Biggest Investing Challenge?

We apparently get a quarterly newsletter from Charles Schwab called On Investing.  It’s addressed to my wife, so I think we’re receiving it as a part of her brokerage account.  I’ve read all of the ones that we have received so far, but I tend to do so with a bit of skepticism.  After all, it is a publication written by brokerage company.  It’s like when I read a scientific article or study that is funded by a pharmaceutical company.  You have to read those more carefully and with a more critical eye.  That being said, the newsletter does have some informative articles.  An article titled “What is Your Biggest Investing Challenge?” was rather interesting.  In it, they talked about certain “emotional biases” or behaviors that can contribute to investors making decisions that “aren’t always rational.”  They also talked about the importance of becoming familiar with these behaviors so that we can potentially identify them in ourselves.  Below are the five behaviors they wrote about followed by some of my thoughts on them.


Loss Aversion – This investor will go to great lengths to avoid losses and may miss out on gains.

I can understand this behavior.  I mean, nobody wants to lose money.  I think of this type of investor as someone who would prefer the safe, guaranteed returns on things like a savings account or a CD at a bank.  They’re guaranteed not to lose money (unless you account for inflation) and their holdings are FDIC insured.  But that safety of avoiding losses comes at the expense of potential higher gains.  Another example I can think of is the investor who may have shifted some money from stocks to bonds/cash earlier in the year, say in January, thinking the market was overvalued and that it would contract.  Maybe they ended up staying out of the market this whole year on the assumption that the market would eventually correct itself.  If so, they missed out on the 7.2% YTD gain seen by the S&P 500 index (as of Dec. 1).


Overconfidence – Often overestimating his expertise, this investor has a tendency to buy risky investments and hold an over-concentrated portfolio.

I think that this can be a big issue among investors, especially DIY investors.  Heck, I think it’s an issue for everyone.  We all think we’re above average when it comes to certain traits.  I mean, we all think we’re above average drivers, or above average athletes, or above average in intelligence.  This bias in ourselves, called illusory superiority, is one in which we overestimate our own abilities in relation to others.  I’m sure we’ve all thought that we would be better at picking stocks or investments than the other investor.  I think there is also a tendency for investors to overestimate their risk tolerance.  It’s one thing to say that you have a high risk tolerance and be 100% in equities when things are going well.  It’s another to see that same portfolio lose 30-40% of its value.


Status Quo – This investor is easily overwhelmed and is wary of making any changes to his portfolio even if it’s in his best interest.

I’m not really sure what this one means.  I would think that if you’re easily overwhelmed you might make impulsive changes.  Maybe these are the investors who are afraid to adjust their portfolios as their circumstances changes, like nearing retirement age.  I don’t know.  Maybe you guys can help me out on this one.


Regret Aversion – As a result of past investments that turned out poorly, this investor makes conservative choices.

It makes sense that someone who lost a lot of money would want to avoid repeating that in the future by seeking more conservative investments.  I think I would include this one under “loss aversion” rather than as a separate category.  People make conservative choices both to avoid losses and to prevent it from happening again.


Representativeness – This investor tries to generate higher returns by chasing “hot” stocks or star fund managers.

I think a good example of this is the recent run-up in the financial sector.  For instance, the Vanguard Financials ETF went up over 14% in November alone.  For the year the ETF was up a little over 5% heading into November.  What happened in November that could have pushed financial stocks higher?  Hint:  Trump victory.  Maybe the prevailing thought is that his future policies, whatever they may be, will be beneficial for banks.  Who knows, but I’m sure there are some investors out there right now who think that bank stocks are “hot” and are wanting to get in on some of the action.  I also think this category is similar to something known in behavioral finance as herding.  Essentially people want to invest in things that a lot of other people are investing in.  One example of this herd mentality would be the dotcom bubble in 1999 where everyone was snatching up internet and tech stocks.  If you didn’t know, there was also a bubble in tulips way back in 1634.


Overall, I thought the article was a good read.  As investors, I think it is important that we’re cognizant of these potential behaviors or biases in ourselves.  That way we can take actions to address them and hopefully not make too many costly mistakes.  Thoughts?  Opinions?  Concerns?  Comment below.


8 thoughts on “Biggest Investing Challenge?

  • December 3, 2016 at 6:32 am

    So with the end of the year coming I am trying for tax purposes to cut some of my losers. I bought Chipotle last November and unfortunately that has not bounced back like I had anticipated.

    I guess that will teach me to buy a falling knife.

    I don’t need the money right now and I don’t have to tax harvest. I just don’t know when I would jump out of Chipotle or if I’m going to hold onto it for the long run when my money could be better allocated.

    This is a long ramble to say, I definitely could have been profiled in the newsletter 🙂

    • December 7, 2016 at 12:53 pm

      Thanks for the comment! I think a lot of people can fit some of these behavioral traits. Sorry the Chipotle stock hasn’t turned around for you. Like you said, it can be tough to know when to get out of a stock that’s down. For what it’s worth, my wife is personally trying to help your cause on a regular basis. She loves their burrito bowls!

  • December 4, 2016 at 4:32 pm

    I can definitely see people having illusory superiority and letting that as well as other emotions get in the way of investing. For me, I think it’s best to diversify and not check on my gains or losses too often, or I too will let emotions get the better of me. I’m also considering using robo-advisors to do the picking for me, based on their low fees and the low fee indexing funds available that banks don’t like to offer.

    • December 7, 2016 at 12:57 pm

      Thanks for stopping by, Jessica! I agree with you in that there can be a behavior and emotional component to investing. I’m guilty as charged when it comes to checking my gains/losses more often than I should. While I don’t personally use robo-advisors, I think they can be a great option that can take out the “emotional” component of investing. Thanks for the comment!

  • December 12, 2016 at 6:53 am

    Great post! I see a lot of people (including friends and myself) have a big internal struggle with loss inversion on losing positions. Usually I don’t care if it’s a paper loss or not….a loss is a loss!

    • December 12, 2016 at 9:00 am

      Thanks for stopping by!! Yeah, I feel you on that one. Even paper losses can hurt sometimes. In the end, I’m willing to incur some losses rather than miss out on gains by standing on the sidelines. Thanks for the comment!

  • December 14, 2016 at 4:43 pm

    Loss aversion is the one I don’t get. It would be like a casino afraid to let players gamble because they’re afraid a few players might win big and cause the casino a loss one night. Over the long haul, they’re going to end up very profitable because the game is rigged in their favor. The stock market is the same way. It has its down points but over the long haul it only goes up.

    • December 14, 2016 at 6:50 pm

      Thanks for the comment! Good point on the stock market. The overall trend is up. I think loss aversion might apply to people just starting out with investing or to those that don’t know much about investing in passive index funds. One could simply buy and hold an S&P 500 index fund because like you said, it may have some down points, but over the long haul the market goes up. Thanks for stopping by!!

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