9 Fun Retirement Jobs That Pay a Small Fortune

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There are fun retirement jobs that pay a small fortune. These can be low-stress jobs after retirement that can be enjoyable and make you money. They do exist!

Retirement is a time in your life when you should be able to spend your days doing whatever you want.

You shouldn’t have to worry about money.

fun retirement jobs that pay a small fortune

But if you’re like me, the idea of working in retirement freaks you out. I’ve always been a person who likes having an activity to do every day—and that’s why I’m so excited to share these ways retirees can make money on the side!

Retirees are making money with side jobs.

As you get older, you may find yourself wanting more than just the nine-to-five. You might want to travel or spend more time with your family. Or maybe you just want to make some extra cash on the side.

Either way, there are plenty of ways retirees can make money from home–and plenty of opportunities for them to do so! Even cool retirement jobs that are available and you’d be happy to work.

Here are some ideas:

1. Virtual Assistant

fun jobs in retirement

Virtual assistance is one of my favorite fun jobs in retirement! A virtual assistant is a person who works remotely, often online. They do a variety of tasks for their clients, including administrative work and research.

A virtual assistant may also be known as an online personal assistant or executive assistant; these terms are used interchangeably with the term “virtual assistant.”

A great way to become a virtual assistant is by working for yourself and setting up your own business.

You can find jobs on websites like Upwork or Fiverr where you’ll be able to market yourself as someone who can provide services such as writing blog posts or editing photos/videos (you’ll need skills in Photoshop).

Some companies also hire part-time assistants through staffing agencies so they don’t have to hire full time employees; this is another opportunity for those looking into starting their own business venture!

If you’re not interested in being self employed then there are plenty of other options out there too – just make sure whatever company hires them understands what kind of work needs doing before accepting any offers!

2. Transcriptionist


If you have excellent listening and typing skills, transcription can be a great way to earn some extra cash.

A transcriptionist listens to audio recordings of interviews and meetings, then types them out word for word. It’s a skill that requires attention to detail, but once you get the hang of it, it’s easy!

You’ll also need some basic software like Microsoft Word or Google Docs in order to type up your transcripts quickly so they can go out immediately–and because they should be accurate (duh). If this sounds like something that would interest you, check out our guide on becoming a freelance transcriptionist here.

3. Online tutor

low-stress jobs after retirement

You can make a good living tutoring online. The best part is that you can work from home, and you will never have to worry about getting stuck in traffic or dealing with the weather.

You also get to choose your own hours, which makes it easy to balance your teaching job with other responsibilities such as family time or exercise.

Online tutors are needed for students of all ages and levels, so if you love helping people learn new things then this may be right up your alley!

4. Health coach

fun jobs after retirement

If you have a strong interest in helping others and have a background in health, this might be the job for you.

Health coaches help people manage their health by guiding them through lifestyle changes that improve their overall well-being. A health coach could work with someone who needs help quitting smoking or managing diabetes, for example.

Health coaching is still relatively new as an occupation but it’s growing quickly–and more jobs are opening up all the time!

5. Social media consultant

fun part times for retirees

To be a social media consultant, you need to have knowledge of the various platforms and how they work.

You’ll also need to be able to work with clients remotely and be available long hours if you’re going to get paid what you deserve.

Finally, because this is such a competitive field, you’ll need to be able to work independently while still being part of a team (your colleagues).

This can be lucrative and rewarding work. It can done entirely online, which is perfect for retirees who want to work from home. And, you can do it part-time while making a full-time income!

6. Travel blogger

fun retirement jobs

You can become a professional traveler and get paid to travel!

Travel blogging is one of the most freeing and fun retirement jobs that pay a small fortune.

A travel blogger is someone who writes about their travels. It’s a great way to earn money, but there are other options as well.

A lot of people think that travel blogging is just about writing about your trip in the moment, but it’s actually more than that! Travel bloggers also take pictures and videos of themselves while they’re traveling, which they can then share on their blog or social media channels like Instagram and Facebook.

In some cases, you might even be able to make money from advertisers who want their products featured on your site–that means if someone buys something through an ad link on your website (like when I clicked through from Amazon), then Amazon gives us both commission!

This is called affiliate marketing because we’re referring them somewhere else for their purchase rather than selling directly ourselves – so this means there are lots of possibilities if this type appeals to you on top of all those other benefits mentioned earlier too!

Ideas for travel blogging

  • Take extended cruises around the world and blog about your experience
  • Travel locally and document your journey
  • RV around the country and vlog or blog while you do it

Read about how to start a money-making blog to start!

7. Handyman

fun retirement jobs

A handyman is a generalist who can do all kinds of home repairs, from installing new faucets to replacing broken windowpanes.

They typically charge by the hour and are hired by homeowners or businesses to complete small jobs that they don’t have time for themselves.

This is an in-demand industry that will always exist. People will need their toilets fixed, their kitchen faucets replaced, their garbage disposals unclogged, their A/C units repaired, etc.

Handymen make anywhere from $15 per hour up to $100 per hour depending on:

  • Where you live
  • How experienced you are and,
  • What type of work you specialize in (for example: electrical work pays more than painting)

Tips for building a profitable handyman business in retirement

Handyman work is something you could easily do part-time and earn a full-time income. Here are some tips and best practices to help you run a lucrative business as a handyman:

  • Offer a wide range of services: Offer a variety of handyman services, such as plumbing, electrical, carpentry, painting, and more, to increase your earning potential.
  • Specialize in a particular area: Consider specializing in a particular area, such as kitchen or bathroom remodeling, to become an expert in that field and charge a premium for your services.
  • Build a strong reputation: Build a strong reputation by providing high-quality work and excellent customer service. Word of mouth is one of the best forms of advertising and can lead to more business.
  • Market your business: Market your business through networking, online advertising, and social media to reach a larger audience and attract new clients.
  • Offer competitive pricing: Offer competitive pricing for your services, but don’t undervalue your work. It’s important to find a balance between charging a fair price for your services and making a profit.
  • Continuously improve your skills: Continuously improve your skills by taking courses or workshops to stay up to date with the latest tools and techniques. This will help you to deliver better results and increase your earning potential.

If your handyman business becomes successful enough, it could even become your full-time career!

8. Photography

fun retirement jobs

Photography is a great way to make money in retirement.

It’s a fun hobby that can turn into a lucrative business, especially if you love taking pictures and have some experience behind the camera. If you’re just starting out, there are many different photography jobs available to you:

  • Wedding photographer: If you like taking pictures at weddings, this could be an ideal job for retirement. You’ll need some equipment–a DSLR camera with good lenses is best–but not much else besides being able to carry around heavy gear for hours on end without getting tired or bored; most vendors will provide assistants who carry all the equipment for them! Plus, weddings usually pay well because it’s such an important occasion for people who are getting married (or their parents).
  • Portrait photographer: Another option would be doing family portraits or individual headshots of friends/family members at home or outdoors locations such as parks or beaches where there isn’t much traffic noise from cars driving by nearby streets every few seconds like they do inside urban areas where most people live nowadays due too much traffic congestion caused by overpopulation causing gridlock conditions during peak hours when everyone wants t go somewhere else at once

9. Entrepreneur

low-stress jobs after retirement

Entrepreneurship can be a good choice for fun retirement jobs that pay a small fortune!

If you’re an entrepreneur, retirement won’t be your time to sit back and relax. You’ll still have work to do–but it will be on your own terms. Entrepreneurship is one of the best, most lucrative and fun retirement jobs that pay a small fortune!

The key to success in this field is passion: if you love what you do, then everything else will follow suit. If not, then maybe entrepreneurship isn’t right for you after all!

The saying is true, if you do something you love, you won’t work a day in your life.

Running a business is hard work but, there are ways you can do it part-time or with a hands-off approach.

This way you won’t need to work long hours and handle the stress of running a company. And, it’s with outsourcing.

Outsourcing. is about using your resources in a smart way so you can work smarter, not harder. For example, you could hire an assistant or operations manager to run your business for you or you could invest in tools that can run things on autopilot. There are many ways to outsource, depending on the kind of business you run.

This way you can get a taste of entrepreneurship, earn a lot of money as a business owner but, still enjoy retirementt. That’s the beauty of many of these 4 hour a week business owners that make six or seven figures in the process!

If you want to learn who these entrepreneurs are, Starter Story is the place to check them out.

If you’re thinking about retirement, you might consider one of these jobs.

If you’re thinking about retirement, you might consider one of these jobs.

  • You don’t need a college degree or even previous experience to get started on these gigs.
  • Most of them can be done from home, so there’s no commute and no office politics to deal with.
  • You can start working on these projects at any age–many retirees have found that their second careers have been more enjoyable than their first!

The sky’s the limit on pursuing fun retirement jobs that pay a small fortune.

Wrap Up

So there you have it — 9 fun retirement jobs that pay a small fortune. We know that some of these might not be for everyone, but if you’re looking for something new or just want to supplement your income with something easy, we hope this list will help get your mind going!

fun retirement jobs that pay a fortune fun retirement jobs that pay a fortune




Jenn Leach, MBA

Jenn Leach is a Houston-based MBA with over a decade of experience in the banking industry. She writes at Millennial Nextdoor where she writes finance, money, business, and lifestyle content to help millennials create additional income streams online. Join her on Substack at https://jennleach.substack.com.

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