The five worst investments we’ve owned

I started investing in mutual funds and stocks shortly after entering the workforce. Back then, I didn’t really know what I was doing, so I followed many “ investment hot tips.” Over time, I made a lot of investment mistakes and encountered my fair share of failures. 

When it comes to investing, there’s no such thing as a “perfect” investor. Making mistakes is part of an investor’s life. Mistakes are simply unavoidable. So be careful when someone claims to be an investing guru and declares that he or she has never made any investment mistakes!

Even if you look at professional sports, there’s no such thing as a 100% batting average, a 100% passing completion rate, or a 100% 3-point percentage. Being “100%” is simply not possible.

In case you’re wondering, in baseball, a batting average of 0.300 or higher is generally considered excellent; in hockey, a shooting percentage above 15% (number of goals scored divided by number of shots taken and multiplied by 100) or higher is considered excellent; in football, a 70% or higher completion percentage is considered excellent; in basketball, a 40% or higher 3-point percentage is consider excellent. 

There are two key things in investing:

  1. Limit mistakes and failures
  2. Maximize winners

That’s why legendary investors like Warren Buffett, Charlie Munger, Mohnish Pabrai, Bill Ackman, and John Templeton all have made millions but still have had their shares of mistakes. 

Since I started investing as a young adult, then started our financial independence journey in 2011, Mrs. T and I have built our investment portfolio from almost nothing to over seven figures. Over that time, we have made mistakes, which I have shared a few times on here. 

Looking at these mistakes posts I wrote, I thought they were too general. So, I thought it would be interesting to share more specifics and details.

Here are the five worst investments we’ve owned. 

Note: I went through our historical investment transactions for this post. I couldn’t help but laugh at some of these bad investments. 

1. HNU – BetaPro Natural Gas Leveraged Daily Bull

HNU is a leveraged ETF from Global X. It aims to provide investors up to double the exposure to the daily performance of the BetaPro Natural Gas Rolling Futures Index. The idea is to provide investors the opportunity to benefit from daily price increases in natural gas. 

I was trading HNU between 2009 and 2011. The basic idea is to trade often and try to take advantage of the 2x leverage exposure from this ETF. 

There were a few things stacked up against me:

  • Futures trading is extremely complicated. I had no clue how the natural gas index would perform over time. 
  • I had a very simplistic view when it came to natural gas price – price would go up in winter and price would go down in summer, simply due to demand
  • There was no such thing as free trades back then, so I was paying $4.95 (Questrade) per transaction
  • The natural gas index was highly unpredictable (at least to me)
Natural gas index from 2008 to 2012
Natural gas index from 2008 to 2012

Initially, I had some small successes, making between 10% to 40% gains with my trades. That was the proverbial ‘kiss of death’ as I thought making money was easy! 

Because of the 2x bull nature of the ETF, things turned ugly in early 2011 when the natural gas price went into a free fall. The 2x bull thing worked against me and meant I was losing money fast! Twice as fast as “normal.”

I learned my lesson and got out of the silly leveraged ETF trading practice and never got back into it.

2. Just Energy (JE.TO)

When we first started dividend growth investing, we knew very little about the key stock metrics like the P/E ratio and the payout ratio. We were simply focused on dividend yield (such a rookie mistake!)

Naturally, we went to an online stock tool and ranked Canadian dividend stocks by dividend yield. Just Energy was a stock with one of the highest yields, so we sank a few thousand dollars into Just Energy. 

We spent very little research on the money and knew nothing about how Just Energy operated and how they were making money. All we knew was that Just Energy was a Canadian-based electricity and natural gas retailer operating in North America. 

Note: That’s why you should take a look at the Best Canadian Dividend Stocks list. 

Like HNU, the stock performed alright initially and we were happy collecting dividends (JE was mentioned in many of our monthly dividend reports early on). 

Eventually JE stock price went into a tailspin and we closed out the position in mid-2014, losing about $1,500 or about 47% of our initial investment (yes, we collected about $520 in dividends, but half of that was reinvested for more shares). 

In case you’re wondering, I googled Just Energy out of curiosity and this is what I found:

  • On December 15, 2022, the company announced it would be delisted from the NEX board of the TSX Venture Exchange
  • The company’s shares now trade on the Over-the-Counter (OTC) market, typically with lower liquidity and potentially higher volatility compared to the TSX

Ouch! 

3. Laurentian Bank (LB.TO)

For a long time, we owned the Big Six Banks in Canada – Royal Bank, TD, Bank of Montreal, Bank of Nova Scotia, CIBC, and National Bank. Since we have done quite well with all six of these positions, I thought it would be a good idea to continue investing in Canadian banks.

Laurentian Bank was enticing because it had a solid dividend growth history and a good initial yield. We filtered LB.TO as one of the potential stocks to purchase after going through the Canadian Dividend All Star list

Below is what I wrote about Laurentian Bank in my 2018 dividend consideration:

“Laurentian Bank has seen its share price retreating over the last little while. At a PE ratio of 9.9, it is one of the cheapest Canadian banks available from a PE ratio evaluation point of view. With a 10-year dividend payout increase streak and a 10-year dividend growth rate of 7.8%, LB has a solid dividend track record.

LB certainly isn’t as big as the big 5 Canadian banks, with most of its branches in eastern Canada. So from a future growth point of view, LB may not grow as quickly compared to its Canadian peers.

One of the concerns with Laurentian Bank is that it has high exposure to residential mortgages. In the fourth-quarter earnings, LB disclosed that an internal audit found some documentation issues on some mortgages it had sold to a third-party company. As a result, the bank has decided to buy back $392 million of problematic mortgages from the third-party.

Having said all that, I think at the current share price, it may make sense to purchase some shares of LB, collect dividend income, and see what the future holds.

Furthermore, it also makes sense to expand our banking exposure to outside of the Canadian big 6. Laurentian Bank of Canada is relatively small compared to the Canadian Big 6. If LB manages to grow outside of eastern Canada and possibly internationally in the future, the earnings will go up.”

The problem with Laurentian Bank? The share price started to slide shortly after we initiated the position and the share price never went back up to $46, our cost basis.  

LB stock performance
LB stock performance

Looking back, my mistakes with the LB.TO purchase were:

  • I pointed out the following in my original statement – Laurentian Bank isn’t as big as the big 5 Canadian banks,” “LB may not grow as quickly compared to its Canadian peers,” and “LB has a high exposure to residential mortgages.” Well, they all turned out to be true
  • I failed to look at the big picture. A bank that was concentrated in Quebec had significant limitations in terms of growth

Laurentian Bank tried to sell itself over the past few years but there was no buyer. None of the Big Six Banks wanted to touch LB. That itself is a tell-tale sign of the state of the Laurentian Bank’s business! 

4. HND – Betapro Natural Gas Inverse Leverage Daily Bear

Since I wrote about HNU earlier, I had to mention HND, GlobalX’s Betapro Natural Gas Inverse Leveraged Daily Bear ETF, to keep myself accountable. 

HND is like HNU but works in reverse. HND aims to give investors up to double the inverse exposure to the daily performance of the Betapro Natural Gas Rolling Future Index, providing a strategic opportunity to potentially benefit from price declines in natural gas. 

I started buying HND as a way to protect myself from the daily movements of the natural gas index. The idea is to buy some HNU and HND and come out positive in the end. 

Since I couldn’t accurately predict which way the natural gas index would go, I was betting blind. That was a very stupid strategy! 

In reality, things didn’t work that way. I was getting a double whammy from both HND and HNU! 

5. Algonquin Power & Utilities Corp (AQN.TO)

I can’t mention the five worst investments we’ve owned without mentioning AQN.

AQN used to be one of the darlings in the Canadian dividend growth investor community. The company had solid renewable energy assets, good revenues, an attractive yield, and a solid dividend growth record.

Due to poor company decisions, excessive spending, and weak mismanagement, the stock price went into a death spiral. The company sold some assets to try to stabilize its books rather than cutting dividends. When that didn’t work out, the company eventually cut its dividends a couple of times, but it was a little too late. The stock price went from a high of $20 to below $8. 

We closed AQN in November 2023 and ended up with a loss of 40%, not including dividends.

This was a very humbling learning mistake and one of the worst investments we have owned. 

Summary – The five worst investments we’ve owned

There you have it, the five worst investments we’ve owned. I had a few laughs at myself looking back at these terrible investments and wondering what the heck I was thinking. At the same time, it was good that we made most of these mistakes early on during our financial independence journey (except AQN) so we can learn from these mistakes.

What are the key lessons I have learned and the key principles I have developed from owning these five investments?

  1. Never leverage, that includes borrowing money to invest and use leveraged ETFs
  2. No penny stocks (I didn’t include any here but owned a few in the past)
  3. No niche ETFs, especially ones I don’t understand

I can’t say we won’t make any more mistakes as we move forward. The key, as mentioned, is to limit the number of mistakes and maximize winners.

What are some of your worst investments? 

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24 thoughts on “The five worst investments we’ve owned”

  1. My worst was OilexCo(not sure the spelling) company went under ,lost everything
    Nortel at 70, sold at 12
    Northern Dynasty, still hold it. Bought at 11 and last I looked it was 1.38 but most of the last ten years it been a penny stock.
    All of these I listed where recommended by my private wealth advisor. He’s retired, I’m not.
    Since I took over my own investments I’ve faired much better in the last 15 years.

    Reply
  2. AQN, BCE are my worst. I dumped AQN after the free fall. I’m holding on to BCE but wonder if I should let it go especially after the dividend cut. I didn’t have these stocks for years like most dividend investors, I’m more recent to dividend investing so bought higher than I should have (although they both appeared “safe” at the time).

    I’m in a similar boat with ATD, EMA and even CNR. Not as bad as the others but they are down right now. EMA’s dividend growth rate looks weak so I did sell some off on good days when the stock was up because I think I can do better.

    They all can’t be winners and my portfolio is up overall, some of my stocks have done great with major gains while paying dividends. Diversifying with telcos and utilities has dragged my portfolio down.

    Reply
  3. Hi Tawcan

    Every investor has owned a few “losers” – this has certainly taught me that selling at a small loss is way more worth it then letting the stock drop even more.

    LB – I don’t know yet if this is a loser. I started to nibble at this stock under $30. I know TD and Scotia were kicking the tires on LB in 2023, that inflated the value but there was never any buyer. Now with TD locked out of the US and Scotia wanting more QUE exposure they may reconsider. Also maybe EQ, Manulife or even Rogers bank may be interested. Who knows… I owned CWB and when purchased by National Bank it was a nice profit.

    That brings up another point. Dividend investing is good, my parents swear by it, but I am not 100% sold on the concept. I remember being told “BCE is a Widow and orphan stock” and as you mentioned AQN is all you need for their great dividend. By that logic I should just by Rogers Sugar and done with it.

    Dividend investors miss out on some great Canadian growth companies like MDA, Dollarama, Fairfax. I have about 50% of my portfolio “dividend stock” but am always weary of the next BCE or AQN (Emera?).

    Reply
  4. I think my worst mistake (in about 4 years of individual investing, I’ve had mutual funds for decades) is RNW, when it folded into TransAlta, I lost significant dividends. I sold my TransAlta and put the money into Brookfield Renewables Corp. (the actual company, not the .UN version.
    I hold a small but powerful portfolio of “winner*” companies.
    *everyone’s winners are different, and with many good companies, it’s entirely a judgment call.

    Reply
  5. I just saw HNU chart, is it me or did it drop 99% of it’s value since 2008? Ouch!!!

    I don’t have a really bad loss on a stock. Since 2013, I was mainly in etf’s. Only in 2021 I dabbled into stocks for 3 years, but I kept going in an out of individual companies that I never let it give time to grows…or fall. I remember owning WBA, but I sold it at a maybe 10% loss when it was 30$…on hindsight, it was a good move (it’s now worth 11$). I think MMM might have been my worse investment.

    Nowadays, I only own 1 individual stock, NVO and I try to keep my portfolio 90% etf, 10% individual. I have been building my NVO position throughout all of 2025. My goal is to be more patient with individual stocks, I tinker too much which is why I made a conscious decision in January 2025 to make my portfolio mainly etf to protect myself from impulse trading. So far, I have been building NVO without tinkering with the stock which is more than I can say for my my 2021-2023 period.

    Reply
  6. Robert Mercer, a former co-CEO of the famed Renaissance Technology, reportedly stated that the firm was “right 50.75% of the time,” emphasizing that this small edge, combined with intense execution, could lead to significant profits.
    Average annual return before fees: 66%.
    Average annual return after fees: 39%.

    My biggest duds … Lucent/Alcatel, Nortel and more recently Zoom

    Reply
  7. I too lost on HNU and AQN. I sold some of my position in TELUS last year and am pondering on selling the rest as the stock price is stagnant and the dividend of 7.5% doesn’t seem to be sustainable.

    Reply
  8. Be glad you aren’t old enough to remember Nortel. The joke was if you spent the money you invested in Nortel on beer and drank it all your empties would be worth more than your Nortel stock. Plus you would of had a good party.

    Reply
    • Ha, I remembered back in university it was mandatory to take telecommunication courses simply because of Nortel. A lot of investors lost money with Nortel, unfortunately.

      Reply
  9. You’re not telling the whole truth for AQN if you’re not including dividends but excluding it. So lets see the loss but add the dividends, its not 40%.

    Reply
  10. To reiterate – AQN, still hold some, have issues giving up on purchases;

    T (Telus), hanging on though; and,

    WJX, impressed with its leadership, most hope here for return to former levels.

    Reply
      • Bought at $86 ( near max peak).

        Sold at $66 after I saw what is a Circle K store in Mexico and a Circle K store in Denmark

        If they close the deal for the 7-11 in Japan is going to be worse for the stock in the long run. There is nothing there

        Reply

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