Bear markets are always painful.
Even if they bring us all cheaper stock prices, it’s never fun to see your savings drop in value.
The enormous crash we saw during the Great Financial Crisis could possibly be the worst one we see in a generation.
But how that bear market felt to you personally has a lot to do with where you were in your investing life cycle. Even though stocks were down well over 50% from late 2007 through early 2009, your starting balance and saving habits throughout that period have a lot to do with how things looked and felt from a portfolio perspective.
The next bear market could be even more painful for many investors, even if it’s not of the same order of magnitude as the last crash.
To illustrate, I’m going to look at three different hypothetical investors — a Millennial, a Gen Xer and a Baby Boomer — to show how different their experience with the crash and ensuing years would have looked.
Here are my main assumptions for these three investors, with starting portfolio balances in October of 2007, which was near the peak of the last cycle prior to the downfall:


Because our young investor didn’t have a large amount of savings at the outset and saved on a regular basis, the financial crisis barely even registers on the growth chart. In fact, the drawdown in assets was less than 10%.
Now here’s our middle-aged investor:


Here’s the summary to show how each fared during the financial crisis on both a percentage and dollar basis in terms of losses, along with their ending balance through May of this year:
...
