Make 44 Fun — and Secure — With These 19 Tips

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Forty-four is mature, yet youthful. It’s responsible, but fun.

It’s a great time to take stock of your financial future and ensure that it’s the best it can be for you and your family. If you do it right, you’ll have more money to enjoy yourself right now, too.

Here are  easy ways to take care of you and yours as you slide toward middle age. (It’s going to be great. We promise.)

1. Don’t Just Wish for Better Car Insurance

Two women drive down the highway in a top-down convertible.
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For many, car insurance is just one of those things where we cave in and pay. Because, just like the electric bill and phone service, we need it, right?

Yes. There’s no getting around car insurance, unfortunately. But one way you could save money is by shopping and comparing rates twice a year.

“Not only can a lot of circumstances in your life and your car (mileage, age) change in that time, but insurance companies may be changing their pricing as well, and you want to be sure you’re getting the right coverage, service and of course pricing to suit your changing needs,” says Alyssa Connolly, the director of marketing insights at The Zebra.

According to The Zebra’s 2019 State of Insurance report, consumers just aren’t doing this. And car insurance rates keep increasing, with the average person paying $1,470 a year for coverage.

The takeaway? Compare rates regularly.

And if you look through a digital marketplace called SmartFinancial, you could be getting rates as low as $22 a month — and saving yourself more than $700 a year.

It takes one minute to get quotes from multiple insurers, so you can see all the best rates side-by-side. Yep — in just one minute you could save yourself $715 this year. That’s some major cash back in your pocket.

So if you haven’t checked car insurance rates in a while, see how much you can save with a new policy.

2. You’ve Built a Great Life. Now Protect It

Portrait of a young family with two little boys, and third one on the way, being surprised by snow, early in the morning
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Chances are, by the time you reach your 40s, you’ve established a life. That could mean you own your dream business. Or it could mean little ones who look up at you with awe as you read them bedtime stories. It could mean that house on a few acres with the big porch you always wanted.

You’re building your dream life. If that includes a family, the last thing you want is to leave them without any financial support once you’re gone.

Maybe it’s time to think about life insurance. It doesn’t have to be the uncomfortable experience you might expect. Some newcomers in the industry are updating the old model.

Ethos, for example, can get you term life insurance in less than 10 minutes — with no medical exam — for coverage up to $1 million. Ethos offers a digital application, and customer service is available if you have questions.

It partners with a major life insurance carrier to quickly offer policies as low as $6 a month. It’s helped thousands of folks access term life insurance, including independent contractors who use Uber, Postmates, TaskRabbit and other gig apps to find work.

Don’t think about a life insurance policy as preparing for death; think about it as a birthday gift you’re giving yourself. Peace of mind.

3. Let This Company Help You Get Rid of Your Credit Card Debt

Don’t go into the rest of adulthood with debt dragging you down.

Every month, you make payments toward your credit card debt. But you never seem to make a dent. It’s because of those sky-high interest rates — as much as 24% interest. It can feel impossible to get ahead.

But MoneyLion could help you find offers to cut your interest rate by 70% as soon as tomorrow.

Here’s how it works: MoneyLion can match you with new loan offers at a lower interest rate — as low as 5.20% APR*. That’s 70%* lower than the average credit card interest rate. And it’s the key to finally getting ahead.

You can use this new loan to pay off all your existing credit card debt, then you’ll be left with one (cheaper) monthly payment that will help you get out of debt faster.

If you have a credit score of at least 620, you could get up to $100,000. With no collateral. And terms go up to 144 months.

Worried you won’t qualify? Take two minutes to check online and see if you could cut your credit card interest rate by 70%.

*Based on creditworthiness. Average credit card interest rate is 24.72% as of 8/14/23, according to Forbes Advisor’s weekly credit card rates report.

4. Start Investing for the Price of a Cup of a Coffee

Black Crow Coffee in St. Petersburg, Florida on July 5, 2018.
Tina Russell/The Penny Hoarder

If you’re going to be a real adult who makes small talk at parties hosted by other people your age, investing is a good place to start. And sure, becoming an investor sounds intimidating — but it really doesn’t have to be.

If you’re like most of us and wish your money would just take care of itself, consider starting an investment account through Acorns.

You can start small and stack up change over time with its “round-up” feature. That means if you spend $10.23 at the grocery store, 77 cents gets dropped into your Acorns account.

Then, the app does the whole investing thing for you.

The idea is you won’t miss the digital pocket change, and the automatic savings stack up faster than you’d think. For example, we reviewed how Penny Hoarder Dana Sitar was able to save at a rate of $420 a year!

At that rate, you could set aside $1,000 in about two and a half years — without trying.

The app is $1 a month for balances under $1 million, and you’ll get a $5 bonus when you sign up.

5. Get a Better Credit Card

At your age, you know enough to know that credit cards aren’t necessarily evil. You just have to be smart about how you use them. Oh, and isn’t it time you got one that gives you something back?

If you’re not using a rewards credit card for everyday purchases, you’re missing out on free money.

You just have to be sure you don’t get too carried away with those purchases — and that the card is paid off at the end of each billing period.

Here’s an option we like: It’s the Chase Freedom Unlimited card. Its claim to fame? You’ll earn an unlimited 1.5% cash back on all your purchases. Plus, if you spend $500 in your first three months of opening the card (hi, groceries), you’ll pocket a $150 bonus.

There’s no annual fee, and the cash-back rewards don’t expire. We checked Credible’s annual rewards calculator, and it estimates $417 in annual rewards based on our spending habits.* (You can enter your unique spending habits and see what you’d earn, too.)

Get signed up — and 0% intro APR for 15 months — here.

*Annual Rewards amounts will change based on the amounts you enter. The monthly spending category names and definitions may vary among issuers, and categories may not align one-to-one.

The information for the Chase Freedom Unlimited card has been collected independently by The Penny Hoarder. Opinions expressed here are the author’s alone, not those of the credit card issuer, and have not been reviewed, approved or otherwise endorsed by the credit card issuer. The Penny Hoarder is a partner of Credible.

6. Get a Piece of the Real Estate Action

Modern residential buildings, new apartment houses with green outdoor facilities in the city
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What’s the most adulting thing you can think of?

Stumped? OK, here it is: Investing in real estate.

The cool news is you can start investing in real estate without having to play landlord, and we found a company that helps you do just that.

Oh, and you don’t have to have hundreds of thousands of dollars, either. You can get started with a minimum investment of just $500. A company called Fundrise does all the heavy lifting for you.

Katie Smith, who recently graduated from Georgetown University in Washington D.C., has always been a saver.

But after years of watching her carefully tucked away funds sit in a low-interest savings account, Smith decided it was time for her money to start making more money — so she decided to invest it in real estate through a company called Fundrise.

While she technically only needed $500 to get started, Smith decided to invest a little more than that. “It’s a pretty low barrier to entry in terms of the amount of money you need,” Smith said. “I invested a couple grand, and I’ve been really pleased with the results.”

Through the Fundrise Starter Portfolio, your money will be split into two portfolios that support private real estate around the United States.

“I can go into my Fundrise account and see what I actually own,” Smith said. “I own a piece of an apartment complex in Ann Arbor, Michigan. Property on the West Coast. Bits and pieces of apartment complexes in Texas and Denver, a construction loan, a mixed-use property.”

7. Negotiate Everything — Especially Your Bills

female college student working on a laptop on some stairs on campus preparing for an exam
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When you bought your car, did you settle for the sticker price? How about your house? At your age, you’ve seen enough to know that everything is negotiable.

That doesn’t mean that you want to go through the hassle of negotiating it all yourself. That’s why it’s time to call in a robot.

The negotiation bot Trim will negotiate your cable or internet bills down for you.

It works with Comcast and other major providers.

You can sign up simply with Facebook or your email address. Then, upload a PDF of your most recent bill, and Trim’s AI-powered system gets to work. If at first it doesn’t succeed, it’ll keep negotiating until it can save you some money.

Also, if you have any outages, Trim believes you deserve a credit, and it’ll handle that for you.

Trim takes 25% of the savings tab, and you get the rest.

Your 30-year-old self would never believe this is possible. Being 44 rocks!

8. Give Your Retirement Fund A Boost

Remember when retirement seemed like some concept set for the far, far distant future?

Yeah, that future’s coming up kinda fast, isn’t it?

You have a 401(k) — kudos for that, but is it doing what you need it to?

If you’re like most people, you have no idea whether your 401(k) is on pace for your retirement or just sputtering along.

Chances are, it could be doing a lot better. Take control with help from Blooom, an investment advisory firm registered with the Securities and Exchange Commission that can optimize and monitor your retirement account for you and keep it speeding toward retirement.

It just takes a few minutes to get a free 401(k) analysis that will show you whether your investments are allocated properly and whether you’re losing money paying hidden investment fees. It’ll even tell you just how much more money your account could earn by the time you want to retire.

After that, if you sign up, it’s just $10 per month to have Blooom monitor and maximize your 401(k). Bonus: Penny Hoarders get the first month free with the code PNNYHRD.

It’s like giving yourself a birthday present for a future birthday.

9. Get Smart About Shopping

Closeup shot of an unidentifiable man using a cellphone while shopping in a grocery store
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By 44, you’re probably a shopping pro — no denying that. But what if you could go from a shopping pro to a shopping expert?

By simply saving your receipts, you can start earning cash back when you shop. And if earning money every time you walk into Target doesn’t scream, “I just leveled up in adulthood,” I don’t know what does.

If you’re not earning cash back when you shop, you’re basically missing out on free money.

We know it sounds strange, but Ibotta will pay you cash for taking pictures of your grocery store receipts.

Here’s how it works: Before heading to the store, search for items on your shopping list within the Ibotta app. When you get home, snap a photo of your receipt and scan the items’ barcodes.

Plus, you’ll get a $5 sign-up bonus after uploading your first receipt.

Don’t feel like leaving home? No worries. You can earn cash back online when you shop through Ebates, a cash-back site that rewards you nearly every time you buy something online.

We love it around here, because it’s an instant way to save on everything you buy. For example, Ebates gives you 10% cash-back on online purchases at Walmart.

Plus you’ll get a free $10 gift card to Walmart for giving the site a try.

To earn your gift card:

  1. Sign up for Ebates with your email or Facebook account.
  2. Use the Ebates portal the next time you need to buy something. It’s connected to thousands of stores, including Walmart, Amazon and Target. You’ll need to make your first purchase through the site within 90 days and spend at least $25.
  3. Your account will be credited with rewards points you can cash in for your $10 Walmart gift card.

10. Protect Your Home and Cool Stuff

young woman in casual wear touching her head with hand while lying on the floor at home
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You’ve worked hard and for a long time to create your home. The stuff you’ve accumulated, whether you rent or own a home, is worth protecting.

If you have homeowners or renters insurance, you might be paying too much for it. Try shopping around.

If you’ve never looked into it, start by getting a free quote.We recommend the online insurance company Lemonadethrough which renters insurance starts at $5 a month and homeowners insurance starts at $25 a month.

Beyond affordable rates, Lemonade adds a layer of transparency you don’t often see in the insurance world. Instead of profiting extra when it doesn’t have to pay out claims, the company keeps a set 20% of your premium for itself, and 80% goes into a pool for paying claims. Money left over after paying claims each year goes to a cause of your choice.

That also means Lemonade isn’t going to be super stingy about granting customers the claims they deserve — ’cause the money isn’t going into its pockets.

Lemonade is available in Arizona, California, Connecticut Georgia, Illinois, Indiana, Iowa, Maryland, Michigan, New Mexico, New York, Nevada, Oregon, Pennsylvania, Texas, Ohio, Rhode Island and Washington, D.C.

OK, so now that you know Lemonade has your back, here’s how to get a free quote. It’s easy — and you can do it all online. (Nope, it won’t hurt your credit score!)

  1. Click “Check Our Prices.”
  2. Get to know Maya, Lemonade’s chatbot. She’s nice and will ask you a few questions.
  3. Once you complete the application, you’ll receive a quote within a minute or two.

Plus, at the end of the day, you’ll feel better knowing your hard-earned belongings are insured. Now that you’re 44, it’s time to squeeze the most out of life and your finances!

11. Start a Budget. All the Cool Kids Are Doing It

TPH photo editor, Alexa Vincent, uses various budget apps in St. Petersburg, Fla.
Aileen Perilla/The Penny Hoarder

Budget. There. We said it, and it wasn’t so bad, was it? Budgeting can be a little scary, but it doesn’t have to be. And… we all need it.

The first step is to find out how you’re doing now. Luckily, you can have a financial assistant right in your pocket to help you out.

The Empower app is a powerful budgeting tool that can help you figure out how you’re spending your money and develop a budgeting plan to keep you on track.

Link the app to your bank accounts, and it will track your spending. It will also categorize your spending so you can see exactly where you are overdoing it. That’s right: It will show you just how many times you went out for dinner because you didn’t want to do the dishes.

Set a monthly spending limit and the app will show you a graph that can tell you in one snapshot just how you’re doing for the month. Are you over the line or under it? It’s that simple to see how you’re doing so you can adjust your spending accordingly.

How can your 40s not be great with all of this cool technology?

12. Get Rewarded Just for Paying Your Bills on Time

Your mom probably gave you an allowance for washing the dishes and sweeping the floor when you were a kid. Now all you get for doing it is a kitchen that’s clean for, like, 15 minutes.

As an adult, you don’t typically get rewards for doing things that are expected of you… until now.

This app kind of rules them all: MoneyLion, a free all-in-one app for managing your personal finances.

MoneyLion offers rewards to help you develop healthy financial habits and will literally pay you for logging onto the app.

You can earn points in the rewards program by paying bills on time, connecting your bank account or downloading the mobile app.

You can redeem those points for gift cards to retailers like Amazon, Apple and Walmart.

If credit cards aren’t your thing, MoneyLion is like having a rewards credit card without the temptation to overspend.

The app also connects with all your bank, credit card, student loan and other financial accounts. Based on your income and spending patterns, it offers personalized advice to help you save money, reduce your debt and improve your credit.

13. Get a Grip on Your Credit Score

Jerry and Vivienne Morgan spend the morning showing off their beautiful home in New Port Richey. New Port Richey, Fla.,
Carmen Mandato/The Penny Hoarder

Your credit reports are basically the Holy Grail of your finances — and your life.

Financially, they can influence many of your big life decisions, like buying a house or a car. These decisions can become a whole lot more difficult if your credit reports have an error.

This is easy to prevent, though, especially if you just check in on your credit reports (you’ve got three major ones) every so often.

One option is to use a free app like CreditWise® from Capital One®. There, you’ll get a free TransUnion® credit report, which you can review for signs of error, theft or fraud. It’ll even give you personalized suggestions to help you improve your credit score.

14. Get Some Help Paying Your Credit Card Bills

A man and his young daughter sit together as he works on financial management.
Anchiy/Getty Images

Carrying more than one credit card balance can feel a bit like herding cats. Just when you think you have one under control, you realize you’ve let a different one slip away.

High interest rates and late fees can make it feel like you’ll never get those bills under control.

That’s where Tally comes in. It’s a simple app that lets you store and manage your credit card payments in one place, optimizing the amounts and times.

Simply download the iOS app, scan in your credit cards, and if you qualify (with a minimum credit score of around 675), Tally will give you a line of credit with an interest rate between 7.9% and 19.9%* and use the lower interest rate to make managing your payments easy.

No more missed payments. Lower interest rates. All in one place. And don’t worry, Tally uses bank-level security, so your information is safe.

Tally is currently available in Arkansas, California, Colorado, Connecticut, District of Columbia, Florida, Illinois, Louisiana, Massachusetts, Michigan, Minnesota, New Jersey, New York, Ohio, Oregon, Texas, Utah, Washington and Wisconsin.

*Your APR (which is the same as your interest rate) will depend on your credit history and varies with the market based on Prime Rate. Accurate as of July 2018.

15. See if You Can’t Cut Back on Your Monthly Bills

It’s important to make sure you’re getting a good deal on any product or service you use, and this is a lot easier than you might think.

Hop on Squeeze, a website that allows you to compare rates for mortgages, auto loans, student loans, renters insurance, and mobile and internet plans (among others) for free.

Say you want to compare internet prices. Based on your location, the site aggregates all your options and shows you companies alongside price points and download speeds.

16. Refinance Your Mortgage for a Better Interest Rate

If you’re about to hit 44, you’re probably at a point in life where you’re hearing your friends talk about refinancing their homes and thinking, “Wait, is that something I should do?”

If you’re still paying interest on your mortgage at an old rate, refinancing could help you take advantage of better interest rates and save thousands of dollars over time.

But getting a new mortgage can take months and can be a hassle — and it’s enough to make you throw your hands up in defeat and just go on living with the uncomfortably high interest rate from years ago.

And… you might find out in the end it’s not even worth it.

Before you take the leap, we found a company that wants to help you avoid a common mortgage mistake.

17. Get Some Passive Income

man resting on couch at home
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If there’s anything you know in your 40s, it’s that passive is OK. No, it’s better than OK. Passive is great. You know, like a nap.

Passive income is exactly what it sounds like: income that comes to you without you lifting a finger — at least after the initial setup.

While you can’t expect free money to just appear in your bank account, you can take steps to set yourself up with a cash flow that comes in automatically with little to no upkeep.

Why is it important to have a source of passive income? Well, Brad Hines, who estimates 10 to 15% of his income is passive, puts it this way:

“When zero of your money is passive income, that inherently means every minute you’re not working, you’re not making money.”

Yikes.

To make the most of your down time — like that big trip you’ll take to celebrate turning 44 — set up a passive income stream of your own.

Passive income sources can range from really big (think: owning a business) to really tiny (think: owning a gumball machine).

If you don’t mind the initial work of setting up your passive income streams, the payoff and peace of mind can be sweet. Let’s face it, you don’t really want to work any harder than you need to anymore.

18. Start Saving to Send the Kids to College

Alexa Vincent poses for graduation photos in St. Petersburg Fla. on Sept 12, 2018.
Aileen Perilla/The Penny Hoarder

If you already have kids, you know just how expensive they can be. If you think it’s bad now, just wait until tuition, rent and all of the other bills that come along with college start rolling in.

Whatever your situation, it’s time to start thinking about saving for your kids’ futures.

It’s important to think about all the ways you can save for your child’s future, such as a low-risk savings bond or a 529 plan to cover college expenses. Why?

Because if they don’t go to college, they may still be living with you. Forever. For. Ever.

19. Build Healthy Habits for Life

What better gift can you give yourself than better health and fitness?

In 2016, Teresa Suarez was frustrated by the thought of a possible future in which she continued to ignore her health — and by her own lack of motivation.

“I knew I could be at 300 pounds within months,” she recalls.

So Suarez signed up for HealthyWage, a company that will literally pay you to lose weight.

She bet $125 per month that she would lose 60 pounds in six months.* When she achieved that goal, she won a whopping $2,415.28 — more than tripling her initial investment in herself.

Betting on herself and knowing she would lose the money if she didn’t follow through was the kickstart Suarez needed to actually make lasting lifestyle changes.

Depending on how much you have to lose, how long you give yourself to do it and how much money you put on the table, you could win up to $10,000!

Be like Teresa and give yourself an awesome birthday gift. Then go ahead and have a piece of cake. You’ve earned it.

44 Is the New 44

What? You thought we’d say 30? Come on, you don’t want to be 30 again! You’ve accomplished too much and learned so much since then. You’re not getting older, you’re getting smarter. These smart money moves will prove it.

Just watch. Over the next 10 years, these moves will make your life easier and help set up your finances to be looking pretty when you’re approaching that *gulp!* mid-50s mark.

Just don’t go and spend your savings on a midlife crisis hot rod.

*Current minimum bet is $200/month.

Editorial Disclosure

This content is not provided by the bank advertiser. Opinions expressed here are author’s alone, not those of the bank advertiser. This site may be compensated through the bank advertiser Affiliate Pro.