Although I’m not ready to retire, as my freelance-writing career keeps me happy and busy, when I think back over my working career, my favorite jobs were ones serving people, including jobs at a Six Flags theme park, a B&B and a concession stand in a park. Unfortunately, as they weren’t financially sustainable over the long term, they didn’t end up being career jobs but they sure were fun.
One thing’s for sure: when I do retire, I won’t miss deadlines, pressures from the boss and office politics. Nor do I want to sit behind a desk. I’ll want to stay engaged in my community and keep a schedule so I don’t become a couch potato and Netflix expert.
In 2023, AARP reported that 27 percent of retired people do gig work, proof that more and more retired people are picking up part-time work for fun and not just a financial boost. With a new administration, the job market might shift and the gig economy will become even stronger.
For many, it’s about getting out into the community. If I keep working after retirement age, you can bet I’ll want that same vibe, cruising along the road with my sunroof open on a warm day, and not stuck behind a desk.
Robyn Stewart, who handles communications for Rover, shared data from the pet-care app. Sitters and walkers in the U.S. aged 55 or older increased by 9 percent in the first half of 2024, compared to the same period in 2023.
After 40 years in the hotel industry, Michele Baron, 64, of Cape Coral, Florida, became an Uber driver eight years ago. “You’re missing going to the office and you no longer have the opportunity to meet new people,” she says. Through Uber’s partnership with Arizona State University, she earned a full-ride scholarship, earning a four-year degree and launching a second career as a health lifestyle coach.
A recent DoorDash survey of female Dashers 55+ discovered they do this to pay monthly bills (48 percent) or unexpected expenses (36 percent), buy gifts or celebrate special occasions for family and friends (24 percent), and save money for retirement (12 percent). With the exception of monthly bills and unexpected expenses, that sounds like an easy way to earn “play money.” In addition, 90 percent of female Dashers 55+ report they’re satisfied with the overall experience of “dashing.”
Carole Herbstreit-Kalinyen, a retired communications professional in Germantown, Wisconsin, became a pet sitter in 2018, two years after she retired at 60. When a friend’s husband began pet sitting, it intrigued her enough to sign up. She does not take on morning jobs or clients outside of her community, and only watches pets in their home, not hers. In a half-hour visit she’ll play with and feed the dog or cat, and take the dog on a walk. Calling the shots isn’t always an option in a career but can be in a second-chapter side hustle.
“When I do decide I need a break or decide to travel, I let my clients know ahead of time,” she says.