits in the 22% tax bracket, which indicates a total household income range of $89,450 to $190,750 for 2023. For simplicity’s sake, we’ll also assume that no stock holdings are sold at any point until the end of this 30-year period. Lots of unrealistic assumptions here-especially the lack of volatility, which is obviously significant in the real world-but the simplicity helps make the point about the effect of taxes, since that’s the only factor that differs in the three scenarios shown.  Here’s what the growth of this hypothetical portfolio would look like over time. The “Portfolio value” column is a beginning of year number.

Profits from covered calls are taxed as capital gains, and in this example the tax rate is 22%. This tax liability is subtracted from the portfolio value every year and is a drag on the effects of compounding. The stock gain at the end of this 30-year period is taxed at 15%, the long-term capital gains rate for married couples earning $89,251-$553,850 annually. While this hypothetical investor accumulated significant wealth over this period, the taxes due each year from the covered-call returns were a drag on total returns.

Now let’s look at the numbers had this $100,000 originally been held in a traditional IRA. The assumptions remain the same as the example above in the taxable account, but the tax treatment is different. In a traditional IRA, all taxes owed are deferred until retirement, which we’re assuming is in 30 years. The tax rate on all gains in a traditional IRA is the income tax bracket that the investor resides in, which in this case is 22%. Both the stock and dividend profits will be taxed at 22%, but not until the end of this thirty-year period.

The deferred tax treatment in this case led to an additional net return of 0.22% annually. While this doesn’t seem like much on the surface, this can be significant over 30 years. In this example, that equated to an additional $103,936 in portfolio value! This amount would be even greater over a longer time horizon, or if the assumed returns were higher.

Lastly, let’s look at the numbers if this hypothetical portfolio was in a Roth IRA. Roth IRAs allow for all gains to grow tax free. The drawback to Roths is that there are annual contribution limits, income requirements, and if you roll an existing retirement account into a Roth IRA, you’ll likely owe income taxes on that money at inception. Most retirement accounts are funded with pretax dollars whereas a Roth IRA is funded with post-tax dollars. However, once this one-time tax is paid, you’ll never have to pay another penny in taxes on that account, assuming the appropriate rules are followed.

As you can see, the effect of not having to pay annual or terminal taxes on this account is substantial. An additional 0.87% net return annually (via tax savings) from a Roth IRA versus a traditional IRA equated to $481,631 more in portfolio value at the end of this period. This is a great example of how being tax savvy at the margin can have a dramatic effect on wealth as time goes on.

Retirement accounts aren’t generally where you see option activity, but small return enhancements over time can really add up. Using a covered-call overlay strategy inside of a tax-advantaged account can reduce volatility, potentially increase returns on both an absolute and risk-adjusted basis, and have a significant effect on retirement wealth.

 

 

IMPORTANT DISCLOSURE: The information in this blog is intended to be educational and does not constitute investment advice. Exceed Advisory offers investment advice only after entering into an advisory agreement and only after obtaining detailed information about the client’s individual needs and objectives. No strategy can prevent all losses or guarantee positive returns. Options trading involves risk and does not guarantee any specific return or provide a guarantee against loss. Clients must be approved for options trading at the custodian holding their assets, and not all retirement accounts are permitted to trade options. Transaction costs and advisory fees apply to all solutions implemented through Exceed and will reduce returns.

Tax Lessons Learned From Tesla

The past few years for Tesla (Ticker: TSLA) have been anything but mundane. Shares of the equity experienced a meteoric rise from mid-2019 to late 2022, with a trough-to-peak rally of over 3400% in a little over three years. However, after its parabolic ascent the shares declined by about 75% in a little over a year.

 

Opinions on the company are as polarizing as they come – some believe that it’s a cash-burning vortex destined for bankruptcy, while others are convinced Elon Musk can walk on water and TSLA is set to take over the world. Musk’s recent Twitter fiasco removed a lot of the sparkle from his image, and that shift in sentiment can be seen in Tesla’s recent performance.  There was always an embedded “Elon premium” in the shares, as believers shunned fundamentals because of the CEO’s rockstar image. Is it possible that there is now an “Elon discount?”

Early investors in the company experienced a financial windfall between mid-2019 and November 2021, but many were likely caught up in the hype, which would limit a potentially prudent taking of some profit. Aside from human emotions, the most likely reason that a buy-and-hold investor refused to reduce their TSLA position after its rapid rise was the associated tax liability with selling shares. Let’s look at a hypothetical situation involving an early investment in TSLA…

Assume a buy-and-hold investor with a $1M portfolio invested 10% of their capital in TSLA shares at an average price of $20 (split adjusted for today’s prices) at the end of 2018, and the remaining 90% of their capital was invested in a diversified market fund. For simplicity’s sake, in this example we’ll use the SPDR S&P 500 ETF trust (symbol SPY), an exchange traded fund (ETF) that aims to track performance of the S&P 500 index. So, on 1/2/2019 this hypothetical portfolio consisted of $100,000 in TSLA shares and $900,000 in SPY shares. The table below shows the performance of the Tesla and SPY positions, using end-of-year values. This illustration also assumes a 20% capital gains tax rate.

 

As you can see the Tesla position quickly grew into a substantial percentage of the total portfolio holdings. From the investor’s perspective, this is obviously a very good thing because it means that the TSLA position was appreciating rapidly. However, this rapid appreciation creates other problems associated with buy-and-hold investing.  Multiple studies have shown that holding a concentrated portfolio generally leads to underperformance. 1Nathan Sosner, “When Fortune Doesn’t Favor the Bold. Perils of Volatility for Wealth Growth and Preservation. ”The Journal of Wealth Management Winter 2022, jwm.2022.1.189; DOI: https://doi.org/10.3905/jwm.2022.1.189  2Bernt Arne Ødegard, “The diversification cost of large, concentrated equity stakes. How big is it? Is it justified?” Finance Research Letters Volume 6, Issue 2. https://doi.org/10.1016/j.frl.2009.01.003 3Baird’s Private Wealth Management Research, “The Hidden Cost of Holding a Concentrated Position. Why diversification can help to protect wealth.” https://www.bairdwealth.com/siteassets/pdfs/hidden-cost-holding-concentrated-position.pdf

In addition to the heavy concentration risk, the total portfolio volatility grew substantially. TSLA has a five-year monthly beta of 2.03, meaning that it’s more than twice as volatile as “The market.” As a result, total portfolio volatility grew by nearly 50 percent over the first three years. Elevated levels of volatility that lead to underperformance can be detrimental to risk-adjusted performance metrics like Sharpe and Sortino Ratios.

It’s easy to look back and wonder why an investor didn’t rebalance their portfolio after such a gigantic move higher by TSLA, but hindsight is always 20/20. At its peak at the end of 2021, the theoretical tax liability associated with the TSLA holding was approximately three times the initial investment amount, and nearly 30% of the initial portfolio value! Upon the liquidation of shares, this tax liability can be seen as an immediate loss of portfolio value.

Rapid ascents by companies like this aren’t anything new. History is littered with similar examples of companies that quickly rose to prominence, only to fall back to earth. A few that immediately come to mind are Yahoo, Dell Computer, Zoom, Meta, Netflix, Nokia, and Blockbuster Video. Generally speaking, companies that rise the most during bull markets may depreciate rapidly during market downturns. It’s imperative that investors harvest gains and periodically rebalance their portfolios in order to avoid substantial drawdowns.

The good news is that there are solutions to these common problems. Options are often (and rightly) viewed in a negative light among retail investors, as they can be very risky and lead to substantial losses. Options are complex and can be intimidating to even the most seasoned investor. What many people don’t realize, though, is that options can also be powerful tools for tax optimization and hedging within a portfolio. When correctly implemented, an option overlay strategy may completely eliminate tax liability on certain concentrated positions, while simultaneously hedging downside risk. There are of course transaction costs involved, as well as advisory fees in the case of an overlay strategy, but the ability to exit these positions tax neutrally while also reducing portfolio volatility can have a substantial positive effect on long-term capital appreciation.

If you or a client are dealing with how best to address the tax liability and downside risk concerns that often accompany concentrated positions, feel free to reach out to the team at Exceed Investments. Members of Exceed’s Portfolio Management Team have over 38 years of professional options experience and are well-versed in the tax code. These strategies can be tailored to fit specific investment goals and satisfy immediate needs. When executed properly, these option overlay strategies may reduce or eliminate tax liability, lower risk, and help you and your clients achieve their financial goals in an efficient manner.

 

Contact us for a consultation.

 

 

 

This blog post is for informational or educational purposes only and is not intended as investment advice.  Any discussion of investment strategy or approach is intended only to illustrate investment concepts and in no case does the discussion represent Exceed Advisory’s investment performance or the results of any Exceed Advisory portfolio.  We provide investment advice only to clients and only after entering into an advisory agreement and obtaining information concerning individual needs and objectives. We think the information provided is accurate, but accuracy is not guaranteed. All investing in securities involves risks, including the risk of loss.

 

Tax Avoidance Gone Wrong – The Rise and Fall of Facebook

Facebook’s IPO was one of the hottest ever.  The company was growing at an astounding rate as social media went fully mainstream, and everyone wanted in on the action. Facebook went public on May 12, 2012 at $38 per share, and after some initial weakness the stock price experienced a meteoric rise over the next nine years. Despite FB declining more than 50% in the months immediately following its initial offering, a buy-and-hold investor who purchased shares on the day of its IPO saw a return of 10 times their initial investment between 2012 and 2021.

Fast forward to present day and the situation looks much different for holders of Facebook (now Meta) shares. Increasing competition from TikTok, government regulation, market saturation, and a deteriorating macroeconomic environment have led to a 75% peak-to-trough decline over the past thirteen months. The paper gain that existed for these IPO investors wilted from 900% to less than 150% in the span of a little over a year. Life comes at you fast.

It’s easy to look back and wonder why someone holding a concentrated position in Facebook shares didn’t sell or at least reduce their position after such a big rally, but there are monetary and psychological reasons why investors struggle to dispose of appreciated assets. Human emotions and greed aside, the primary reason investors hesitate to sell stock after a big gain is capital gains tax. Let’s take a look at the math by illustrating a hypothetical investment in FB shares on its initial public offering…

Assume an investor allocated 10% of their $500,000 portfolio to FB shares at the IPO price of $38, and the remaining 90% of their capital was invested in a diversified market fund. For simplicity’s sake, in this example we’ll use the SPDR S&P 500 ETF trust (symbol SPY), an exchange traded fund (ETF) that aims to track performance of the S&P 500 index. So, on 5/18/12 this hypothetical e-portfolio consisted of $50,000 in FB shares and $450,000 in SPY shares. The table below shows the performance of the Facebook and SPY positions, using end-of-year values. This illustration also assumes a 20% capital gains tax rate.

 

As you can see the Facebook position quickly grew into a substantial percentage of the total portfolio holdings. While this is obviously a good thing, it creates a myriad of other problems that can arise in buy-and-hold investing. Portfolios with concentrated positions are a recipe for underperformance. Studies have shown that not only do concentrated positions raise the overall risk and volatility profile of a portfolio, but historically those portfolios have also exhibited suboptimal returns.¹ Heavy concentration in a single-stock position creates the potential for catastrophic losses, which can take many years to recoup. Lastly, managing a concentrated portfolio is more difficult than simply rebalancing a “standard” diversified portfolio of stocks and bonds.

Below are the 2022 returns and position values for the hypothetical portfolio described above.  You’ll notice that the portfolio is underperforming the S&P 500 by over 11% this year, and this can be attributed solely to the concentrated position in META shares. Adding insult to injury, the equity underperformed the broad market over virtually every timeframe this year, and at an elevated level of volatility. META has a five-year monthly beta of 1.32, compared to a market beta of one. Not only did shares of META underperform the market on a gross basis, but even more so on a risk-adjusted basis. Poor returns by assets with higher risk profiles can be detrimental to risk-adjusted performance metrics like Sharpe and Sortino Ratios.

 

So why didn’t our theoretical investor simply sell some shares to reduce risk? Most likely, they wanted to avoid paying a 20% capital gains tax. Based on a 20% capital gains rate, the theoretical taxes owed if the investor had liquidated the position at the end of 2021 were more than 150% of the initial investment and nearly 4% of the total portfolio value!  On the face of it, deferring this sale seems logical, as that tax can be seen as an immediate loss. However, calculations suggest that investors who choose to liquidate their concentrated positions and pay capital gains tax are making the optimal decision. Reducing volatility has a first-order effect on the long-run growth and preservation of wealth.¹

The good news is that there are solutions to these common problems. Options are often (and rightly) viewed in a negative light among retail investors, as they can be very risky and lead to substantial losses. Options are complex and can be intimidating to even the most seasoned investor. What many people don’t realize, though, is that options can also be powerful tools for tax optimization and hedging within a portfolio. When correctly implemented, an option overlay strategy may completely eliminate tax liability on certain concentrated positions, while simultaneously hedging downside risk. There are of course transaction costs involved, as well as advisory fees in the case of an overlay strategy, but the ability to exit these positions tax neutrally while also reducing portfolio volatility can have a substantial effect on long-term capital appreciation.

If you or a client are dealing with how best to address the tax liability and downside risk concerns that often accompany concentrated positions, feel free to reach out to the team at Exceed Investments. Members of Exceed’s Portfolio Management Team have over 38 years of professional options experience and are well-versed in the tax code. These strategies can be tailored to fit specific investment goals and satisfy immediate needs. When executed properly, these option overlay strategies can reduce or eliminate tax liability, lower risk, and help you and your clients achieve their financial goals in an efficient manner.

 

¹ Nathan Sosner, “When Fortune Doesn’t Favor the Bold. Perils of Volatility for Wealth Growth and Preservation. ”The Journal of Wealth Management Winter 2022, jwm.2022.1.189; DOI: https://doi.org/10.3905/jwm.2022.1.189

 

This blog post is for informational or educational purposes only and is not intended as investment advice.  Any discussion of investment strategy or approach is intended only to illustrate investment concepts and in no case does the discussion represent Exceed Advisory’s investment performance or the results of any Exceed Advisory portfolio.  We provide investment advice only to clients and only after entering into an advisory agreement and obtaining information concerning individual needs and objectives. We think the information provided is accurate but accuracy is not guaranteed. All investing in securities involves risks, including the risk of loss.

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