Why You're Afraid to Invest in Stocks — and Why My Mom Was Wrong About Losing It All
My mom thought investing could leave you owing money. Here's the math that actually matters — and the risk nobody warns you about.
Most people are scared off investing by the extreme stories the news loves to run. Here's what's actually true about risk, why doing nothing quietly costs you, and how I'd start.

My mom has never bought a single share of stock in her life. And when I asked her why, her answer was basically a highlight reel of the scariest headlines she’d ever seen: people losing everything, people going bankrupt, people who “played the stock market” and ended up worse than broke.
The line that stuck with me most: she genuinely believed you could lose more money than you put in. Like, invest $1,000 and somehow end up owing $3,000.
And here’s the thing — she’s not dumb, and she’s not alone. That fear is incredibly common. It’s just aimed at the wrong target. So let me do what I always try to do here: no hype, just math.
First, the big one: you (almost certainly) can’t lose more than you invest
When you buy a normal share of a stock — or a fund like an S&P 500 ETF — with your own cash, the absolute worst case is that it goes to zero. You lose 100% of what you put in. That’s genuinely bad! But it’s not “you now owe the broker money.” The floor is your investment. Full stop.
What my mom was describing — losing more than you invested — is a real thing, but it’s a different, more dangerous game:
- Margin — borrowing money from your broker to buy more stock than you can afford. Now you can owe.
- Options and futures written the risky way — selling naked calls, that kind of thing.
- Leverage in general — anything where you’re playing with borrowed money.
That’s the world where the horror stories come from. And here’s the honest part: I do trade options (cash-secured puts, mostly) and I’ve held leveraged positions, so I’m not going to pretend that corner of the market doesn’t exist. But that’s the deep end of the pool. Buying VOO with your own money is the shallow end, and the shallow end does not have an “owe money” trap door.
Nobody explained that distinction to my mom. The news definitely didn’t.
The news only shows you the car crashes
Think about how financial media works. “Retiree calmly bought an index fund and it slowly went up over 20 years” is not a headline. It’s not a story. Nobody clicks it.
“Trader loses life savings on meme stock” — that’s a story. So is the bankruptcy, the crypto blowup, the guy who bet everything on options and lost. The extreme cases get 100% of the airtime, which quietly teaches people that the extreme case is investing.
It’s survivorship bias in reverse. You’re only shown the disasters, so you conclude the whole thing is a disaster. Meanwhile the boring, math-y version that actually builds most people’s retirement never makes the screen.
The risk nobody puts on the news: doing nothing
Here’s the part that flips the whole fear on its head.
Everyone treats cash in the bank as the “safe” choice. And in the short term, sure — the number in your account doesn’t drop. But there’s a silent leak: inflation.
As of the last reading, inflation (CPI) was running about 3.5% over the past year. That means the same groceries, gas, and rent cost ~3.5% more than they did a year ago. Your dollar buys less. Every year. Guaranteed.
So the real question isn’t “is investing risky?” It’s “is my money keeping up with inflation, or quietly bleeding buying power?” And for a lot of people, the honest answer is: it’s bleeding.
”But the bank is safe, right?” — yes and no
I want to be fair here, because “the bank” isn’t one thing.
If your money is sitting in a big brick-and-mortar bank’s savings account, you’re probably earning something like 0.01% APY. That is not a typo. On the big national banks, $1,000 parked for a year earns you about a dime. Against 3.5% inflation, that’s a straight-up loss of buying power — you’re paying the bank for the privilege of watching your money shrink.
But — and I’d be a hypocrite not to say this — there’s a better version of “the bank”: a high-yield savings account (HYSA). Right now the best ones pay around 4% APY. That actually beats the current 3.5% inflation. So if you’re sitting on an emergency fund or cash you’ll need soon, moving it from a 0.01% account to a ~4% HYSA is one of the easiest wins in personal finance, and I’d tell anyone to do that first.
So why invest at all, if a HYSA beats inflation today? Two reasons:
- HYSA rates are temporary. They float with the Fed. A few years ago they were near zero, and they’ll come back down. Inflation doesn’t ask permission.
- Beating inflation by a hair isn’t building wealth. It’s treading water. Growing your money — actually multiplying it — is a different job, and that’s the job stocks have historically done.
So what does “investing” actually look like for a normal person?
Not options. Not day-trading. Not the stuff on the news. For most people it’s shockingly boring:
Buy a low-cost fund that owns a slice of the 500 biggest U.S. companies — something like VOO — and just… hold it. When you own VOO, you’re not betting on one company surviving. You own a piece of all of them at once. For that fund to go to zero, all 500 of America’s largest companies would have to be worth nothing simultaneously — at which point, honestly, we’d all have much bigger problems than our brokerage balance.
How’s it done? VOO is up about +8.95% so far in 2026 (through late July, dividends reinvested). That’s comfortably ahead of the 3.5% inflation rate — so this year, holding it protected your buying power and grew it.
Zoom out and the long-run number people usually cite for the S&P 500 is roughly 10% per year on average (nominal). That “average” is doing a lot of work, though, which brings me to the caveats — because there’s always a catch.
The honest downsides (there’s always a catch)
I’m not here to sell you a fantasy. Investing in stocks is genuinely risky, and anyone who tells you otherwise is selling something:
- It does not go up in a straight line. VOO was down about 18% in 2022. If you’d put money in at the start of that year, you’d have watched a chunk of it vanish on paper for months. Even right now, VOO is sitting a couple percent below its high from earlier this summer. Green years and red years are both part of the deal.
- “Average 10%” is not “10% every year.” Some years are +25%, some are −18%. The average only shows up if you stay in through the ugly ones — which is exactly when panic makes people sell.
- Past performance doesn’t guarantee anything. Everything above is history. History rhymes; it doesn’t promise.
- You can absolutely lose money, especially over short windows. The one thing that has historically bailed people out is time — long holding periods have smoothed out most of the rough patches. Money you need next year should not be in stocks.
The point isn’t “stocks are safe.” It’s that there’s a risk on both sides — the visible risk of investing, and the invisible risk of letting cash rot. Well-informed people don’t avoid risk; they pick which risk they’re taking on purpose.
How I’d actually start (small and boring on purpose)
If I were walking my mom into this, it wouldn’t be “put your savings in the market tomorrow.” It’d be:
- Emergency fund first, in a ~4% HYSA. Not invested. Untouchable.
- Then a small, automatic, boring amount into a broad index fund every month — an amount that wouldn’t ruin your week if it dropped 20%.
- Don’t watch it daily. Daily watching is how you turn a 30-year plan into a 30-day panic.
Related reading on Hebojago: (https://hebojago.com/post/stay-calm-market-crash/).
Let’s make $millions$ (the unsexy way)
Okay, the fun part. Here’s why I get genuinely excited about this instead of scared:
Put $500 a month into a broad index fund and let it compound at that long-run ~10% average, and after 30 years you’d have somewhere around $1 million. (Illustrative — it assumes a steady historical average that real markets will never actually deliver in a straight line. Reality will be lumpier. But the ballpark is real.)
That’s not a lottery ticket. It’s not a hot stock tip. It’s boring money, added consistently, left alone, doing the one thing cash in a near-zero account can never do: outrunning inflation and multiplying.
My mom spent decades believing investing was the risky choice. The quiet truth is that not investing — letting inflation nibble her savings year after year — was its own kind of risk the whole time. Nobody put that on the news.
So consider this your invitation. Learn the difference between the shallow end and the deep end. Start small. Stay boring. Let’s go make some $millions$ — slowly, on purpose, with the math on our side.
Not financial advice — I’m a software developer who invests and trades on the side, not a licensed advisor, and this is my experience and my math, not a recommendation for your situation. Returns, inflation, and savings rates cited here (VOO +8.95% YTD, CPI 3.5%, ~4% HYSA, ~0.01% big-bank savings) were accurate as of late July 2026 and change constantly — verify current numbers before you act on them. All future/compounding figures are illustrative; past performance doesn’t guarantee future results, and you can lose money investing.
Hebojago is my journey to financial freedom, recorded live — real experiments, real numbers, wins and mistakes. Follow along here.
- Big-bank savings (Chase/BofA-type) ~0.01% APY
- Best high-yield savings account ~4.00% APY
- Inflation (CPI, 12 mo. thru June 2026) 3.5%
- VOO (S&P 500 ETF), YTD 2026 +8.95%




A cash-secured put is a commitment: you sell a put option and set aside enough cash to buy 100 shares at the strike price. If the stock stays above the strike, you keep the premium. If it falls below, you buy shares you wanted anyway — at an effective price of strike minus premium.