Let’s face it – Millennials don’t love Boomers, and age discrimination is now rampant in the job market. That’s why more and more older job seekers are looking to start side hustles or new businesses. Second careers for seniors often require only a small investment.
Whether you want to work for yourself or start a second career with an established business, start with a self-assessment and a plan for updating your skills.
Tutoring for Seniors
Did you excel in math or English or science or history? The demand for school teachers is soaring. You can work with children in person or online from anywhere in the world. You’ll make an important contribution to society as a tutor.
In addition to one-on-one tutoring, you might think about substitute or full-time teaching.
Ask your local school districts about their need for teachers and what you’ll need to do to get qualified to become one. You’ll probably need to get your certification if you want to teach full-time. You can visit the website of your state’s board of education to learn what you’ll need to do to become qualified. This might include taking a number of classes and sitting for a certification exam.
Starting a Pet-Sitting Business
If you love pets, a job as a pet sitter can be fulfilling and financially rewarding. Pet sitting requires more than just dog walking. You’ll be responsible for feeding and exercising pets, taking them to the vet and giving advice to pet parents.

Start with a membership in Pet Sitters International or the National Association of Professional Pet Sitters. Next, apprentice with a pet sitter in your area. Be prepared to sign a no-compete clause when you work for another pet sitter. This means you’ll need to find one outside of your eventual service area.
Customer Service Jobs
If you like people, consider working at the desk or counter of a hotel, gift shop, retail store or other business. These companies need people to greet and assist customers and answer phones. Think of your hobbies as you look for these types of careers for senior citizens.
The more experience you have in the businesses’ area of service, the more likely you’ll get the job. If you have a reliable phone line, you might be able to work from home as a remote call center agent.
Tennis/Pickleball Teaching
You don’t need to be a great player to be a successful tennis or pickleball coach. Many pickleball coaches are seniors who only recently took up the game. Parks and recreation departments, private clubs and public facilities need coaches to work with beginners, teams and children.
The United State Tennis Association offers free coach training programs.
You can get your certification in one weekend by taking one of the many Professional Tennis/Pickleball Registry or Racquet Sports Professional Association workshops held across the country each month. You don’t need to be an advance player to get an entry-level certification. Check out the PTR’s Rec Coach Certification.
Cooking in a Kitchen
If you enjoy cooking and can stand on your feet for several hours, look into becoming a cook or kitchen assistant at a local restaurant, institutional cafeteria or catering company. Look in your area for cooking classes that offer some type of certificate at the end of the course to build some professional credentials.
To learn about starting your own business, visit your secretary of state’s website to learn the requirements for starting a catering company, food basket business or other food-related enterprise.
Having worked in a kitchen might lead to you working at a senior facility you eventually enter, either for something fun to do, or to earn money to pay your fees.
Additional Resources
Global Animal: Pet Sitting Provides Seniors With Income