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Coping with the guilt of losing money

I accept it’s normal to feel frustrated, angry, or even downright stupid when you lose money on your investments.

But what about guilt?

My portfolio’s fall from its peak value in summer 2007 to a low in October 2008 represents a big loss for a 30-something private investor like me: at least a couple of years of after-tax income in cash terms.

More importantly, the losses meant I had fewer options in October 2008 than the year before. I’d originally begun investing to build up a house-buying war chest for when the over-valued housing market corrected itself.

After several years waiting, house prices were finally falling, but my investments had fallen further.

It was my sister who put it simplest and best, when I explained to her my fate:

“Ah, I see. If only you’d sold all your investments and put the money into a savings account! Now you’d have even more money, and you could buy a cheaper house.”

My sister was a 100% right.

Being told what I did wrong by my sister, who takes no real interest in money, might have hurt my pride. But then my emotional state has taken several turns during the bear market. I’ve felt:

  • Frustrated: After half a decade of waiting for property prices to fall and saving as much as 50% of my annual after-tax income, I’d thrown away my ticket to the ball.
  • Angry: At the world, and at the markets. What were the chances of a once in a hundred year credit crisis coming along just when I was finally getting ready to buy a house?
  • Foolish: If I’d thought property prices would fall so far, how could I have missed the connection with the stock market? Wishful thinking, perhaps?
  • Guilty: My family background is not a wealthy one, and the money I’d lost was modestly substantial – more than my parents’ life savings. What was I thinking playing roulette with the market and exposing myself to such losses?

Despite these churning emotions, I didn’t sell up in despair. Instead, I kept buying while shares were cheap. I did what history and the likes of Warren Buffett say you should do – hanging in and even buying when others were fearful.

Time will tell if this faith in the stock market simply compounds my losses or leads to a recovery, but I’m glad I’ve stuck to the rational line.

Here some tips that might help you if you’re also feeling guilty or giving in to bear market despair.

1. Don’t take it personally

The stock market doesn’t know or care that I was saving money for a house, or what I’d given up. The world is a billion times bigger than our own investments, and our good or bad decisions. Market declines of 40% will leave anyone’s portfolio battered. A bear market is not your fault.

2. Accept declines are as inevitable as gains

I did very well from my investments between 2003 and 2007. It’s hard to know how well exactly because my record keeping has always been poor (an error in my investing) and also because I kept putting new money into the market in the early years, then stopped when I began a new business in 2006, making year-on-year comparisons difficult.

I’d estimate I doubled my money. And it would be naive of me to think that I’d found a rigged fruit machine that would spew out money in the good times then flash a red warning signal before the money stopped and the local muggers arrived to relieve my wallet.

According to Chris Dillow in a January’s Investor’s Chronicle, the 32% inflation-adjusted fall in UK equities over 2008 was neither unusual nor surprising:

Let’s put it another way. Before this year, the average real return on equities since 1900 was 5.3% a year, with a standard deviation of 20.1 percentage points. Which means our 32% loss is a 1.86 standard deviation event – the sort of thing that should happen, if returns are normally distributed, 3.1% of the time.

But a 3.1% chance is not a freak event. In normal times, when annualised volatility is around 20%, a 1.86 standard deviation daily loss is a fall of 2.2%, equivalent to a 100-point drop in the FTSE 100.

No one would think that a freak event. So why should anyone thing this year’s 32% real loss is? In terms of standard deviation, they’re the same thing.

The reason we’re surprised by big falls is, of course, timescales.

Over the long-term a 32% loss in a single year might be expected, but you’d still only expect to encounter less than half-a-dozen instances in even a long-lived investor’s lifetime. And by the time we’ve understood the lesson, the good times have begun to roll again and we’re tempted to dismiss the big falls as freak events.

But they’re not. Steep stock market drops are part and parcel of investing for stock market gains.

3. Hindsight is the greatest investor

Back to my fruit machine and its red light. Perhaps you think you saw the red light flashing? A few people did.

Given my conviction that the housing market was over-valued, for instance, shouldn’t I have seen that a debt boom had inflated company profits, so that even if shares looked reasonable value on a price-to-earnings basis, the earnings side of the equation was dangerously inflated?

Stocks were more expensive than they looked: surely I should have seen that?

Maybe, but beware hindsight. For instance, when I pointed friends to my post saying it was perfectly rational to take money out of Northern Rock, the UK bank that went bust in Summer 2007, some said I was crazy.

They told me banks didn’t go bust in Britain in the 21st Century. It’s only after 18 months of relentless bad news that such a view seems dumb.

What I should have done is diversified my portfolio better; in particular, I should have moved a portion into government bonds. Not because I could tell the market would fall and bond prices would rally, but because bonds looked reasonable value and I was massively exposed to stocks.

But why were bonds cheap? Because investors feared inflation. Remember the rice riots and the tortilla wars and oil at $145 a barrel? Would you have bought fixed interest on a 5-6% yield, with inflation approaching 5%? Most of us didn’t, which is why gilts and US treasuries were available at what now looks a great price. This was before the financial crisis, and before the recession, remember. Again, beware hindsight.

The truth is I made some good decisions, such as selling most of my banks, and some bad decisions, such as not putting the proceeds into cash.

4. If you can afford to, buy more shares

I won’t labour this point as I’ve written about the benefits of buying in bear markets several times in the past 12 months:

The key here is that you will feel a lot less terrible when your shares are falling if you know you’re also getting to buy good companies at great prices.

If I had moved more money into bonds back in summer 2007, I’d have been able to re-balance my portfolio again as the stock market fell, moving some money back over from bonds into equities at cheaper prices.

Such asset allocation is definitely on my ‘to master’ list ready for when the next bull market gathers steam.

5. Treat it as a learning opportunity

Asset allocation isn’t the only thing I’ve learned the value of in the past 12 months. Investors in this bear market might be hurting in our portfolios, but we’re receiving priceless experience by virtue of our ringside seat in financial crisis.

Much as I am aware that hindsight is a great investor, I also think it can be a good teacher; I don’t intend to make the same mistakes twice.

A few obvious lessons from the credit crisis:

Beware opaque products: I’m thinking of Bernie Madoff’s hedge fund, or the apparently safe structured products from high street banks that depended on third-parties – such as venerable Wall Street institutions – not going bust in order to honor their obligations.

Higher yield comes at a cost: Even higher interest rates on a simple savings account usually comes at a price, in terms of access or protection. Just ask investors in offshore banks that have gone bust who are still waiting to see if they’ll receive compensation.

Things can always get worse: In March 2008 people were already calling the credit crisis unprecedented, but the crisis got a lot worse as the year wore on. I’m relatively optimistic about the markets from these levels, but I concede the bear market could be far from over.

Don’t let returns derail your strategy: I first invested money in order to build up a house deposit. This was already a risky strategy given that I’d need the money in the medium-term, but as the medium-term became the short-term it bordered on foolish. I should have taken a large portion out and put it into cash, instead of hanging on for even better returns.

The bottom line: Know why you’re investing, and don’t let gains as well as losses upset your path.

I believe you shouldn’t feel guilty about feeling guilty when looking at your portfolio – we humans are emotional creatures.

But then close down your browser, turn off your PC, and take a walk until you’re ready to invest with your head, not your heart.

{ 7 comments… add one }
  • 1 Scott November 11, 2009, 5:44 pm

    I think you just have to take the highs with the lows…

    If you consistently make good decisions you will hopefully come out ok. I would not say i have ever felt guilty making certain investments, but maybe felt a little stupid when they dont pan out quite how i would have liked.

    Scott

  • 2 Rob July 7, 2012, 8:48 pm

    Great article, nice to see someone admitting to losses from the stock market. Hope you turned this around!

  • 3 The Investor July 8, 2012, 11:36 am

    @Rob — Thanks! I did turn it around — my net worth is now over twice the level of this article (and that’s many multiples of my net annual income) but it was a rocky ride indeed. I learned some valuable lessons, as much about human emotions as about investing if I’m honest. Perhaps those things are quite entwined?

  • 4 Lukasz September 9, 2012, 9:49 am

    Monevator, good to hear you bounced back. There’s always commodity ETFs which don’t have beta exposure, and generally did ok during the crisis. The LSE is unique in the access that it gives to these assets to the retail investor-on a global scale. At best they are a good diversifier as their primary return drivers are relatively uncorrelated, generating most of their returns from rolling the underlying futures.

  • 5 Michael January 7, 2013, 3:00 pm

    That is a great subject for an article. I actually do feel better.

  • 6 Conor Foley August 30, 2013, 9:00 am

    Interesting that it was your sister that observed that “if you had sold all your investments and put the money into a savings account” you would have been better off. I’m not sexist (let’s get that out of the way first!) but I couldn’t tell you the number of women I met over the years who said “I told you so” when I lost money on an investment. (I would include my immediate family members in this!) But there’s never a word mentioned when I hit it out of the park on something. I’ve just finished reading The Wolf of Wall Street, a book I highly recommend, and there are numerous examples of the different perspectives men and women have on trading losses. Of course the fact that 80% of private investors lose money in the long run proves that the fairer sex are actually right!!

  • 7 The Rhino March 23, 2020, 5:44 pm

    Re-read today for the Corona-Crash. The back-catalog once again providing great value in testing times.

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