When the Ground Shakes: Understanding Market Volatility

We once hiked in the Three Sisters in Oregon. We wanted to reach the top and look out over the peaks. There was one catch: those mountains are volcanoes, and at the time they were having small earthquakes almost every day.

So I packed one more thing: the expectation. If the ground moved, I wouldn’t be surprised. I never actually felt a tremor. But the climb was steep, the footing slid and crumbled in places, and because I’d already accepted the ground might shake, none of it rattled me.

That’s the best way I know to think about market volatility. It isn’t a sign the mountain is falling. It’s the ground shifting, and you can get ready for it. With Halloween tomorrow, it’s the perfect week to talk about it.

Volatility is just a word for how much and how fast prices move up and down. Lately the headlines have been loud, with talk of inflation, interest rates, and artificial intelligence, and when your account balance wobbles, it can feel like something is wrong. Most of the time, it’s the mountain doing what mountains do.

I’m not going to tell you what the market will do next. Nobody can, including the people on TV who sound very sure. What I can do is help you understand what’s happening under your feet, so the next tremor feels like a known thing instead of a scary one.

What Is Market Volatility, in Plain English?

Volatility is the size of the swings. Calm markets drift up or down in small steps. Volatile markets lurch.

Think of two trails. One is a paved path with gentle hills. The other is a rocky switchback with loose gravel. Both can get you up the mountain, but one will make your legs shake more along the way.

Two things worth knowing:

  • Volatility is normal, not rare. One wealth firm’s 2026 outlook notes that stock market sell-offs have averaged about 14% across all years. In other words, a rough patch inside a year is the usual pattern, not the exception, and many of those years still finished higher.
  • A dip on paper isn’t a loss until you sell. If your balance is down 8% on Tuesday, you still own the same number of shares. That’s the part that gets lost in the panic.

Feeling uneasy when the numbers drop isn’t a character flaw. It’s human. Our brains treat a falling number like a rustle in the bushes.

Why Is the Ground Shaking Right Now?

Markets move because people are constantly reacting to new information. Right now, market volatility has a few sources working at once.

Inflation and interest rates. Prices are still rising faster than the Federal Reserve wants. Consumer prices were up 3.7% from a year earlier in September, with higher energy prices tied to the conflict in the Middle East a major driver, and the Fed’s goal is 2%. (The Fed is the group that sets the country’s key interest rate.) It raised rates in September, its first increase in more than three years, then held them steady this week at 3.75% to 4.00%. A pause isn’t the same as being done, though, and another increase in December is still on the table. Higher rates make borrowing cost more and can change what investors think stocks are worth.

A mixed picture on jobs. The September jobs report came in weaker than expected, with just 29,000 jobs added and unemployment ticking up to 4.2%. Sticky prices on one side and a softer job market on the other make it harder for anyone to say what comes next, and uncertainty is what makes prices swing.

AI, from three directions at once. For the last few years, AI has been the engine pulling the stock market higher. Now it’s also a source of the shakes. Barclays has said AI has become the dominant force shaping market behavior this year. The worry comes in three flavors:

  • “Are prices too high?” Companies are spending enormous sums on AI, and some investors worry stock prices have run ahead of what that spending will actually earn. People call this a “bubble.” Whether it is one, nobody knows, and experienced investors disagree.
  • “Who gets left behind?” The opposite worry is that AI will change how some businesses work so quickly that certain companies get left behind. Earlier this year, that fear helped drive a sharp selloff in software stocks.
  • “Is it dangerous?” Last week, we met the five monsters hiding one click away, including AI-powered scams like cloned voices and convincing fake texts. That same worry has a market-sized version. Fears about AI-enabled cyberattacks and AI’s darker possibilities have been getting more attention, and the mood around AI has been darkening, with some stocks dropping on the news while others, like cybersecurity companies, rose on the very same headlines.

Notice that last point. The same headline can push one stock up and another down. That’s exactly why guessing which headline wins is a losing game, and why owning a broad mix beats trying to outsmart the news.

You don’t need to master every cause. You need to know three things:

  1. There is always something to worry about. There was last year, and there will be next year.
  2. Headlines are built to grab attention, and “calm, steady, boring” doesn’t get clicks.
  3. The swings you see on your phone are not instructions.

When I sat at kitchen tables with clients over the years, the most common pattern wasn’t people picking bad investments. It was people making a good plan and then abandoning it right when the ground shook. The plan wasn’t the problem. The panic was.

What Experienced Climbers Do When the Ground Shakes

Good guides don’t sprint when they feel a tremor. They slow down, check their footing, and stick to the route. Here’s what that looks like when market volatility hits.

Stay diversified. Diversification just means you don’t own only one thing. With so much attention on one corner of the market right now, it’s worth knowing whether your money is spread across many companies and many kinds of investments, or leaning on a few. When one slope gets rocky, another may hold steadier. A broad mix is already built to take some of the shake.

Stay the course. The people who get hurt most in volatile stretches are often the ones who sell after a drop and wait for “things to calm down.” Calm usually returns before it feels safe, which means they miss the climb back up.

Keep your cash cushion. This is why we talked about Safety Net #1 back in February. A common goal is three months of essential expenses set aside, so that if the ground shakes (a market drop, a job change, a surprise bill), you’re never forced to sell investments at a bad moment. If you’re not at three months yet, you’re not behind. You’re partway up, and every month of cushion is another rung.

Keep contributing, if you can. Putting the same amount into your 401(k) each paycheck means you buy fewer shares when prices are high and more when they’re low. It’s the “show up every day” lesson, and it works even when it’s uncomfortable.

This Month’s Steady Steps

You don’t have to do any of this today. Pick one, and you’re a step further up than you were this morning.

  1. Look, don’t touch. Log into your 401(k) and find the page that shows what you actually own. You’re not changing anything. You’re learning what’s there, so a scary headline has less power over you.
  2. Do the three-month math. Add up one month of must-pay bills: housing, utilities, groceries, transportation, minimum debt payments. Multiply by three. That’s the common target for a safety net. Wherever you are today is your starting point, not a grade.
  3. Silence the noise. Turn off the market alerts on your phone for the week. You’ll still be fine on Monday.

If you’re invested in a target date fund (the “set it and forget it” kind we talked about in May), the most useful move is usually the least dramatic one: leave it alone.

Final Thought: The Trail Rule

Next time the ground shakes, remember: a tremor is information, not an instruction. You don’t have to predict it. You just have to know what you’re standing on.

That’s competence. And you just collected a little more of it.

See you at the top.

Sources

Last reviewed: October 2026

Monthly Money provides general financial education for informational purposes only. Content, examples, and resources are not financial, investment, tax, legal, or personalized advice. Investing involves risk, including possible loss of principal, and past performance doesn’t guarantee future results. Before making financial decisions, consider speaking with a qualified professional who can review your specific situation.

Spooky, Scary Cybersecurity: 5 Monsters Hiding One Click Away

This is the world we live in today. We are all working on our climb to our financial summit, and along the way there are people out there who don’t want to take charge of their own climb. So what do they do? They prey on ours. Scammers, fakers, hackers. These aren’t made-up monsters. They are real, they are one click away, and they aren’t just coming after us. They are coming after our loved ones too: our parents, our kids, our friends and our neighbors. So here are a few tips to keep in your pack as we continue this climb together.

First, how big is this? Americans lost a record $15.9 billion to scams in 2025, according to the Federal Trade Commission. About $3.5 billion of that came from people pretending to be someone you trust. That’s not a ghost story. That’s real money from real families.

If you only remember one thing

Most scams have three ingredients: Rush + Secret + Strange Payment. Someone pushes you to act right now, tells you to keep it quiet, and wants to be paid in an unusual way, like gift cards, cryptocurrency (digital money like Bitcoin), a wire transfer, or a payment app like Zelle that sends money instantly and can’t be undone. When you spot those ingredients, stop. Take a breath. Call someone you trust. Real emergencies can survive a five-minute phone call. Scams can’t.

Now let’s meet the monsters. Every one of them has a weakness, and once you know what to look for, they get a lot less scary.

1. The Voice Vampire

How to spot it

Your phone rings and it’s your son, your daughter or your grandkid. They sound scared. “I’m in trouble. I need money right now. Please don’t tell Mom.” It sounds exactly like them, because it is their voice. Scammers can now copy a voice with artificial intelligence from just a few seconds of video posted on social media.

How to beat it

Pick a family safe word tonight at the dinner table. Anyone who calls asking for emergency money has to say it. No safe word, no money. Say it out loud only. Never text it, email it or post it anywhere. And if the caller “forgets” it or says they’re too upset to remember, hang up and call your loved one back on the number you already have saved. I love this one because it’s free, it takes two minutes, and the kids think it’s pretty cool to have a secret password.

2. The Phantom Caller

How to spot it

“This is the fraud department at your bank. Your account has been compromised, and we need you to move your money to a safe account right away.” Sometimes it’s “the IRS.” Sometimes it’s “tech support” saying your computer has a virus. The caller ID might even show your bank’s real name.

How to beat it

Remember this one: no real bank or government agency will ever ask you to move your money to keep it safe. Ever. Hang up, flip your debit card over, and call the number on the back. If something really is wrong, the real bank will tell you.

3. The Link Spider

How to spot it

“Your package is delayed. Click here to reschedule.” “You have an unpaid toll. Pay now to avoid a fine.” These texts and emails look official, and that one tap takes you to a fake website built to steal your login or card number.

How to beat it

Don’t tap links in surprise messages. If you think it might be real, open the company’s app yourself or type the website address into your browser. If the delivery company or toll road really needs you, the message will be waiting in your actual account.

4. The Password Zombie

How to spot it

You used the same password for your email, your streaming account and your bank. Years later, one of those companies gets hacked. Now that old password comes back from the dead and starts trying every door you own.

How to beat it

Two moves. First, use a password manager. Think of it as a locked digital vault. It creates a strong, random password every time you sign up for something, stores it safely in scrambled code, and fills it in for you when you log in. You only memorize one master password to open the vault. The good news is you probably already have one, free, on your phone:

  • iPhone: look for the app called Passwords on your home screen (it comes with newer versions of iOS).
  • Android: it’s called Google Password Manager. You can find it in your phone’s Settings under Google, or by going to passwords.google.com.

Here’s a bonus most people don’t know: a password manager won’t fill in your password on a fake website, because it checks the real web address, not how the page looks.

Second, turn on two-step login. That means that after you type your password, the site also asks for a 6-digit code it sends to your phone. Even if a scammer steals your password, they can’t get in without your phone in their hand. (An authenticator app is just a free app that shows you that code instead of texting it, and it’s even safer.) You’ll usually find this setting under “Security” in your account. Start with your email and your bank. When you click “Forgot password?” on any site, the reset link goes to your email, so your email is the master key to everything else.

5. The Loot Goblin

How to spot it

This is the first scam most of our kids will ever meet. “Free Robux! Free V-Bucks! Just log in here.” Or a new “friend” in a game offers a rare item and then asks for a password or a gift card to unlock it. Security researchers have watched attacks on young gamers climb fast, and Roblox players are a favorite target.

How to beat it

Teach your kids one simple rule: nothing free ever needs your password. And if anyone, anywhere, asks for payment in gift cards, it’s a scam. Every time. Here’s why I love talking about this one with kids. The tricks they see in a video game are the exact same tricks adults see in their inbox. Learn them at 12, and you’re ready for them at 40.

Pack Your Family Defense Kit

Don’t try to do all of this at once. Take it one step at a time, just like the trail.

Tonight

  • Pick a family safe word and make sure everyone knows it, including grandparents.
  • Make a pause-and-call-back rule. Any call, text or message about money gets a pause and a call back to a number you already trust.

This weekend

  • Turn on two-step login for your email first, then your bank.

This month

  • Start using the password manager on your phone. Begin with your email and bank, then add other accounts as you log in to them. No need to do them all in one sitting.
  • Freeze your credit for free at all three credit bureaus: Equifax, Experian and TransUnion. A freeze stops anyone from opening new credit in your name, and you can lift it any time you need to apply for something. You can freeze your kids’ credit too. It usually takes a little paperwork, like a copy of their birth certificate, but it’s worth it, because a child’s clean credit is a favorite target that nobody checks for years.
  • Check whether you already have identity theft coverage. Many homeowners and renters policies, employers and credit cards include it or offer it as an inexpensive add-on. Just know it usually pays for the cost of cleaning things up, not money a scammer already took.

What if it already happened?

First, no shame. This happens to smart, careful people every single day, and scammers are counting on embarrassment to keep you quiet. Here’s what to do in the first hour:

  1. Stop responding. Hang up, stop texting, and don’t send anything else.
  2. Call your bank or card company using the number on the back of your card. Tell them what happened and ask them to stop any payments.
  3. Change your passwords on any account the scammer may have touched, starting with your email.
  4. Report it at ReportFraud.ftc.gov. If someone used your personal information to open accounts, go to IdentityTheft.gov for a step-by-step recovery plan.

Keep Climbing

Here’s what I want you to take away. Scammers count on us being rushed, distracted and alone. A family that talks about this stuff at the kitchen table is a family that’s hard to fool. So share this with your parents. Talk about the Loot Goblin with your kids. Pick that safe word tonight.

And next week, we’ll keep the Halloween theme going with another monster that has a lot of people nervous right now: market volatility. We’ll sort the real monsters from the ghost stories, and I’ll show you why the best defense against a scary market is a strong base camp.

See you at the top,
Tony

This post is for education only and is not financial, legal or insurance advice. Every family’s situation is different, so check with your bank, insurer or a qualified professional about your specific needs.

Your Open Enrollment Checklist: A Treasure Hunt for the Pay You Didn’t Know You Had.

Let’s be honest: the benefits packet is the one document in your life designed not to be read. So today, we’re not going to read it cover to cover. We’re going to hunt it.

Here’s how I get excited about a topic that can feel dull. I stop seeing a match or a tax break as a “benefit” and start seeing it as a prize. When I find one, I’m paying myself in the thing I value most, which for me is time and adventures with my kids. That employer match? It’s a paid-for week at the beach.

So picture this. I walk into your kitchen, set your benefits packet on the table, and say, “There’s a free trip to Hawaii in here. You just have to find it.” You’d read every page. The prize really is in there. It just comes in dollars instead of plane tickets. So before you start, decide what yours is. A family trip? A spa day every month for a year? Pick it now and keep it in your head while you hunt. (Can’t decide? Borrow mine, or take the spa day.)

Open enrollment is the yearly window, usually a few weeks in the fall, when you pick or change your workplace benefits for next year. This open enrollment checklist turns it into a treasure hunt: three steps, about 45 minutes, and a coffee at the end that’s, in a very real sense, already paid for.

You’ve already scouted the terrain. Over the last two Fridays, we looked for hidden money in your benefits package and put HSA vs. FSA side by side. Today, we go get it.

Open Enrollment Checklist, Step One: Grab the Map and Pick Your Trail

Every hunt starts with a map. Find these three things first. It takes about five minutes.

  1. The dates. Search your inbox for “open enrollment” or “benefits.” The email names the window and usually the portal.
  2. The portal. Log in once now, even if you’re not ready to choose. A forgotten password on deadline day is no way to start a hunt.
  3. The “what’s changing” summary. It’s the only part of the packet that’s actually new, so read it first.

Put the deadline on your calendar with a reminder three days early. And remember, doing nothing is still a decision. Many health plans roll over on their own, but some benefits, like a health FSA (a pre-tax account for medical costs), usually don’t. You have to sign up again or the money stops.

Now Pick Your Trail

The number that jumps out in the portal is the monthly deduction, and it’s the least complete one. Three numbers matter, in trail terms:

  • Premium: your trail pass. It comes out of your paycheck every month, whether you hike or not.
  • Deductible: the stretch you hike on your own before your guide (the plan) shows up to share the load.
  • Out-of-pocket maximum: the most the trail can charge you in a season. After that, the plan pays.

Here’s a made-up example with two plans. These numbers are hypothetical, and I’m assuming the plan pays 80% after you hit the deductible.

Plan APlan B
Premium per month$350$200
Premiums per year$4,200$2,400
Deductible$1,000$3,500
Out-of-pocket maximum$4,500$7,000
Total cost: a year with almost no care$4,200$2,400
Total cost: a year with $3,000 of care$5,600$5,400
Total cost: a worst-case year$8,700$9,400

The plan with the scarier deductible (Plan B) costs less in two of the three years. Plan A only comes out ahead in the worst-case year, and only by $700. The real question is whether you could cover that $3,500 deductible. That’s where the cash cushion we built back in February earns its keep.

Before you commit, run both plans through last year’s actual medical spending, and check that your doctors and prescriptions are covered. A cheaper plan is no bargain if your pediatrician is out of network.

Step Two: Dig for the Treasure

Every open enrollment checklist should include these four finds. Each one comes from your employer, the government, or both. Keep a tally as you go.

Treasure 1: Your 401(k) match. This isn’t technically part of open enrollment, but you’re already logged in, and it’s often the biggest find on the map. A match means your employer adds money when you contribute. Look up the match formula in your plan summary and compare it to the percentage you’re contributing now. If you’re already getting the full match, that treasure is already in your pack. If you’re not, you’ve just found money that’s been sitting there.

Treasure 2: An employer deposit into your HSA. If you pick an HSA-eligible plan, some employers add their own money to your Health Savings Account. If yours does, that’s a raise you have to opt into. Look for a line in your benefits summary about an “employer contribution.” Last Friday’s HSA vs. FSA article explains how the account works and who it fits.

Treasure 3: Tax savings from your HSA. Money you put into an HSA goes in before income tax, so you pay less tax this year. For 2027, the IRS limit is $4,500 for self-only coverage and $9,000 for family coverage. This treasure doesn’t arrive as a check. It shows up as a smaller tax bill.

Treasure 4: Tax savings from a dependent care FSA. If you pay for daycare, before- or after-school care, or summer day camp for children under 13, this account lets you pay for it with pre-tax dollars. The family limit is $7,500 per year. Parents are often surprised how much of their summer camp bill qualifies.

The Bonus Round: Check the Box

Here’s why there’s a bonus round. The most common reason free money goes unclaimed isn’t that it’s complicated. It’s that nobody checks the box. I know someone whose employer offers a perk that could be worth thousands of dollars a year. All it takes is checking a box and following a few steps. Year after year, the box stays unchecked.

So scan your benefits menu for these. No employer offers them all, so tick the ones you find and ask HR about the rest.

  • ☐ A company stock purchase plan (ESPP). It lets you buy your employer’s stock at a discount, up to 15% off under the most common type of plan. Plans like this are common at larger, publicly traded companies and rare at private ones, so yours may not have one. One caution: your paycheck already depends on this company, so read the rules on when you can sell before you sign up.
  • ☐ Student loan help. Some employers pay toward your student loans, and up to $5,250 a year can be tax-free.
  • ☐ Tuition reimbursement. Classes and certifications can qualify for that same $5,250 tax-free limit. It’s one shared limit, not two.
  • ☐ Commuter benefits. Pre-tax money for transit or parking, if you commute.
  • ☐ Employee discounts and perks. Search your portal for “perks” or “discounts.” My wife and I get a discount on our phone plan and our gym through work. It’s about $20 a month, which is like a free streaming subscription. It only counts because we’d have bought both anyway. If a perk lets you buy and resell something, read your employer’s rules first. Terms vary, and resale income can be taxable.
  • ☐ Wellness rewards. Some plans give premium discounts, gift cards, or gym reimbursement for a checkup or health screening.
  • ☐ Free counseling and telehealth. Many employers include a few free counseling sessions and low-cost virtual doctor visits.
  • ☐ Free or low-cost life and disability insurance. Basic coverage is often included. Confirm it, and name your beneficiary.
  • ☐ Family perks. Backup child care, adoption or fertility help, and paid parental leave.

Add anything you find to your tally in Step Three.

Step Three: Count Your Gold, Then Click Submit

Now the fun part. Grab a sticky note or open the notes app on your phone and tally what you found. Here’s a made-up example.

The assumptions: a $60,000 salary, an employer match of 50 cents on the dollar up to 6% of pay, an HSA contribution of $100 per paycheck across 26 paychecks, a $500 employer HSA deposit, $3,000 of summer camp and after-school care, and a 12% federal tax bracket. Yours will differ.

TreasureExampleYour number
401(k) match (6% of pay is $3,600, and 50% of that)$1,800$____
Employer HSA deposit$500$____
HSA tax savings ($2,600 at 12%)$312$____
Dependent care FSA tax savings ($3,000 at 12%)$360$____
Stock purchase plan (ESPP) discount, if your employer offers oneNot counted (varies by plan and stock price)$____
Other bonus finds (student loan help, perks)Not in this example$____
Total free money$2,972$____
Per monthabout $248$____

Now translate it into your prize. In this example, about $248 a month is worth roughly a spa day every month for a year. If your prize is a trip, $2,972 is a real head start on a family beach week. Whatever you picked at the top, that’s what you just found.

A quick honest note. Not all of this lands as spending money. The match goes into your retirement account, the HSA deposit is for medical costs, and the tax savings show up as a smaller tax bill. It’s all real, and it’s all yours. That’s the point of the hunt: money that was already yours to claim makes room in the rest of your budget, now and in the years ahead.

Before You Click Submit

  • Beneficiaries. Whoever you named on your life insurance and 401(k) years ago gets that money. Take two minutes to confirm the names still match your life.
  • The confirmation page. Screenshot it or save the PDF. When your first January paycheck arrives, compare the deductions to what you chose.
  • The lock-in. Most choices are locked until next year unless you have a qualifying life event, such as marriage, a new baby, or losing other coverage. Those windows are often short, around 30 days, so check your plan’s rules.

This Week’s Climb: Go Buy the Coffee

Before your deadline, block 45 minutes. Work through your open enrollment checklist (the map, the trail, and the four treasures), then write down your free money number.

Then go buy the coffee. The fancy one. The fall one you’ve been eyeing, with the foam art and the cinnamon on top. Maximizing your benefits is how you give yourself a little more room, now and later, and a little room is what lets you enjoy the occasional treat without the guilt. You didn’t skip the coffee to afford it. You found the money first.

Booking the spa day or the trip is optional. Maybe your free money goes toward that credit card balance or your cash cushion, and that’s the climb too. The point is knowing you could. Competence gives you choices, and having the choice is what makes the money feel like yours.

That’s the whole hunt. By the end of it, you’ll know one more thing about your paycheck than you did ten minutes ago.

See you at the top.

Monthly Money provides general financial education for informational purposes only. Content, examples, calculators, and resources are not financial, investment, tax, legal, accounting, retirement planning, or personalized advice. Before making financial decisions, consider speaking with a qualified professional who can review your specific situation.

Last reviewed: October 2026

When It Rains, It Pours: How to Tell If Your Debt Is a Problem

There’s an old saying: when it rains, it pours. Anyone who’s lived long enough knows exactly what that means. It’s never just one thing.

This summer, it wasn’t just one thing for me. We had a family trip already on the calendar. Then, in the middle of it all, I lost my father. Two months later, I’m in the thick of getting my oldest ready to leave for college. Travel, loss, and a launch into the next chapter of his life — all stacked on top of each other, all needing attention at the same time. If you’ve noticed Monthly Money went quiet for two Fridays, now you know why. I’m back, and glad to be.

I’m not telling you this looking for sympathy. I’m telling you because I think most people know exactly this feeling, even if the specifics look different. Life doesn’t ask permission before it piles things on. A trip you’d already planned. A death in the family. A kid heading off to school. And it’s not just the big, obvious things — it’s the water heater that picks the worst possible week to go out, the car that needs new brakes the same month the roof starts leaking. None of it waits for a convenient time. It shows up all at once, like it’s coordinating against you.

Here’s what I’ve noticed, both in my own life and in years of sitting across kitchen tables with people going through exactly this kind of stretch: this is often precisely when debt creeps in. Not because anyone was careless. Not because anyone overspent on purpose. Just because when everything is happening at once, the credit card gets the overflow. A flight gets booked without much thought. A repair goes on plastic because there’s no time or bandwidth to think it through. A few extra expenses land on a card “just this once,” and then life moves on to the next urgent thing before you circle back.

That’s not a character flaw. That’s just what happens when the season is heavy. But it’s worth knowing, because if you don’t catch it, that overflow debt can sit there quietly long after the season has passed.

So this month, I want to help you do two things: recognize when you’re in one of those “it’s pouring” seasons, and know what to do about the debt that tends to show up during them.

The 10% Line: Is Your Debt a Tool or a Problem?

Not all debt is the same, and not all debt deserves the same reaction. A mortgage at 4% and a credit card at 24% aren’t cousins. They’re not even in the same family. One is a tool. The other, past a certain point, becomes weight you’re carrying for no good reason.

Here’s the line I use, and it’s simple on purpose: if the interest rate on a debt is above roughly 10%, it’s no longer working for you — it’s working against you.

That’s not an arbitrary number. It’s close to the long-term average return of the stock market. So if you’re paying more than that on a debt, there’s no reasonable investment strategy that out-earns what that debt is costing you. The math just doesn’t work in your favor.

Below that 10% line, debt can genuinely be a tool. A mortgage helps you build equity instead of paying rent forever. A reasonable auto loan gets you to work — though it’s worth watching the payment, not just the rate. A low interest rate on a car you can’t comfortably afford can hurt your cash flow almost as much as a bad rate would, just in a different way. Used carefully, even some low-rate personal loans make sense. These aren’t weights — they’re mostly load-bearing.

Above that line — most credit cards, a lot of personal loans, buy-now-pay-later balances that crept up during a hard season — that’s different. That’s the stuff worth setting down before it sits there quietly for another year.

A quick way to check where you stand:

  1. Pull up every debt you’re carrying — cards, loans, anything with a balance and an interest rate.
  2. Write the interest rate next to each one. Not the payment. The rate.
  3. Draw a literal line under 10%. Anything above it goes on your “deal with this” list. Anything below it can wait.
  4. That’s it. You now know which debts are tools and which ones are problems.

You don’t have to fix all of it this week. You just have to know which pile is which.

Setting Down What Piled On

If you’ve had a season like mine — or any season where too much landed at once — the goal isn’t to beat yourself up over what accumulated. It’s to notice it, name it, and start setting it back down now that things have settled.

And there’s a longer-term fix here too. The reason a pile-on season turns into credit card debt is usually the same reason every time: there’s no cushion sitting between “life happens” and “the credit card absorbs it.” A solid cash reserve doesn’t stop the storms from coming — nothing does — but it gives you somewhere else to pull from besides a 24% interest rate. If you haven’t built yours yet, that’s worth doing before the next season catches you off guard. For now, just notice if you had one this time, and if you didn’t, file that away.

This week, I’m not asking you to build a whole payoff plan — we’ll get there over the next few weeks, with specific steps for tackling the above-10% debt once you’ve identified it. Right now, I just want you to know what you’re carrying. That’s the whole assignment.

This month’s climb: Sit down for fifteen minutes. List every debt, its balance, and its interest rate. Draw the 10% line. No spreadsheet skills required, no big decisions yet — just clarity.

Life will pile on again at some point. It always does. But you don’t have to keep carrying what piled on last time.

See you at the top.

This article is for educational purposes only and does not constitute personalized financial advice. Please consult a licensed financial professional regarding your specific situation.

The Grocery Store Classroom: Teaching Kids to Shop Smart

Some of the best lessons about teaching kids to shop smart don’t happen at a desk. They happened in a souvenir shop. In a grocery store aisle. At a cruise ship port in Mexico with a belt buckle and a phone.

The moment you leave your home, the world is trying to take your money.

The classroom is everywhere. You just have to be willing to let the lesson happen — even when it’s uncomfortable.

The Dinosaur Souvenir Shop That Changed Everything

Isaiah was three years old when he received $25 in birthday money from his grandfather. A week later we found ourselves at a local dinosaur adventure attraction — the kind where you walk through and narrowly escape getting eaten. Great fun. And like every great tourist attraction, it ended the only way it could.

In a souvenir shop.

I watched his eyes light up the moment he saw the dinosaurs. He had his birthday money. He was ready. And then I looked at the price tags.

A single small plastic dinosaur. Thirty-five dollars.

I was disgusted. He was three. This was his money — money his grandfather gave him — and I wanted him to feel the full experience of spending it. But I also wasn’t going to let him get ripped off without at least showing him there was another way.

We walked out. He was disappointed. That part was hard. Watching your kid not get the instant gratification he was hoping for is genuinely uncomfortable as a parent. But I knew what was down the street.

Walmart.

We walked in and found the exact same dinosaurs — same size as the medium ones at the souvenir shop — for one dollar each. I told him to buy as many as he wanted.

He bought somewhere between fifteen and twenty dinosaurs. He still had money left over.

I will never forget the look on his face pushing that cart. It wasn’t just happiness — it was the beginning of understanding. He traded his birthday money for something that gave him far more value than one overpriced plastic dinosaur ever could.

Those dinosaurs were played with for years. Then passed down to a younger sibling. Then passed down again to a nephew. The lesson outlasted every one of them.

The Same Lesson — Ten Years Later in Mexico

Fast forward about a decade. Our family took a cruise — something we had never done. We found one leaving Texas headed to Mexico, kept it simple, kept it affordable. After our excursion we did what you always do at a tourist destination, something similar to our dinosaur experience.

We exited through the souvenir area.

Isaiah had been looking for a large belt buckle from Texas the entire trip and hadn’t found one. Then he spotted it — exactly what he wanted — at a vendor stand in Mexico. The lady wanted $85. He tried to negotiate. She wouldn’t budge.

He borrowed my phone, found a similar “but cooler” belt buckle on Amazon for $10, and placed the order right there on the spot.

It was waiting for him when we got home from the cruise.

Same kid. Same lesson. Ten years apart. Except this time I didn’t have to say a word. He did it himself.

That’s what happens when you let the lessons stick early.

The Grocery Store Is Your Best Classroom

You don’t have to wait for a dinosaur adventure or a cruise to Mexico. The grocery store is the most underused financial classroom in America and you’re probably already there every week.

Here’s how to turn every shopping trip into a lesson:

Unit pricing — show your kids the price per ounce or per unit on the shelf tag. The bigger package isn’t always the better deal. Let them figure out which one wins.

Generic vs name brand — pick one item and compare. Same ingredients, different packaging, different price. Let them decide which one to put in the cart.

The list vs the impulse — give older kids a budget and a list. Tell them they can keep whatever they don’t spend. Watch how quickly they become comparison shoppers.

The phone is a tool — teach teenagers to check Amazon, Walmart, or Google before buying anything over $20 in a store. Thirty seconds on a phone can save real money.

The Parent’s Job Is to Step Back

Here’s the hardest part of all of this — and the most important.

Your job is not to fix it. Your job is to let the lesson happen.

When Isaiah stood in that souvenir shop at three years old and couldn’t afford a single dinosaur with his birthday money — I could have just bought it for him. It would have been easier. He would have been happy in the moment.

But the discomfort of walking away is exactly what made the lesson stick. The joy of getting fifteen dinosaurs instead of one is exactly what made comparison shopping feel like winning instead of sacrifice.

You have to be willing to sit in the uncomfortable moment with your kid. Don’t rescue them from it. That moment is the classroom.

The families who raise financially smart kids aren’t the ones who shelter their children from financial reality. They’re the ones who let them experience it — safely, at a young age, with small stakes — so that when the stakes are high they already know what to do.

Start This Week

You don’t need a special occasion or a tourist trap souvenir shop. You just need a grocery list and a kid willing to learn.

Hand them the list. Give them a budget. Let them make the decisions.

And if you want to take it further, check out how we teach kids that work has value too.

And when they want to spend $35 on one thing when $15 could get them fifteen of the same thing— let the moment teach what no lecture ever could.

See you at the top.

Welcome to Monthly Money: Start Your Financial Journey Here

Panoramic shot from the top of a mountain I climbed with my son, showing the aspirational family travel goals that financial planning makes possible. View of snow capped mountains, glacier, and glacier lakes.

Everyone has a financial story. For many of us, it feels like it begins with a single, pivotal moment—a wake-up call after a string of bad choices, or maybe a small victory that makes us realize we can actually get ahead.

The truth is, though, our financial stories start much earlier. They often begin in childhood, shaped by the conversations we overhear and the lessons we learn without even realizing it.

My First Financial Lesson

Like some of you, I grew up in a home where money was a constant source of stress. In a way, I think that’s how I became fascinated with finance in the first place. We didn’t have much, so every dollar I earned felt incredibly important. It represented a little piece of security in an insecure world.

I was that kid, always looking for an odd job—what we’d now call a “side hustle.” I wasn’t trying to buy fancy toys; I just liked the feeling of having something that was mine. I’d sometimes get bored and just count my money for fun. I’ll never forget the day I told my parents I needed to open a savings account because I had “too much money.” I think they thought I was exaggerating, until I sat on the floor and counted out over $100 right in front of them. For a kid from a family like ours in the 1980s, that was a small fortune.

That need for security became even more real around age 11. I’d hear my parents arguing about money—a story that’s still painfully common for so many families. Eventually, the financial strain led to divorce, and our family split up.

It was a painful moment, but looking back, I think that is when my lifelong financial journey truly began. My deep drive to understand how money worked started there, fueled by the desire to never feel that powerless again.

From a Paper Route to a Profession

Fueled by that drive, I got my first real “job” as a paperboy. Two years later, I added a second route so I could make twice the money. I rode my $10 yard-sale bike so much delivering those papers that one day, the handlebars rusted completely through, came off in my hands, and I face-planted right into the street.

That bike taught me a lesson, though. It wasn’t about one big payday; it was about the power of showing up every single day.

With that same sense of purpose, I eventually did something my parents never had the chance to do: I went to college to study personal finance. My goal was to spend my career helping others find the security I craved as a kid. I spent years as a fully licensed financial advisor and wealth manager, learning the ins and outs of the industry.

Hi, I’m Tony, your Monthly Money Man, and my most valuable experience hasn’t come from an office. It’s come from being a stay-at-home dad, where I’ve focused on managing our family’s financial future and teaching my own kids these crucial lessons. During the pandemic, I even developed a complete financial literacy course for them during our homeschooling.

Stay-at-home dad and financial expert Tony with his son, illustrating the real-world focus of Monthly Money

Now, I want to combine both of my worlds—my professional expertise and my real-world family experience—to help you. This blog is the result. It’s built on a simple, powerful idea I learned a long time ago: you get ahead one month at a time.

I’m so glad you’re here. Let’s get started.