18. When Should You Sell? Flashcards

(31 cards)

1
Q

Why is choosing when to sell an investment difficult?

A

Because it involves facing behavioral biases like fear of missing out and fear of losing money.

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2
Q

What are the three cases in which you should consider selling an investment?

A
  • To rebalance
  • To get out of a concentrated (or losing) position
  • To meet your financial needs
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3
Q

What is the overarching strategy regarding when to sell an investment?

A

Sell as late as possible, ideally over time.

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4
Q

What is rebalancing in the context of investing?

A

Rebalancing is adjusting the mix of assets in a portfolio to maintain a target allocation.

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5
Q

What happens to a portfolio without rebalancing over time?

A

It drifts from its target allocation, becoming dominated by its highest returning assets.

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6
Q

What is the typical outcome of a ‘Never Rebalance’ strategy over 30 years?

A

The portfolio tends to hold 75%–95% in stocks.

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7
Q

Why might rebalancing be seen as detrimental to portfolio performance?

A

Because it often involves selling higher-growth assets (stocks) to buy lower-growth assets (bonds).

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8
Q

What is the purpose of rebalancing a portfolio?

A

To control risk and maintain the intended risk profile of the portfolio.

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9
Q

What is maximum drawdown in the context of portfolio management?

A

The maximum decline in value from the highest point of a portfolio within a certain period.

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10
Q

How does rebalancing typically affect maximum drawdown?

A

Rebalancing generally reduces maximum drawdown by shifting funds from higher-volatility to lower-volatility assets.

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11
Q

What is the recommended rebalancing frequency for most investors?

A

Annual rebalancing.

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12
Q

What are the two reasons for recommending annual rebalancing?

A
  • It takes less time
  • It coincides with annual tax season
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13
Q

What is the accumulation rebalance strategy?

A

Rebalancing by buying the underweight asset instead of selling.

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14
Q

When is the accumulation rebalance strategy applicable?

A

It is applicable only during the accumulation phase of investing.

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15
Q

What is a concentrated position in investing?

A

A situation where a significant portion of wealth is tied up in a single security.

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16
Q

What should you consider when selling a concentrated position?

A

Your financial goals and risk management.

17
Q

What is a selling methodology?

A

A predetermined plan for how much and when to sell an investment.

18
Q

True or False: Rebalancing should be done frequently in taxable accounts.

19
Q

Fill in the blank: The optimal strategy for selling is to have a __________.

A

[predetermined plan]

20
Q

What is a recommended selling methodology for investments?

A

Find a selling methodology and stick to it, such as selling 10% chunks every month or selling based on price levels

Predetermined rules help remove emotion from the selling process.

21
Q

Why should you avoid selling all your investments at once?

A

Due to tax consequences and the possibility of regret if the price skyrockets

Selling a portion minimizes regret if the remaining investment decreases in value.

22
Q

What is the median one-year return of individual stocks in the U.S. since 1963?

A

6.6%, including dividends

This is compared to a 9.9% return for the S&P 500 over the same period.

23
Q

What does holding a concentrated position in stocks illustrate?

A

The risk of underperformance compared to the overall stock market

Individual stock performance can vary significantly from the market average.

24
Q

What should you consider when deciding to sell a losing position?

A

Whether your beliefs around an asset class change or if the position continues to decline

This is based on fundamental analysis rather than emotion.

25
What period of underperformance should not be confused with a losing position?
A period of underperformance is when an asset class performs poorly but is not necessarily a losing position ## Footnote Every asset class experiences underperformance at times.
26
What was the total return of U.S. stocks from 2010-2019?
257% ## Footnote In contrast, emerging market stocks gained only 41% during the same period.
27
What is a key reason to sell investments?
To live the life that you want to live, such as funding retirement or making a big purchase ## Footnote Selling assets allows you to enjoy the results of your investments.
28
What psychological principle suggests it's wise to sell investments?
The diminishing returns of wealth and consumption on happiness ## Footnote Additional wealth provides less happiness as one accumulates more.
29
What is the importance of taking money off the table?
To diversify wealth and create a minimum standard of living ## Footnote This reduces risk and ensures financial security.
30
Fill in the blank: The median return for the S&P 500 since 1963 is _______.
9.9%
31
True or False: Selling a concentrated position is always a good decision.
False ## Footnote It depends on individual risk tolerance and market conditions.