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Money-Making Side Hustles for Retirees

By Jane Bokun

I love a side hustle.

In fact, I started experimenting with side gigs as soon as I started in the working world. Now, in retirement, they are my saviors. I’ve tried almost every side hustle that’s legal and within reason. Why? I can’t help myself. I love a good side hustle and you may too.

The three I’ve worked on include product sampling in big box stores, teaching and heading up six-minute  dating.

The first job is product sampling. It’s a job I still do and  is perfect for anyone who wants to set their own schedule as a contractor. It includes five-hour food and wine demonstrations with companies such as Target, Walmart and many more. The pay can range from $15 to $30 per hour and contractors are paid every two weeks.

Sometimes I’m sampling products such as vitamins or even prunes and wine. I lay out rows of brown, wrinkly prunes and people are sneakily trying to take more than one prune behind my back.

“They’re free,” I have to remind them. People love a free sample.

One the best things about sampling is you meet so many interesting people.

“I’m an opera singer by day,” said one attractive senior who worked with me serving drinks.

“My kids are out of the house and it gives me something to do at night,” she says. “I love the money, too.”

I showcased press-on nails at another event and drew crowds. Having a good sense of humor helps as well. This job was $22 an hour and lasted for five hours with breaks. Kaching!

If you’re looking for something a little more cerebral, substitute teaching can fit the bill.

You can sign up to fill-in while teachers are absent. They give you a lesson plan so there is no doubt about what to do. The only problem may be unruly children in the classroom, and I’ve really only run into that once.

That time the students weren’t listening and didn’t want to listen as I taught them. They then decided to go together to the principal’s office to really express that they weren’t too keen on me. That was a stressful day, but most students are truly easy to teach.

Either way, substitute teaching offers a stable and meaningful job opportunity. Full-time substitute teachers can receive long-term school placements, a steady paycheck, full healthcare benefits, paid holidays, and more. You can get a substitute teaching license in about a week.

Seniors are welcome in substitute teaching and you can do it when you want. It can pay about $150 a day. Some requirements are you are a college grad, but you also can be a teacher’s assistant in the classroom.

Six Minute Dating, my third side gig, I thought of myself, but others do it as well.

First, I partnered with a national dating chain and asked the company if they would join with me to showcase six-minute dating nights. Nowadays, I would use a dating organizer organization.

I pitched the dates as fun and what do you have to lose? I advertised my event in bulletins, newspapers and on social media. It came together nicely and there were no out-of-pocket expenses. That dating company provided some of the accouterments such as signage and a bell and that was about it.

For my first gig, I recruited a local family-owned restaurant and they provided some dips, crackers and cheeses. Those who attended had to buy their own drinks. I curated matching (participants fill out a quick profile so you can seat them strategically).  I then seated ten men and women two at a time and rang a bell. It was off! They got to know each other within six minutes.

I charged $20 per person and promised a night of fun. The couples were all I needed and I had them in excess. It can be a lonely world. Even though in some cities, six-minute dating has fallen off, it was a hit in mine. Now, I would have used themed events with seniors, dog owners, etc. It was rudimentary when I first did it.

By day, I worked on the news and once a week, I was the head of local Six Minute Dating. It worked so well I had to hire another person to help. At the end of a night I made about $500 and two couples got married.

Some side gigs are a mixed bag. One gig showcasing various food products, required me to wear a hairnet, ugh, not me.

Today’s Gig economy has grown by leaps and bounds. It requires taking smaller jobs that offer flexibility but no insurance or benefits beside pay. Most of us use it for extra money. In my case I’m 68 and retired and I still love gigging. It pays some bills and provides me with lots of fun and new friends.

If you’re curious, you too, can find a job doing demonstrations in a big box store, by searching online for companies that do connect people with side hustles, such as https://www.flexjobs.com/ and https://partners.thepennyhoarder.com/. For substitute teaching access https://www.hellosubs.co/. Finally, for Six Minute Dating try Pre‑Dating Speed Dating (https://www.pre-dating.com/).

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Disney garden parties

By Jane Bokun

Awhile back, I started noticing I didn’t have any real hobbies, so I thought maybe: gardening.

Lots of people say they love it and can attest that sticking their hands in the dirt makes them feel somehow grounded (pun intended). So, I went to a local greenhouse and bought some tomatoes called Early Girls. They seemed to be bigger and would bloom earlier.

In fact, they were a huge hit. They grew light green, then deep red and shiny on my back porch in about two months and before I knew it, I was handing out my juicy friends as gifts in attractive baskets I found in a thrift store. I would have put a bow on the basket, but Meghan Markle stole my thunder with her new Netflix show, “With Love, Meghan.”  Markle put a bow on a jar of pretzels.

“They’re from my garden,” I would say at a party in a sustainable farmer-like manner.

Then, of course, everyone started saying, “I grow tomatoes, too.”

“Boo.”

They all stole my thunder. So, when I got an invite to cover the Epcot International Flower and Garden Festival for 2025, I went to find new audiences to show off my tomato growing expertise and to find the secrets of their fabulous topiaries and mind-blowing flower arrangements. The festival goes until June 2 at Epcot International Flower and Garden Festival in Epcot. Like usual, Disney World doesn’t disappoint, ever. There were more than 200,000 plants, birds, butterflies and enough beauty to overfill Epcot.

I was looking for something to perk me up from the doldrums of Chicago’s winters (I’ve taken to never leaving my house and only changing clothes on a need-to-know basis) and I found it, a change in my attitude and a reason to live. At the Flower and Garden Festival, there are Master gardeners galore and even doctors who are tagging actual butterflies and finding out which colors they like: spoiler alert, red.

According to Disney professionals, gardening focuses on creating peaceful sanctuaries for mental wellness. Landscaping experts also encourage spaces where you can meditate, read, or simply unwind. Imagine your own garden as a retreat to slow down and engage with nature. This deepens your outdoors connection and promotes mindfulness.

Ground covers, like those covering in and around the topiaries, are an essential element in any well-designed garden. Not only do they add lush greenery and vibrant color, but they also serve practical purposes like suppressing weeds, conserving soil moisture, and preventing erosion. Whether you’re looking to fill in a shady spot, add texture to a sunny slope, or simply reduce the amount of lawn you need to mow, ground covers are a versatile and beautiful solution. At Disney, the ground covers can even be used to eat. They made a moss-covered chocolate cupcake which made my day. There were topiaries made to look like Woody, Bo Peep, Phineas and Ferb, Mickey and Minnie and many more. There were floating gardens and even fresh smells from Scentsy to compliment the gardens.

Representing Japan, there is a Kokedama Garden, Shi-odoshi and even a Bonsai collection which I really wanted to learn how to handle. In England, there was a Shakespeare Garden and even an English Tea Garden presented by Twinings® Tea company.  Food came from everywhere including a Farmer’s Fest with grilled asparagus, scallops and blueberry crumble pie, among the tamer food offerings.

One of the most notable scientists, Dr. Jaret Daniels, met us in the Butterfly exhibit. He says everyone at Disney is most knowledgeable in their fields.

“You’ve never seen so many nerds in your life,” Daniels says.

 He is also a curator at the Florida Museum of Natural History’s McGuire Center for Lepidoptera & Biodiversity, the largest global research center for the study of butterflies and moths.

So, he knows his nerds.

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Nuts & Bolts – A Lesser Sign of Aging

By Kathy Bryson, Banana Peel guest columnist

Aging is a funny thing. It sneaks up on you, small and ignorable. You think you need the gym when you get thicker around the middle, but you don’t worry about it because you’ve finally gotten to a point in life where you can afford a gym! Then suddenly you pull a muscle, and two days of ice packs and Advil remind you that you’re not as young as you used to be.

For me, the eye-opener came after a day’s recovery from painting.  That’s when I started to plan home improvement, starting with buying a mesh garden cart to haul heavy things. I found one online and had it delivered. I’ve built IKEA furniture. How hard could it be?

A model of Kathy putting together IKEA furniture. Time, tide and IKEA wait for no man.

I didn’t make it past the 1st step. Whether it was lack of strength or loss of dexterity, I could not screw the nuts on the bolts. I thought, “Oh man, they sent the wrong size” and fired off an email complaint to the online store. But, since I didn’t really want to send everything back, I also called my brother.

My brother is actually improving with age. He’s gone from being a know-it-all to being an invaluable resource.

“Send me a picture,” he said and then explained, “That’s a locking nut. It’s not too small. It has a rubber gasket inside to keep it from coming off.” Then he explained how to use two wrenches to get the thing on.

Well, that was good to know. The fact that the locking nuts have been around since 1931 was a little harder to take. I mean, I have put together a lot of IKEA furniture and have an impressive collection of Allen wrenches to prove it. It should not take me three hours and two phone calls to put together a little cart. But then it occurred to me that I’d moved pass college-age furniture into the adult leagues and felt better – until I realized I owed the online store an apology!

About Kathy Bryson – As the writing tutor and sometimes professor, Kathy Bryson works regularly with students who reminder her not to be an old fart. She’s also an award-winning author of tongue-in-cheek fantasy who appreciates a good joke. You can learn more about her work – academic and ironic – at www.kathybrysonbooks.com