Aleksey Chernobelskiy

November 15, 2023

Don't lose money (seriously)

Why capital losses matter more than you think

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Don’t lose money (seriously)

In last week’s post, I wrote the following:

One of the most important aspects of investing carefully is not losing your money. Avoiding principal loss is not talked about enough and I will write on this in detail next week. One of Justin Pugh’s favorite quotes is, “money is like soap, the more you play with it the less you have."

I think it’s abundantly clear that understanding the upside of a real estate transaction is important and is ultimately the reason why people invest. Compound interest does wonders. Having said that, I’ve noticed from my LP Advisory work that, when look at an investment opportunity, tend to pay too much attention to upside and not enough attention to downside.

I regularly hear comments like “what do you mean ‘lose money’ - you can just sell the asset.” Many investors will put the probability of losing their money on a real estate investment at 0%, when in reality that’s not the case. You can certainly make a lot of money on an investment, but you can also lose money - I see it daily in my line of work.

Warren Buffett Still Seems More Fearful Than Greedy (NYSE:BRK.B) | Seeking  AlphaA great YouTube video on this as wellLet’s talk about why not losing money is one of the most important parts of investing.

Capital loss can take form in two ways:

  • Temporary - for example, a cash flow payment that was suddenly paused. This creates a loss in income to an LP (important for some, especially if you were living on it), but also pushes off your ability to reinvest that cash.

  • Permanent - put simply, you invested $500,000 into a deal, and only got back $250,000. This is a permanent loss that you now have to “climb out” of.

Today we’ll talk about the second, since the implications are much more severe to an LP.

First, let’s agree that upside and downside are asymmetrical - they’re simply not created equal.

If you invested $500k and only got $250k back, you need to make a 100% return to get back to where you were even though you only lost 50%.

Needless to say, finding an investment that will earn you 100% (i.e. doubles your money) is not easy, even over a decently long time horizon.

To illustrate this point further, I created (took some thinking - click here if you’re a math nerd) the data table below. Before I give my thoughts, let me just ground you on how it works through an example:

  • You invest $500k in a syndication (or any investment)

  • You lose 50% of your investment (find 50% below on the x axis)

  • You reinvest the remaining $250k at 8% interest (find 8% on the y axis)

  • It then takes 9.01 years (see the highlighted cell) to get back to your original $500k

What you’ll clearly notice above (see blue highlighted area) is that almost any principal loss in excess of 30% takes many years to recoup. This is why losses matter.

Many people will want to focus on 10% returns (the highest option in the data table for a reason), but you have to keep in mind that replicating those levels of returns year over year (1) is hard and, perhaps more importantly, (2) comes with its own risk of losing capital since those investments aren’t risk free.

While limiting downside is paramount, it’s also important to not stay on the sidelines - all investments come with risk and you need to get comfortable taking it in order to make returns on your money.

Below is a great representation of the balance an investor needs to take:

Source- Missing the 10 BEST trading days (out of a 8,033 day period!!) barely doubles your money over a ~22 year period. This illustrates the importance of not staying on the sidelines and investing your capital.

  • Missing the 10 **WORST **trading days, on the other hand, results in 10x on invested principal (~5 times better than the result above, over the same exact period). This illustrates the impact principal loss has on compounded return, even over a long term hold.

Thank you for reading! I genuinely hope you found this helpful - the best way to say thank you is to spread the word.

I advise LPs on existing and potential positions and write articles here weekly on what I see in the marketplace that could help you invest better. You can find me on LinkedIn or Twitter.

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