18 Great Jobs For Retirees for Flexibility and Extra Cash

But true personal shoppers are more likely to purchase clothing and accessories than groceries. A personal shopper often finds items and then sends photos and descriptions to the person who hired them to get approval.

A security guard who does not carry a weapon serves as a presence to discourage inappropriate behavior. While many large businesses like Target or Wal-Mart hire security personnel from a service, small employers such as charitable or service organizations are likely to hire someone who is reliable and gives the appearance of authority.
You are more likely to work on an hourly wage determined by your experience and amount of work you are required to perform. There are also job firms that provide virtual assistants; you can sign on with them and accept work as it is offered to you.
School bus drivers can earn up to per hour. They have regular hours with the opportunity to earn extra for field trips or outings. Some states require a specific license (a Commercial Drivers License, or CDL, for example) or require you to pass a test to qualify.
Hourly pay for security guards without weapons training is likely to be between and . Night-time security guards are likely to make more than daytime ones.
Plan on some up-front costs, such as a portable bar (if the host doesn’t have one) and basic bar tools. The host is expected to supply the alcohol and mixers. And to protect against possible liability you might want to consider an annual liability policy.

18 Part-time Jobs for Retirees

Many small or civic organizations cannot afford, nor do they truly need, a full-time bookkeeper or accounting service. They are not in it for the money. Often, they are charitable or non-profit organizations. But they need occasional bookkeeping, often with an eye towards tax advantages.
Recent news reports indicate there are many job openings for school bus drivers.
There are no actual nanny or babysitter licenses or certifications in the United States, but many families require that nannies be bonded, which is a guarantee of service. It is a protection against someone failing to show up for work; one such failure forfeits the bond and that area of work is no longer available to that nanny.

1. Substitute Teaching

If you can memorize lots of cocktail recipes, if you have an outgoing personality and a steady hand, and if you’re willing to cut people off if needed, this could be a fit for you. Your best bet might be starting out tending bar for people you know and then building a network of referrals.
Some high-end clothing stores offer personal shopper services as well. These positions might be a little less “personal,” as they might be a one-day relationship. But the concept is the same.
Security guards who carry weapons require special training and weapons licensing, and is an entirely different job pursuit, perhaps not as well-suited to a retirement job.
Many people reach so-called retirement age and are in no way done with being productive. Many continue in freelance jobs and part-time gigs, whether in a brick-and mortar setting, from home, or even outdoors.

2. School Support

A part-time bookkeeper job often requires simple financial recordkeeping or upkeep of other financial records. Part-time bookkeepers are usually former accountants or have experience as a bookkeeper. They may be asked to track invoices, but most companies use financial services for paychecks.
You have a good head for numbers. You are in charge of your own finances, and you perhaps worked in an accounting role at a previous job.

3. Tutoring

While “retirement income’’ or “retirement job” might seem like oxymorons, they are a more reasonable pursuit today than in years past due to advancing life expectancies and improved health among older citizens.
Depending on the particulars of the job, a commercial driver’s license might be required. Different states have different laws regarding licensing for shuttle bus drivers. A different license might be required if the bus holds a certain number of people or is a particular weight. Your state motor vehicle website will tell you what’s required in your state, and any potential employer will know, too.
Freelance bartending doesn’t require bartending school and can earn you good money working at large events or small, private parties. Hourly pay for freelance bartenders can be anywhere from to even before tips.

A senior woman drives a school bus.
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4. School Bus Driver

According to Indeed, the average hourly pay for a freelance writer is a bit over , but you are often paid by assignment or by word, so the pay varies. If you have knowledge in certain topics like science and medicine, the pay can be higher.
As of this writing, Ziprecruiter showed more than 34,000 virtual assistant jobs, suggesting that a virtual assistant could make up to ,000 a year, depending on the work required.
Pay is often dependent on the age of the players and the competitive level of the organization, but officials are likely to make at least per game. At higher levels where certification is required, you can earn 0 per game.

5. Shuttle Bus Driver

There are dozens of different types of shuttle bus driver jobs. Most hotels have shuttles to and from airports. Senior citizen homes, churches and community centers often offer shuttles to shopping areas or grocery stores. Hourly pay for shuttle bus drivers can average above per hour, and that’s not including tips from satisfied riders. Like school bus drivers, shuttle bus drivers have regular hours.
Source: thepennyhoarder.com

6. Conducting Tours

Most of the examples here require your physical presence on-site, but there are remote jobs, too, such as virtual assistant and customer service work that can be done from the comfort of your home.
Child care might be a bit of a political football these days, but rarely has it been more necessary. Single parents or two-parent families that require or want two incomes are likely to need child care, and that could take the form of a nanny or frequent babysitter.
These positions can be part- or full-time, and they pay well. So if you plan to collect Social Security benefits, make sure to check how your wage impacts your benefits.
Many seasonal jobs are defined by the weather, which is defined by the time of year and the climate where you live. Seasonal jobs are popular, never go out of style (except when the season changes), and can actually be a fun job to look forward to.
Most school districts have lenient requirements for substitute teachers, often requiring just a bachelor’s degree with no teaching experience.
Craigslist or neighborhood job sites are great ways to search for these positions, but your best bet is to work with your personal network. Let people know that you would be willing to work as a nanny or frequent babysitter, and, with the proper recommendation, you could have a very gratifying retirement job.

7. Patient Advocate

The job of a patient advocate is to assist someone who is struggling to cope with the healthcare system. A patient advocate deals with paperwork and appointments, and communicates with healthcare providers to get information on diagnosis, treatment and followup procedures.
As such, typical hourly pay is as a call center representative.
Personal shoppers who go after groceries or staples are likely to make typical hourly pay of to . Those who work for a service are likely on a wage or salary determined by the service rather than by the client.
Being a patient advocate does not require any particular educational degree, but it is possible to become certified in this role.

An elderly man babysits two girls. He plays guitar on the couch while the two of them listen to him play.
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8. Child Care Provider

The job is likely to include more than just driving, however. You may be asked to supervise students on the bus, and you may be called upon to discipline rowdy students or those who are making the trip unsafe. A tolerance for children of all ages is probably an important requirement.
If you have an advance degree, you may also qualify to be an adjunct instructor at a community college or four-year university.
Kent McDill is a veteran journalist who has specialized in personal finance topics since 2013. He is a contributor to The Penny Hoarder.
Virtual assistants are independent contractors who offer business services virtually. Those services can include website management, website design, marketing assistance, social media postings, blog writing, email correspondence or any number of clerical duties that can be carried out with a computer and phone. This kind of work is often well-suited to flexible hours.
For between and an hour, you can earn money pet-sitting in a home or, if the pet happens to be a dog, you can walk the animal. Pet-sitting is a good job for retirees who want to work outdoors without a lot of physical requirements other than being able to walk while pulling or being pulled.
While there are occasional situations where someone needs a one-off writing assignment, freelance writer jobs often offer consistent, if sporadic, work. A retiree who can write could have a client for years. Check out this Penny Hoarder article on 18 places hiring freelance writers.

Looking for a fun part-time side gig? Here’s how you can earn money visiting theme parks as a Disney nanny.

9. Virtual Assistant

Any task that can be done virtually via computer is likely to be requested by a virtual assistant. Firms would rather pay a freelancer than an employee to do the work.
Pet sitter/walker is also a good line of work to get into because one job can lead to another. Pet owners tend to concentrate around each other, and they will give recommendations to other pet owners about a reliable person who can watch Fido or Fluffy while they are on vacation.
Ski resorts in the winter and water parks in the summer are two great examples of places that require seasonal employees. It is not necessary to be a ski instructor or a lifeguard, either. These places require assistance in areas outside of their main purpose: security, transportation, customer service. Even the National Park Service hires seasonal temps.
Businesses, organizations and sites that host tours come in many shapes and sizes, from historical sites to museums, from outdoor walking tours to behind-the-scene workplace tours. They can be an everyday part of a business or scheduled by appointment. What they all have in common? A tour leader.

10. Bookkeeper

The Penny Hoarder’s Work-From-Home Jobs Portal makes the remote-job hunt easy. Our journalists scour the web for the best gigs, vet the companies and aggregate the latest listings in one place.
Nannies are likely to make an hour on average. Babysitter earnings vary widely by affluence of the neighborhood. Check out The Penny Hoarder’s tips on how to get paid up to an hour babysitting.
While high-level programs require officials to get licensed or certified, lower-level and youth group programs require just a basic knowledge of the rules. Look around your community for sports leagues in need of umpires or referees.
A babysitter sits in a home with a child or children. A nanny is responsible for getting children to day care or other activities; they are a substitute parent in many cases.

11. Umpire and Referee

If you are going to house-sit the animal, you will likely get paid more for also keeping an eye on the property while the owner is away.
Substitute teachers have never been more valuable than today. Covid has increased the chances that a teacher might be out of the classroom either awaiting test results or recuperating. When that happens, their students need someone to teach — and that could be you.
Although freelance writers no longer provide articles — it’s called content now — freelance writing is a gig that can offer the freedom to accept the assignments you want. There are firms that will connect freelance writers to people or companies in need of blogs, resumes, cover letters, marketing content and more.
This is a good job for retirees who do not mind a bit of boredom.

A man walks a gaggle of dogs at his dog walking job.
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12. Pet Sitter and Dog Walker

If you are interested in online tutoring, there are many good paying gigs out there. Match your skills to the openings.
So let’s get to work, shall we?
To be successful, you need to be ready to deal with a room full of 20 or so children of varying ages. But it could pay off. School districts in Chicago, for example, pay as much as 0 a day for a full day of work.
This is a classic retirement job that gets you out of the house, allows you to have contact with neighbors, and lets you provide security and safety with another set of adult eyes on the children.

13. Freelance Writer

These jobs require knowledge about the subject and the ability to tell a good story — often while walking backwards.
Competitive sports programs need officials for their games. Baseball, basketball, soccer and football all have leagues at various ages that need officiating. Depending on where you live, the work can be constant. If you get certified for multiple sports, you can work all weekend long and often during the week.
Some stores hold hiring events in October to fill these positions, but they often continue searching for employees throughout the final three months of the year.
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14. Call Center Worker

Most schools are always looking for crossing guards, recess supervisors and other positions. A call to your local elementary, middle or high school could lead you to a good retirement job that would fit your schedule. Even better is searching online for jobs at your school district. This will give you a range of what’s out there.
Who even knows what “retired’’ means anymore?
This is a perfect retirement job if you have a sports background and the ability to withstand criticism.

A senior citizen bartender holds up a pint of beer.
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15. Freelance Bartender

Another idea for animal lovers is pet transporting. If you’ve got a reliable set of wheels and like to drive, getting pets from here to there from owners, maybe be the side gig for you.
Taking classes in CPR or other emergency response techniques, which offer certifications upon completion, can improve your chances of being hired.
Is it the shopping or the buying that you enjoy? If it’s the shopping, then you might consider becoming someone’s personal shopper.

16. Personal Shopper

As much as this is a remote job, it is definitely a people-person retirement job. You are likely to be talking to someone who is upset or unhappy, and you are the first line of communication for the company you are representing. You need to be capable of being friendly and helpful in the face of unpleasant conversation.
Tour guide is one of those jobs that, when you see someone doing it, you think, “Well, I could do that too!”
To be a personal grocery shopper, you probably need only have been in a grocery store from time to time. To be a high-end personal shopper, a knowledge of the fashion industry and current fashions is going to get you better clients.
Remember when you had a summer job as a teenager or a part-time job during your winter break from college? The same logic can work when you’re thinking about some extra retirement income.
The job title describes the job. You are given a shopping list and the means to make the purchase, and you chase after the items.
The responsibilities of a security guard depend on the needs of the company being guarded. There may be requirements that go beyond just being a presence, but the differences depend on the needs of the company.
As you browse these possible jobs for retirees, keep in mind one warning: If you are collecting Social Security, you can only earn a certain amount each month before your benefits are reduced.

Got what it takes to be a mystery shopper? We’ve rounded up four companies that are hiring retail sleuths. 

17. Security Guard

There are hundreds of tutoring companies in the U.S. who work with kids of all ages to enhance their school education or prepare for college entrance exams. If you sign up with one, they’ll match you with work and you won’t need to market yourself as a tutor.
You might have left the career you had in the 40-hour-a-week workforce. But now you don’t exactly want to be glued to your couch watching puppy videos. You want to be active, you want to work, and you want to make a little money to support your fun retirement plans.
Also included in seasonal work are holiday positions during the months of October-December. On-site customer service, truck unloading, shelving of new goods, and custodial services are among the positions for which big box stores are likely to need employees. For example in 2021, we tallied more than 1 million seasonal jobs at national retailers and delivery services.
The average salary for a part-time bookkeeper is around per hour.
This could be a dream job for someone who knows the topic well and likes to retell stories about history, natural science or architecture (among many other possibilities).

18. Seasonal Worker

The hourly pay for these companies ranges from about to . Requirements often are limited to a bachelor’s degree, although exam-prep work might require a recent ACT or SAT test score, or might require you to retake the exam for verbal or math instruction.
Tour guides make an average base salary of per hour. Plus, they are often offered tips by tour participants.
Certainly, many people already have personal shoppers and don’t know it. When they contact a grocery store and provide an itemized list of goods they want, someone does the “shopping,” and the items are then delivered.
If this appeals to you, don’t overlook a special area of knowledge you’ve developed during all those years in the workplace. Know a lot about the manufacturing industry? Maybe you’re just the person to lead tours at a cheese factory.
Writing skills rarely diminish, but the requirements for writing change over time. A knowledge of search engine optimization (SEO) is going to open more doors. Many jobs that use job search websites like Indeed ask for candidates to take a writing test, but many of those are simple grammar or proofreading tests.

Pro Tip
There are plenty of ways to bring in some extra money to augment pension, social security, or other retirement funds. We’ve rounded up 18 ideas for good jobs for retirees that offer part-time opportunities, flexible hours, or both.

Just to be clear, we are talking about taking calls from customers, not making calls. A call center representative answers incoming calls from customers or potential customers and either answers questions or sends the caller to someone else who can answer.
Advocates might also be asked to work with insurance companies to understand coverage and costs. Many are asked to help a client obtain assistance with financial or legal issues. The range of duties can be as varied as the patient’s needs.

5 Beginner Investing Tips for a Healthy Headspace

When you’re just starting out on your investing journey, sure, it helps to be pointed toward great stocks or funds to build a portfolio. But the most valuable investing tips – those that you’ll use for decades – are those that focus on the most important aspect of investing:

Your mind.

Hokey as that might sound, it’s true. But it doesn’t mean that investing is only for people who “have a head for numbers,” while those who aren’t as mathematically inclined are destined to be poor money managers. In fact, buying into those labels can be disastrous, leading some people to overconfidence and dissuading others from ever investing in the first place.

Forget the labels, says Sallie Krawcheck, CEO of Ellevest, a digital financial advisor for women. Just be you. If you do that, and adapt a healthy mindset, you too can be an effective investor.

But how, exactly, do you get into a healthy mental space for investing? That’s what we’ll explore today. Read on as several financial experts provide some of the best investing tips to get any beginner – and any seasoned pro, for that matter – in a better state of mind to build their wealth.

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1. Use Visualization to Make Long-Term Investing Goals Feel Immediate

A young white woman makes a vision board out of Post-It NotesA young white woman makes a vision board out of Post-It Notes

One of investing’s biggest mental challenges is that it’s a long-term endeavor. (Or at least, for most, it should be.) You won’t become a millionaire overnight, but if you keep at it for the next few decades, you just might be.

The problem? The human brain really doesn’t like to wait for a treat.

“Our brains are wired to make decisions that move us towards pleasure or away from pain in the present,” says Michael Savino, chief of staff at robo-advisory M1 Finance. “We’re more inclined to buy concert tickets or replace an uncomfortable desk chair than think about our investments or retirement accounts.”

So one of the best investing tips for beginners is to rewire your brain to focus on long-term goals – which Savino suggests doing through visualization.

“Imagining the first bite of food on your trip to Spain, or how the sand will feel on your feet outside of your dream beach house can help make the goals feel real,” he says. “This allows us to prioritize our long-term goals and make decisions that we’ll thank ourselves for down the road.”

For some, this might be as simple as creating a mental image of your big vacation or your children going to college. Others might want to create a vision board for a more tangible reminder.

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2. Make Financial Well-Being Part of Your Overall Well-Being

An older black man smiles while practicing yogaAn older black man smiles while practicing yoga

Savino also suggests prioritizing your financial well-being by thinking of it as an integral part of your overall well-being. Savino thinks of financial well-being using a model similar to Maslow’s Hierarchy of Needs.

“This pyramid of financial well-being ranges from your financial survival to financial freedom,” he says. “It spans from barely providing yourself with basic needs to having all the resources to do what you want in life.”

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Investing is the best way to climb this pyramid.

Before you start investing, think about what financial freedom means to you. “This could range from the ability to absorb an unexpected cost, like a home or car repair, to taking a spontaneous vacation with your family,” Savino says. “Think of your investments not just as a safety net, but as a way to provide comfort and happiness.”

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3. Create a Financial Roadmap

Concept art of a white businesswoman standing on a road that is actually a roadmap.Concept art of a white businesswoman standing on a road that is actually a roadmap.

Some compare investing to a road trip. It’s a journey from where you are today to where you want to be in the future, be that five, 10 or 50 years from now.

But before you set out on any journey, you typically get directions. One of the best investing tips for beginners, then, is that investing should be no different.

A financial roadmap can help you determine how you should invest to reach your destination, says Aditi Gokhale, president of Investment Products and Services at Northwestern Mutual.

Start by plotting out each of your financial goals. Do you want to buy a car in a year? Do you want to take a European vacation in five years? When do you plan on retiring? For every goal, you should have a timeline of when you want to reach the goal, and a rough estimate of how much the goal will cost.

Next, consider your risk tolerance. This is how much volatility (the market’s upswings and downswings) you can stomach. Think of your risk tolerance as your speed limits on the road trip. How fast are you willing to drive, and at what risk of getting a flat tire or pulled over? The more aggressively you invest, the higher your chance of long-term gain … but also the higher your chance of a near-term bump in the road.

This is why those who near their financial goals often invest more conservatively; you have plenty of time to adjust if you blow a tire early on in the trip, but hurdles near the end are more likely to throw your plans into disarray.

In general, invest conservatively for goals that are five or fewer years away. However, feel empowered to invest more aggressively for objectives that are much farther down the road.

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4. Prepare Yourself to Do Less

An adorable bulldog looks super bored at a computer deskAn adorable bulldog looks super bored at a computer desk

Once you’re on the road, enjoy the scenery a little bit.

Some investors pick up a misconception that they need to check their investments every day and routinely get involved. But believe it or not, a high level of activity can work against many investors.

Krawcheck compares investing to a soufflé: “If you keep opening the oven, it’s going to fall.”

If you keep an overly watchful eye over your portfolio, you’ll be more likely to trade when you’re better off leaving things alone. The 2020 COVID pandemic, for instance, scared some investors into panic-selling – only to see the market recover all of its losses in just a few months and keep climbing from there. But unless those same sellers also aggressively bought back in, they missed out on the recovery.

Krawcheck says the worst time to make an investing decision is when you’re feeling strong emotions.

“Prepare yourself to be emotionless about your investments,” she says. “If you’re feeling excited, you might be making a mistake. If you’re feeling unbelievably nervous, you might be making a mistake.”

This also holds true when the broader market seems captured by emotions. Remember: This is your trip. People might be whizzing by you in the passing lane – but those same people might be forced to slam on the brakes when an obstacle catches them by surprise, while you can calmly navigate your way through.

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5. Remember That Nothing Is Certain

several open doorsseveral open doors

Lastly, let go of any sense of certainty you might have about the future.

When you invest, you have no idea exactly what the future holds.

This might be one of the most difficult investing tips to digest. That’s because we have a tendency to view past events as obvious, Krawcheck says. Market participants who were around during the dot-com bubble or the subprime-mortgage crisis remember those times and all of the glaring warning signs. But those signs weren’t nearly as clear at the time – which is why so many investors were blindsided by the respective market drops.

Because no one knows what tomorrow might bring, diversify your investments. Diversification means owning a variety of assets that respond to different economic, political and financial stimuli.

For instance, stocks typically do well during periods of economic expansion. But bonds perform better during times of uncertainty, when people are looking for a guaranteed buck. U.S. stocks have long outperformed international equities, but it might pay to have a little position in developed or emerging-market shares in the event the U.S. goes through bouts of underperformance.

Source: kiplinger.com

Dear Penny: Can I Sue My Dropout Daughter for the Student Loan I Co-Signed?

Dear Penny,
I’m disabled and live on Social Security Disability. I’m not able to repay her loans. Should I take her to court if it comes down to her not paying on the loan?
Unfortunately, 18-year-olds don’t always make the wisest decisions. That’s one reason student loans get messy so quickly. When you’re barely an adult, it’s tough to fully appreciate the long-term consequences your decisions will have not only on your own finances, but often someone else’s.
Try not to focus on any disappointment you feel about her decision to drop out of school here. The goal here is to get her to help out with payments. Given the worker shortages we hear about every day, your daughter should be able to find an entry-level position if she’s actually searching.
Now she has ,000 student loan debt and no job. She is supposedly looking for a retail job at the moment. When her loan goes into repayment status and she doesn’t make the payments, I assume that I will be held responsible.

You could offer to let her move back in with you so she can start making a dent in that ,000 loan balance. That may not appeal to her at first. But I’m guessing that with no job or income, she’ll wear out her welcome fast with her girlfriend.
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I’m afraid that you’re correct that you’ll be held responsible for your daughter’s student loan. When you agreed to co-sign, you became just as liable for that debt as your daughter. And it’s also likely that a lender would come after you for it first. You may not have much income, but you still have more than your daughter.


Robin Hartill is a certified financial planner and a senior writer at The Penny Hoarder. Send your tricky money questions to [email protected]
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If all else fails, I’d suggest contacting an attorney about whether it’s possible to get this debt discharged. Student loan debt is rarely dischargeable, even in bankruptcy. But it is possible in some cases if you can prove undue hardship, typically due to a disability.
Like a lot of parents, I co-signed a student loan for my 18-year-old daughter when she started college this past August. In October, I found out that she stopped going to class and no longer worked on any assignments. She moved out of the dorm and in with a girlfriend.
I’d be furious with your daughter if I were in your situation. But realistically, you’re probably not going to get anywhere with your daughter if you’re starting out from a place of anger. Make it clear to her just how dire her actions could be to your finances. Tell your daughter that her loan payments could leave you unable to afford basic expenses and that her decisions could destroy your credit.
Meanwhile, you need to contact the lender and discuss your options. Be prepared to provide documentation showing that you have little income and are on disability. While a private lender isn’t required to make accommodations, they may be willing to do so if you can prove your inability to pay. Getting something is usually better than nothing, especially if they can avoid the time and expense of taking you to court. The National Consumer Law Center’s Student Loan Borrower Assistance program is a good resource for understanding your options.
You’d need to talk to an attorney who specializes in contract law to determine whether suing your daughter would be an option. However, even if you could take her to court, I don’t think this is the route you should take. Suppose you won a judgment against your daughter. It’s pretty much meaningless if she doesn’t have any money for you to collect. Meanwhile, you’re still on the hook for payments with the lender.
Dear A.,
You can’t undo this decision. But what you can do is learn from it. Unless you can afford to take over payments, under no circumstances can you afford to co-sign a loan.

-A.

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