These Are the Best Jobs for Seniors Looking to Continue Work in Retirement

Working in retirement is the new normal for many older adults, but that doesn’t mean continuing in the same career path as before. In fact, many more job options are open to seniors than you might imagine. Here, CrownPointe Communities details the best work opportunities for seniors who want to work during their golden years while still enjoying the perks of retirement.

Become a Freelancer — Independent Contractors Work in All Sectors

Working remotely isn’t only a benefit for the younger generations; seniors who want to skip a commute may find that telecommuting is the highlight of their second career. Working as an independent contractor means you make your own hours and take as many projects as you like.

Finding work is simpler than ever, too. You can find job opportunities on freelance job boards such as LinkedIn and Upwork, from people looking to hire remote customer service reps, marketing experts, and even writers. There are even websites that focus solely on digital jobs. If you thought freelancing was only for the younger generation, think again. According to data from Statista, 29 percent of Baby Boomers — ages 55 and up — confirmed that they performed freelance work in 2019. The truth is that retirees can learn to work remotely just as effectively as younger generations and make a decent living while doing so.

Look for Bookkeeping Jobs

If you have a mind for organization and numbers, bookkeeping might be an ideal job. Many smaller companies outsource bookkeeping services, which means you could find a local position in a range of industries like real estate, insurance, manufacturing, healthcare, or food service. Or, you may wind up working remotely part of the time, bringing files home with you.

Another perk of bookkeeping is that you may not need a formal degree. Knowledge of common accounting programs and software helps, as does professional certification. However, depending on your existing skills or degree, you might be a shoo-in for such roles.

Become a Caregiver

Whether you’re a grandparent or not, if you’re fond of children, caregiving might be the ideal retirement position. After all, caring for a child (or multiple children) involves a sense of being needed. Of course, being a nanny also ensures you receive a regular paycheck while you spend time doing meaningful work.

In general, there are relatively few minimum qualifications for nannying roles. The most relevant experience is a background working with children, whether yours or someone else’s. So, you won’t need a degree, though you will need a clear background check. Many employers also require CPR certification and first aid knowledge in case of emergencies.

Become an Entrepreneur

As a retiree, having complete control over your time is probably one of your favorite things about your new lifestyle. If you want to bring in some income, you may want to start your own business to maintain your control over your schedule.


As a new business owner, don’t overlook the task of business formation! Forming an Indiana LLC for your company will grant you lots of perks, from tax advantages to limited liability to personal asset protection. Just take the time to research the specific steps outlined by your state before you get your paperwork together.


Nervous about the idea of filing on your own? You could choose to work with a lawyer, but if the high price tag is a hindrance, you can connect with an online formation service instead.

Start a Doggie Daycare Business

If you love animals, starting a pet care business is an excellent option in retirement. Whether you stay put during your golden years or travel the world, you can find dog walking or general pet sitting gigs nearly anywhere. Many online platforms exist to connect dog walkers and pet sitters with clients.

Alternatively, you can start your own business and market yourself independently, which may be a better financial move. Either way, you get exercise and fresh air while playing with cute pups and caring for them while their owners are away.

Continuing to work in retirement has many benefits for older adults. And finding the right job is often the most challenging part of starting your second career. Once you find your path, you can continue working for as long as you like and still make time for retirement perks.

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