• Emily Miller

Looking for A Fulfilling Side Gig in Retirement? Check Out 5 Of the Best Jobs in 2021

Cheer Partners is excited to elevate the voice of Sharon Wagner of Seniorfriendly.info, a fantastic resource of tips, tricks and advice to stay active as you age. As a senior herself, Ms. Wagner understands that an older body and mind impact the daily life of many seniors. However, her site offers plenty of senior-friendly tips and products to keep seniors active and engaged as they age.

For many seniors, retirement doesn’t mean the end of working. According to the latest statistics, about 20% of individuals over the age of 65 were working or in search of employment. Rather than working solely for the income, those in retirement often pursue employment as a means to keep mentally fit, and to work within their passions and interests.

If you are looking for a great side gig to enjoy during your retirement years, we recommend five of the best job options in 2021!

Personal grocery shopping

With the rise of the gig economy — and the increase in demand for specific services — there is an abundance of fun contract positions available. Almost all of these positions are accessible to people from every education and experience level. Among all gig work opportunities, one of the most popular is personal grocery shopping.

How does this work? App-based platforms such as Shipt and Instacart hire individuals as independent contractors to both shop and deliver grocery orders throughout the local community. You can apply directly with one of these companies and approval time is generally pretty quick. From there, you are provided with instructions for downloading the necessary smartphone app that will allow you to select and fulfill orders.

What makes this opportunity so great is that you can create your own schedule. Also, pay with these services tends to be quite good — especially when you are rewarded with handsome tips.

Use your passion to start a home-based business

Retirement is a fantastic time to turn your passions and interests into a business. Whether you consult, make delicious baked goods, or beautiful works of art, starting a business in retirement can be highly enjoyable, lucrative and fulfilling.

When starting your own home-based business, you may want to consider forming an LLC. An LLC has several benefits — including limited liability and tax advantages. If you'd rather not do the legwork on your own, you can avoid hefty lawyer fees by using a formation service. Learn more about starting LLC in NYC today.

Tutor or part-time teacher

Whether you professionally worked as a teacher, or are a subject matter expert, working as a tutor or a part-time teacher is a highly rewarding job to hold during retirement. The hours are often flexible and the pay can be excellent. Most importantly, helping instruct youth is incredibly fulfilling. By passing down your knowledge, you can help today’s students excel.

Pet sitter

Enjoy the company of animals? Being a pet sitter is not only a great way to spend time with dogs and cats (without the responsibility of owning one), but it is an in-demand service that allows you to make your own schedule. You can provide either (or both) daytime pet sitting, or overnight stays. When you offer your services through one of today’s top pet sitting apps, such as Rover.com, you can also choose to do drop-in visits to a person’s home or watch animals at your home.


If you have a passion for writing either fiction or nonfiction, there are ample opportunities for writers seeking paid work. What many individuals in retirement choose to do is write and self-publish books. With the right marketing and promotion, authors can earn sizable royalty checks on a monthly basis.

While sometimes seen in a negative light, work doesn’t have to be boring or stressful — especially in retirement. Whatever you choose to do, make it something that you deeply enjoy.