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15 Secrets of Caricature Artists

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The word caricature likely conjures up images of street artists on boardwalks or outside museums working up quick, humorous sketches of visitors, to the delight or dismay of their subjects. But the exaggerated illustrations of caricature include a lot more than what you see on the boardwalk—and can be more art than kitsch. We spoke to three experts in the field about the subjects caricature artists love and hate to depict, the best way to make their job harder, what they do if you don't like their drawing, and how they can tell when you really don't want to sit for a portrait.

1. THEY WANT YOU TO KNOW IT'S OLDER THAN YOU THINK.

Caricatures by Leonardo da Vinci
Wikimedia // Public Domain

Some of the greatest artists in history practiced caricature as a means to develop their skills. Eileen Owens, curator of "Biting Wit and Brazen Folly: British Satirical Prints, 1780s–1830s" at the Philadelphia Museum of Art, says Leonardo da Vinci was one of the first artists to use caricature, in the “grotesque” sketches of unusual faces and heads that populated his notebooks. (His 16th-century biographer, Giorgio Vasari, wrote that Leonardo was “so delighted when he saw curious heads, whether bearded or hairy, that he would follow anyone who had thus attracted his attention for a whole day.”) Many other well-established Renaissance artists dabbled in caricature on the side, as breaks from their rigorous training: "It was a lot more huge noses, big hair, ways to poke fun at faces. You had to be adept at drawing to know how to exaggerate," Owens says.

The form gained momentum in late-17th century Italy, when Pier Leone Ghezzi “started making funny little drawings that poked fun at well-to-do Romans and tourists,” according to Owens. From there, it spread to Britain, where it became so popular that publishing companies sprung up for the sole purpose of printing caricatures. Publishers also rented out portfolios of caricatures by the day, and hung prints in their windows, to which crowds flocked to see the latest depictions of a buffoonish Napoleon and laughable upper-crust fashions. Owens says, “This was your chance to keep up with the gossip—kind of like People magazine today.”

2. MANY OF THEM ARE SELF-TAUGHT.

A street artist paints a caricature of a girl in Prague
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Lots of caricature artists learn on the job, in part because there's not a ton of specific training available. Illustrator Tom Richmond, who spoofs movies for MAD Magazine (among other gigs), says, "Only a handful of art schools teach cartooning or caricature as a major part of curriculum, so it's hard to find instruction on how to do it. Caricature is such a specialized sort of thing, and diverse; you can’t teach it like you teach people how to draw comics, where [there's] storytelling technique and sequential art tricks and a science behind it, so to speak." Overall, what Richmond and others strive for is to “translate [your] art skill [into caricature], really lean into it—no matter how you practice.”

3. IT CAN BE GREAT TRAINING FOR OTHER ART FORMS.

Richmond says that when he teaches at workshops around the country, he always recommends—no matter what facet of the industry they are interested in—that students try their hand at live drawing, "maybe even volunteer at the local homecoming or draw for free at a daycare center." Having to work quickly with a model in front of you develops a sensitivity to gesture, to how the body leans and how weight is distributed, that's different from the skills you get "shading something for hours," Richmond explains. When you "go back to doing longer pieces, you've got an inner eye that sees things you missed before. It's great discipline for the developing eye."

4. THEY’RE NOT (NECESSARILY) OUT TO MOCK YOU.

Caricatures have been defined as "portrait[s] with the volume turned up." But that doesn't mean they have to be mean-spirited. Richmond says, “Caricature is a depiction of someone in a humorous way, but at its best it has a narrative behind it—you’re pointing out something about their presence, not just making fun of their features.” He explains that he’s not examining someone’s face to find a nose or a chin or dimples to blow out of proportion, but "trying to understand who you are as a person and exaggerate that.”

"I want to make [clients] smile or laugh," says CeCe Holt, who sketches at events and amusement parks, and is also business manager for the non-profit International Society of Caricature Artists (ISCA). "I never want to make anybody cry."

5. THEY DON’T SWEAT IT WHEN SOMEONE DOESN’T LIKE THEIR LIKENESS …

Just because caricaturists strive to capture your essence doesn't mean you're going to like it. People can be in denial about their appearance, with a radically different idea of their weight, for instance, or even whether they have freckles. In Holt’s experience, party guests usually don’t make a fuss about their caricatures, since they haven’t directly paid for them. But when the occasional amusement park patron kicks up a fuss, “I just say I’m sorry and move on to the next person.”

Richmond is similarly blasé, pointing out that when a caricaturist is drawing a quick sketch for $15, the occasional bad portrait is bound to sneak in. "Sometimes they refuse to pay, or come back later and want their money back. Live caricature can be hair-raising, which is why I prefer working with art directors."

6. … BUT SOMETIMES CUSTOMERS RETALIATE.

Christopher Walken's caricature in the foreground at Sardi's following its unveiling in 2010.
Christopher Walken's caricature in the foreground at Sardi's following its unveiling in 2010.
Jemal Countess/Getty Images

Occasionally, customers do try to turn the tables. Ipecacxink, a caricature artist at a Midwest theme park, writes in a Reddit AMA about a boy she accidentally made very upset with her drawing. "I went to lunch right after I did it. Apparently while I was gone, he came back and drew a circle with spikey hair, glasses, and frowny eyebrows and a note that said, 'How do you like someone making fun of you?!' under it. He then placed it on my chair. It was hilarious. I saved it."

At Sardi's—the Times Square tourist destination known for its wall of caricatures—some of the celebrities depicted have gotten mad enough to take down their pictures, the restaurant's owner told AMNew York. It used to be that the in-house caricaturist (who's paid in meals instead of money) would hand over unfinished versions to the subjects first, to get the seal of approval, before going on to later exaggerate their features. That's stopped, but these days the caricatures have become less humorous, and more like regular portraits—which helps keep the peace between the restaurant and its famous clientele.

7. THEY CAN DO PORTRAITS IN AS LITTLE AS THREE MINUTES.

When she’s sketching guests at amusement parks like Worlds of Fun in Kansas City, Missouri, Holt aims to churn out a black-and-white portrait in three minutes. Working at a wedding reception, where she might add color, six minutes is the max. Much of this has to do with fitting in as many guests as possible—“You have to be fast to get through the crowd or they’ll leave,” she says.

For Holt, the need for speed means she has to “go with her instincts; there isn’t time to second-guess” a depiction. For Richmond, working quickly means caricaturists develop a "sixth sense" for how to capture expressions: “You develop an instinct for people, whether they’re energetic and outgoing, or more quiet." Some of that means honing in on their signature details: "Friends behind will be going, 'It’s the smile! That's exactly how he looks!'" Richmond says.

8. BORING-LOOKING CUSTOMERS ARE THE HARDEST.

Man's hands with pencils drawing a woman's portrait
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The caricaturist's worst fear is the customer who comes in looking exactly like the girl (or guy) next door. "Most people are surprised to hear that what I consider to be the most difficult sort of person to draw is one that is completely average looking," caricaturist GertrudisSlugworth, who works at a theme park, wrote on Reddit."I will get a bland looking individual every once in a while, and when it happens I usually try to focus more on things like clothes, hair, or jewelry to get a decent likeness."

On the other hand, people who are naturally distinctive-looking are often artist favorites. Richmond says he particularly loves drawing Slash, the guitarist from Guns N’ Roses. “He’s already funny looking, with no features, just glasses, hair, and a big top hat, so you don’t have to work that hard,” he says. “You can just do him standing there with his guitar by his ankles, like he plays it, or exaggerate how he puts his head back, which shows a lot about him as a player.”

9. THEY MAY CHANGE THEIR TECHNIQUE TO SUIT THE WAY YOU LOOK.

When she first started in the business, Holt says she dreaded drawing people who weren’t thin; she was afraid they might take offense at her portraits, although she didn’t intend any. Over the years she’s honed a technique in which she draws faces using a soft line that thickens toward the bottom. The result is “Cute, but they still feel like it looks like them,” Holt says.

GertrudisSlugworth writes that for people with obvious deformities, she may forego exaggerations, even though those are normally the hallmarks of caricature: "I find the best way to handle it is to go more realistic than exaggerated, depending on their attitude. Sometimes if it's an easy fix (e.g missing an eye), the customer will just ask to be drawn as 'normal.' For the most part though, people recognize any obvious deformities they have, and accept your portrayal of them."

10. STREET ARTISTS HAVE AN ADVANTAGE.

Tourists look at caricaturists in Rome
PATRICK HERTZOG/AFP/Getty Images

Richmond says that artists "sitting in front of a museum while the subject is in front of them have more of an advantage" than he does when it comes to creating an expressive caricature, since he often has to work from photos, which don't show gesture and personality in the same way. "When I'm working from 2D photos, all you’ve got is what the photo shows you, and it's basically superficial. It doesn’t really do it."

Holt agrees: "Working from a picture is different from getting your first instincts from a person." When a freelance client wants her to draw someone from photos, she says she'll at least ask for multiple photos to work from, especially body shots, which help to show posture—yet another indicator of the subject's personality.

11. THEY'RE INCREASINGLY IN DEMAND.

Richmond says that although staff cartoonists may be disappearing at newspapers as that industry shrinks, editorial cartooning—which often relies on caricature—“is experiencing a boom right now." Some of this is thanks to the heated political climate, he notes. But there's a deeper reason, too: "Most media stories, TV shows, or articles are, at bottom, about people and need images of people to illustrate [them]," Richmond says. "Caricature is one thing you can’t do with a camera, so when you need a humorous touch, caricature is a great solution."

12. THERE'S A CARICATURIST CONVENTION.

The ISCA hosts an annual convention each November that draws hundreds of caricaturists from around the world. Aside from a week of guest speakers, seminars, and demonstrations, the main attraction is a days-long competition in which the artists draw each other for prizes in categories like best color technique and most humorous. (The big award there is called the Golden Nosey.) Richmond says, “The variety of styles [there] is crazy: acrylic painting, pastels, airbrush, sculpture, and everything in between.” Holt says there's even an artist who spits ink out of his mouth.

13. THEY MIGHT HIDE THINGS IN THEIR PORTRAITS.

Artwork by Al Hirschfeld on display at The New York Botanical Garden in 2011
Astrid Stawiarz/Getty Images

Richmond says that a favorite stylist of his is the late Al Hirschfeld, who for decades hid his daughter’s name, Nina, in his cartoons of cultural icons for The New York Times. (Hirschfeld would append the number of Ninas to his signature, creating a kind of game for readers). Ipecacxink says she "used to draw a picture of my face in [subject's] pupils sometimes. Really tiny. Or, I used to draw a little radioactive symbol somewhere in the drawing. We had to wear these god-awful neon yellow shirts to work, and I always felt we were radioactive."

14. THEY CAN TELL WHEN YOU DON'T WANT A DRAWING.

Occasionally, parents, friends, or partners will purchase a drawing for someone who just isn't interested. In that case, the caricaturist can probably pick up on it: "They either wouldn't look at you, wouldn't smile, or just sit down funny," ipecacxink writes. "I tried to handle it professionally. I would talk, if they wouldn't talk, I'd be quiet, but smile like an idiot when it was all said and done ... I always tried to be friendly to lessen the likelihood of them leaving without paying."

15. THEY MIGHT BE SWAPPING THEIR PENCILS FOR A TABLET.

Some contemporary caricaturists paint portraits, like Owens’s traditional satirical masters once did. They may also be adept with other analog media, like bullet-tip markers, color sticks (basically colored pencils with no wood casings), pen and brush, and paper. But thanks to the changing needs of publications in an online age, which want all files submitted electronically, caricature artists working in their studios have also gone digital. Holt sometimes works on an iPad Pro with an Apple Pencil in Procreate. Richmond now does all his coloring on a computer or a tablet. “[A tablet’s] so convenient, because it’s like having unlimited amounts of paper, and your pencil never needs to be sharpened, and all your tools fit in a tiny bag,” he says. “But it’s still about the creativity behind it. Computers can’t do it all on their own.”

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15 Behind-the-Scenes Secrets of Pool Lifeguards
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Pool lifeguards do far more than just work on their tan: These trained professionals can detect sometimes-subtle indications of distress, shut down dangerous water activities, and keep visitors safe from harm.

But jumping to the rescue is only a minor part of their routine. To get a better idea of what their job entails, we asked several career pool lifeguards about their duties, from working with dangerous chemicals to dealing with poop emergencies. Here's what we learned.

1. THEY CAN TELL HOW WELL YOU SWIM BY HOW YOU GET INTO THE WATER.

Paul, a lifeguard at a private pool facility in Reno, Nevada, says that he can usually evaluate a person’s swimming abilities by how they enter the water. “People who are less skilled and experienced typically lower themselves into the pool or use the stairs or ladders,” he says. “More skilled swimmers do this thing where they jump into the pool, fully submerge, then push off the bottom and start swimming immediately. It's surprisingly common.”

2. THEY SEE A LOT OF CRACK.

Swimming trunks may be some of the least-intuitive apparel items of the modern world: Get them wet and they’re likely to make for an anatomy lesson no one asked for. “Kids, especially boys, have the strangest inability to notice when their trunks are falling off,” says Marek, an indoor lifeguard in Washington state. “It's usually not a big deal and gets handled when the kid's parent notices and scolds them."

3. THEY’RE AMATEUR CHEMISTS.

Responsibility for maintaining the pH balance of a pool and adding or reducing chemicals to preserve a clean environment is usually the duty of head lifeguards. According to Darrell, a 10-year veteran of indoor pools, handling these substances requires additional training. “This is done at the end of the day and I typically add chemicals twice or sometimes three times a week,” he says. “I add either calcium chloride to control the hardness of the water or sodium bicarbonate, baking soda, to control the alkalinity.” For germ-killing, chlorine and muriatic acid are delivered to the water through a computer-controlled delivery system.

4. SOME VERY GROSS THINGS LURK AT THE BOTTOM OF POOLS.

Some lifeguards are charged with vacuuming the bottom surfaces of pools, which usually produces a composite muck in the canister that Marek refers to as a “diaper”: It’s typically full of hair and gray sludge. But things can get worse. Much worse. “At the summer camp I work at, I've had the pleasure of fishing dead things out of the strainer baskets,” he says. “Frogs and rats. Having seen what comes out of those pools, let's just say that I'm not a big fan of recreation swimming anymore.”

5. THEY DISLIKE LANE HOGS.

Some regulars who use private pools as part of their fitness routine can get a little too self-confident in their skills. “Narcissistic lap swimmers” are a pet peeve of Paul’s. “They can't share lanes and always brag about how they're the best damn person in the pool. It's like, man, I've seen 5-year-olds with a better breast stroke.” (Another way to get on a guard’s bad side: sitting over a lane and dangling your legs in.)

6. THEY’RE NOT ABOVE PEEING IN THE POOL.

It’s a testament to how potent the chemicals are in pools that some lifeguards offering swim lessons don’t mind relieving themselves when nature calls and they don’t feel like getting out. “I know plenty of swim instructors who will relieve themselves in the pool because they don't have much time between lessons and they might be stuck in the water several hours,” Marek says. “One of my former coworkers, and a good friend, has always said that there are two kinds of people in the world. Those that pee in the pool, and those that deny it."

7. IT'S HARD TO PREDICT WHEN TROUBLE WILL STRIKE.

While some lifeguards subscribe to a 15-minute rule—most questionable swimmers are going to get themselves into trouble within 15 minutes of entering the water—Paul cautions that there are always exceptions. “If you're a weak enough swimmer that you would have a problem, you're going to have that problem pretty quickly,” he says. “Though that is only most of the time. Some people get tired and get into trouble later on and some people have heart attacks halfway through their swim. You've got to be ready for anything.”

8. NOSEBLEEDS ARE COMMON.

Irritated nasal passages can be a problem at pools, which means that lifeguards are frequently charged with handling biohazards on or near the deck. “We see a lot of nosebleeds,” Darrell says. “We cover the areas with signage. Hopefully the patron has found a guard quickly if we didn't see it and hasn't left a 50-foot trail of blood on the deck. We then spray the blood with a disinfectant solution designed to kill blood-borne pathogens, wait 10 minutes, then hose directly with water.”

9. THERE’S A PROTOCOL FOR POOP.

It’s the emergency every lifeguard dreads: a fecal deposit in a pool full of swimmers. When that happens, it’s time to “shock” the pool by turning it into a chemical bath. According to Darrell, who considers himself a “poop whisperer,” solids come out first. “Dispersed poop? Everyone out. Scoop and vacuum. The pool is closed for a minimum of eight hours as we now have to chemically burn the water. [That means] basically bringing the chlorine levels up to where even cockroaches would die.” Vomit is slightly less dire: the pool is closed for 30 minutes while the chlorine goes to work.

10. A CROWDED POOL CAN BE SAFER.

The more patrons in the water, the harder it might be for a lifeguard to keep track of everyone. But, Marek says, having too few people can be just as much of a problem. “Crowded pools have the benefit of holding your attention better. If you've got two patrons in the water, it's easy to get bored and zone out."

11. ARM BANDS REALLY ANNOY THEM.

Those inflatable arm bands worn by children? Lifeguards hate them. “They may pop, which would probably be unusual, or they may leak slowly,” Darrell says. “But that's not the real danger. Although they will keep a small child afloat, this is assuming the child has the strength to keep their arms down in order to keep their head above water.”

12. THEY DOUBLE AS JANITORS.

At Paul’s private pool, lifeguards are expected to perform tasks that would usually be reserved for a maintenance crew. “Cleaning is a part of the job,” he says. “Many pools don't have janitors so the bulk of making sure the pool looks presentable is up to the lifeguards.” They’ll even set up tables for parties and clean the bathrooms.

13. THEY HAVE STRATEGIES TO KEEP FROM ZONING OUT.

Guards have all kinds of tricks for not letting their attention wander from swimmers: they keep their shoulders square with the pool, they count how many times a song plays on the radio, and they rotate positions every 15 minutes. “A wandering mind is a dangerous thing to have while actively guarding,” Darrell says. “I count patrons. I go through scenarios in my mind.” Cell phones are usually prohibited: getting caught with one can be grounds for termination.

14. POOL NOODLES ARE THE BANE OF THEIR EXISTENCE.

While people are welcome to bring their own noodles to public pools, Darrell prefers they didn’t. Instead of being used as flotation aids, they wind up getting used as chew toys. “They end up with bite marks and chunks ripped out of them,” he says. “I often wish we could purchase noodles made out of foam that tastes like something rotten to discourage this.” Darrell will not directly seize a noodle from a tiny guest, but if he happens to see one abandoned, he will grab it. And he will not be sorry.

15. THEY’RE NOT BABYSITTERS.

“I think my single biggest peeve when it comes to guarding is parents who assume that we are there to babysit their children for them,” Marek says. “Nothing could be further from the truth. Lifeguards are there to supervise and ensure a safe, and hopefully fun, environment for all. It's incredibly selfish and irresponsible to assume that we are there to watch your one child when we've got hundreds of other people to keep track of. We are there to mitigate risk and respond if something does happen, not to babysit.”

All images courtesy of iStock.

This story originally ran in 2016.

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10 Secrets of Ice Cream Truck Drivers
Cindy Ord, Getty Images
Cindy Ord, Getty Images

Ever since Good Humor founder Harry Burt dispatched the first jingling ice cream trucks in Youngstown, Ohio, in 1920, kids and adults alike have had a primal reaction to the sight of a vehicle equipped with a cold, sugary payload. Today, ice cream trucks spend May through October hoping to entice customers into making an impulse beat-the-heat purchase. To get a better idea of what goes into making ice cream a portable business, Mental Floss spoke with several proprietors for their take on everything from ideal weather conditions to police encounters. Here’s the inside scoop.

1. IT CAN GET TOO HOT FOR BUSINESS.

The most common misconception about the ice cream truck business? That soaring temperatures mean soaring profits. According to Jim Malin, owner of Jim’s Ice Cream Truck in Fairfield, Connecticut, record highs can mean decreased profits. “When it’s really hot, like 90 or 100 degrees out, sales go way down,” Malin says. “People aren’t outside. They’re indoors with air conditioning.” And like a lot of trucks, Malin’s isn’t equipped with air conditioning. “I’m suffering and sales are suffering." The ideal temperature? "A 75-degree day is perfect.”

2. THEY DON’T JUST WANDER NEIGHBORHOODS ANYMORE.

An ice cream truck sits parked in a public spot
Chunky Dunks

The days of driving a few miles an hour down a residential street hoping for a hungry clientele have fallen by the wayside. Many vendors, including Malin, make up half or more of their business by arranging for scheduled stops at events like weddings, employee picnics, or school functions. “We do birthday parties, church festivals, sometimes block parties,” he says. Customers can pay in advance, meaning that all guests have to do is order from the menu.

3. SOME OF THEM DRIVE A MINIBUS INSTEAD OF A TRUCK.

For sheer ice cream horsepower, nothing beats a minibus. Laci Byerly, owner of Doodlebop’s Ice Cream Emporium in Jacksonville, Florida, uses an airport-style shuttle for her inventory. “Instead of one or two freezers, we can fit three,” she says. More importantly, the extra space means she doesn’t have to spend the day hunched over. “We can stand straight up.”

4. THEY HAVE A SECRET STASH OF ICE CREAM TO GIVE AWAY TO SPECIAL CUSTOMERS.

Customers line up near an ice cream truck
Andrew Cowie, AFP/Getty Images

The goal of any truck is to sell enough ice cream to justify the time and expense of operation, so freebies don’t make much sense—unless the truck happens to have some damaged goods. Malin says that it’s common for some pre-packaged bars to be broken inside wrappers, rendering them unattractive for sale. He sets these bars aside for kids who know the score. “I put them in a little box for kids who come up and ask if I have damaged ice cream,” he says. “Certain kids know I have it, and I’m happy to give it to them.”

5. THEY’RE CREATING CUSTOM ICE CREAM MENUS.

An ice cream nacho platter is shown
Chunky Dunks

While pre-packaged Popsicles and ice cream sandwiches remain perennial sellers, a number of trucks are mixing up business by offering one-of-a-kind treats. At the Chunky Dunks truck in Madison, Mississippi, owner Will Lamkin serves up Ice Cream Nachos, a signature dish that outsells anything made by Nestle. “It’s cinnamon sugar chips with your choice of ice cream,” he says. “You get whipped cream, too. And for the ‘cheese,’ it’s a caramel-chocolate sauce.” The nachos work because they’re “streetable,” Lamkin’s label for something people can carry while walking. “The next seven or eight people in line see it, and then everyone’s ordering it.”

6. THEY DON’T ALWAYS PLAY THE ICONIC JINGLE.

Before most people see an ice cream truck, they hear that familiar tinny tune. While some operators still rely on it for its familiarity, Malin and others prefer more modern tracks. “Normally we play ‘80s rock,” he says. “Or whatever we feel like playing that day. We rock it out.”

7. POP CULTURE CHARACTERS ARE SOME OF THEIR BEST SELLERS.

A Captain America ice cream treat
Doodlebop's

While adult customers tend to favor ice cream treats they remember from their youth, kids who don’t really recognize nostalgia tend to like items emblazoned with the likenesses and trademarks of licensed characters currently occupying their TV screens and local theaters. “Characters are the most popular with kids,” Byerly says. “SpongeBob, Minions, and Captain America.”

8. THEY KEEP DOG FOOD HANDY.

At Doodlebop’s, Byerly has a strategy for luring customers with pets: She keeps dog treats on hand. “The dog will sometimes get to us before the owner does,” she says. “If the dog comes up to the truck, he’ll get a Milkbone.” That often leads to a human companion purchasing a treat for themselves.

9. SOMETIMES RIVALS WILL CALL THE COPS.

Though there have been stories of rogue ice cream vendors aggressively competing for neighborhood space over the years, Malin says that he’s never experienced any kind of out-and-out turf war. Ice cream truck drivers tend to be a little more passive-aggressive than that. “I have a business permit for Fairfield, so that’s typically where I’m driving,” he says. “But sometimes I might go out of town for an event. Once, a driver pulled up to me and asked if I had a permit. I said ‘No, I’m just here for an hour,’ and he said, ‘OK, I’m calling the cops.’ They try and get the police to get you out [of town].” Fortunately, police typically don’t write up drivers for the infraction.

10. SOME LUCKY CUSTOMERS HAVE AN APP FOR HOME DELIVERY.

An ice cream truck driver looks out of his window
Roger Kisby, Getty Images

Technology has influenced everything, and ice cream trucks are no exception. Malin uses an app that allows customers to request that he make a special delivery. "People can request I pull up right outside their home," he says. If their parents are home, there’s one additional perk: "I accept credit cards."

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