A Hedge Against Risky Bets


Susan's Scoop

A Hedge Against Risky Bets

Caitlin and I generally encourage setting up a buy-and-hold portfolio of diversified low-cost index funds. And yes, sometimes this can often seem ‘boring’. So what do you do if you want the excitement of investing a small amount of your money in riskier stocks, such as start-ups, but don’t have the risk tolerance to lose it all? This is where stop losses come in.

A stop loss is an automatic sell order you can set on a stock through your brokerage. You choose a price point - say, 20% below what you paid - and if the stock falls to that level, your brokerage sells it for you. The idea is to limit your downside without having to watch the market every day. It’s easy to set up in most brokerage accounts: just look for the “sell” order type and select stop loss instead of market or limit.

Now you typically don’t want to use these for diversified index funds or companies that you believe in for the long haul, because stocks can often dip and bounce back immediately after. How sad would you be if you bought a stock for $10,000, had a 20% stop loss sale trigger, then the stock immediately jumps back up to the original price a few hours later? You’d be left with only $8000 of your original investment and no stock. 😭

That’s the problem with stop losses for long-term investments. Markets don’t move in straight lines. They dip, they pop, they recover. If you’re investing in index funds or companies you believe in, stop losses usually hurt more than they help.

BUT – there are times when they make sense. If you’re dabbling in risky plays like a speculative biotech or a small startup, you may decide you only want to risk so much. In that case, a stop loss can help you draw your line in the sand.

Take Rivian, for example. The electric truck startup hit a high around $130 per share and has since fallen to under $15. That’s an 85% wipeout. Firefly Aerospace is another recent case; it reached a high over $70 shortly after its recent IPO, but now has dropped to around $28/share. For someone who bought into the hype early, a stop loss could have been the difference between taking a manageable loss and watching their investment mostly disappear.

Most of my portfolio sits in diversified index funds, so I rarely use stop losses. But for the handful of speculative investments I own - where the risk runs a bit higher - a stop loss gives me a way to hedge against major losses. Think of it as just one more tool in your investor toolbox, there to pull out when the situation calls for it. 🔧


What I'm Reading

📕 Jonathan Clements, In Memoriam (WSJ)

As many of you may already know, the personal finance world lost an important voice last week with the passing of Jonathan Clements. As the personal finance columnist for the Wall Street Journal, he was one of the first writers to take a stand against retail investors being viewed as “dumb money” and a target for high fees.

“In his nearly two decades at the Journal, Jonathan wrote more than 1,000 columns in which he crusaded against high fees, lousy financial advice and mediocre investment management—and explored even bigger topics, like how to raise financially responsible children and how to use money to find happiness.

His pen was sharp as a needle, but he wielded it with humor, grace and a confessional, personal touch. Readers felt they knew him—because they did. More than any commentator before or since, Jonathan made personal finance personal.”


Join us for free the first Wednesday of each month for an informative money conversation!

Next Up:

Nov. 5th at 1pm CT- Open Enrollment Edition: Your Benefit and Healthcare Questions Answered


💰Wealth by Design💰

A 3-month on-demand course with live community calls designed to guide you through creating your 10-year wealth plan, one practical and powerful step at a time.

If you’ve been looking for the right moment to take control of your financial future - this is it.

👉 Click here to explore the Wealth by Design course and get started today.

Rising Femme Wealth

Rising Femme Wealth is where life coaching for women meets financial expertise. We support motivated women on their journeys towards building financial freedom in the lives they design. Design your life and your financial plan with clarity and confidence.

Read more from Rising Femme Wealth

Caitlin's Corner Are We 'Helicopter Financing'? Last month I was tossing and turning after learning about an experience my daughter was having on her flag football team. I had shown up to help out at her practices and, for the first time, I saw how she was being treated by her all-male teammates. These are third and fourth grade boys- kids I know to be kind on their own. But together, they banded against her: picking on, criticizing, and effectively shutting her out. It was one of those...

A girl picks a peach in an orchard.

Caitlin's Corner The Peach Problem: Why Your "Diversified" Portfolio Might Be Riper for Risk Than You Think Over the weekend, I participated in my town's fall equinox festival- a celebration centered around giving thanks to the fall harvest. Since I no longer have a garden, my family's "harvest" comes from the farmer's market, grocery store, and occasional orchard trips. Our recent orchard adventure sparked a realization about what's happening in the US stock market that every investor should...

A graphic that demonstrates herd immunity

Susan's Scoop Falling Vaccine Rates Could Collapse our Economy 💉 Back when I was in high school, I dreamed of becoming an epidemiologist and chasing down Ebola in Africa, Hantavirus in the Southwest US, and Creutzfeldt-Jakob Disease in the UK. I had big plans to attend Emory University and train at the CDC just steps away, but although I was accepted, there was no way I could afford the tuition. Alas, I had to go to a much smaller school with a bigger scholarship, but with no Public Health...