3 Questions to Ask Yourself During This Bear Market

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A friend of mine is very wealthy. Yet every time the market shimmies, he asks me if he should get out.

“It depends on your tolerance for risk,” I explain to him. I walk him through a series of questions to help him figure out whether he is comfortable staying in the market.

Not long ago, the stock market was at all-time highs. Investors’ bullish sentiment at the time made me think that many investors were not ready to handle a downturn or a full-blown bear market.

Considering that not that long ago we were in a raging bull market, I’m concerned we’ve forgotten how to weather a market that is going down.

These three questions will help you deal with the bear market and keep your cool in downturns like the one we’re seeing now.

1. When do you need the money that’s invested in the market?

If you don’t need the money that’s invested in stocks for another 10 years, then a bear market – even a nasty one – shouldn’t be much of a concern. It won’t be fun, but the stock market almost always goes up over a 10-year period.

In fact, the only times you would have lost money over 10 years would have been if you had sold during the lows of the Great Depression or Great Recession.

Even if you had bought at the highs in 2007, right before the 2008 financial collapse, and held for 10 years, you would have made money.

But if you need the funds that are invested in stocks within the next three years, take them out now…

Not because I’m worried about a worsening bear market… but because you can’t afford to be exposed to short-term risk.

Anything can happen in the market over three years. And knowing that an important deadline – such as a tuition bill – is coming up while the market is falling will make you crazy. You’ll likely end up selling at the bottom when the panic sets in.

So sell your stocks if you need the capital within three years.

2. Do you have trailing stops?

Trailing stops will protect your gains and capital if things go wrong in the market.

The best aspect of a trailing stop is that it removes emotion from your decision to sell.

It’s so easy to freeze up – to ignore your own rules – when the market tanks. “The stock was just at $50. Now it’s at $47. If it gets back to $50, I’ll sell it,” you say to yourself. And then $47 becomes $45, which becomes $40…

Trading with emotion is dangerous and can cost you a lot of money.

I recommend 25% trailing stops. So if a stock were trading at $100, your stop would be $75. If the stock rose to $110, your stop would climb to $82.50.

A stop will protect your profits in a rising market and keep your losses small during a correction or bear market. The key is to honor your stop and not remove it when the stock starts getting close to the stop price.

If you use a trailing stop, you’ll get out when things start getting messy and have plenty of capital to put back into the market when you’re ready.

3. Can you handle a downturn emotionally?

Answer this question honestly. There’s nothing wrong with saying that a sell-off in the market scares the bejesus out of you.

If that’s the case and the answers to the first two questions don’t provide comfort, take your profits now and invest in something much safer, like Treasurys, certificates of deposit, etc.

You won’t get nearly the same return over the long term as you will in the stock market, but you’ll have much less stress – and that’s important.

Stress about financial matters breaks up marriages, causes health problems and is miserable to live through. We’ve all been there.

So if knowing that your time horizon is long enough to make back potential losses and that trailing stops will protect your capital isn’t enough to keep you calm, don’t expose yourself to the market or that stress.

Having a plan for this bear market will make it much easier to withstand.

Good investing,


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