illustration: walker miller
The world of skateboarding, like the economy, often feels like a game where everyone’s trying to hustle their way to the top. While we’re not endorsing illegal activities, we understand that sometimes you need to get creative to make ends meet. If you’re trying to cover the cost of a new board or just want to make a few extra bucks, here are some street-smart scams and schemes, inspired by the real world, and a bit of skateboarding lore, that might just help you get there. Remember, the streets are a tough place, so play smart.
The Hobo Hangout
This one’s as simple as it gets. Find a busy sidewalk, make a sign with some deliberately bad spelling, put out a hat, and start asking for spare change. It may not be glamorous, but it can be surprisingly profitable. Our intern, Russell, raked in over $16 in just an hour in lower Manhattan. That’s more than minimum wage, and it’s all tax-free! As long as you don’t mind the occasional sideways glance, this is an easy way to make some quick cash.
Man begging on a sidewalk with a handmade sign.
The Street Performer
Think begging is beneath you? Then earn your handout with a street performance. This requires a talent of some sort. Find a busy public park, set out your cash receptacle, and show off your skills. Russell, sadly lacking any discernible talent, wasn’t so successful, but you might have more luck. If you’re a skilled skateboarder, try busting out some Casper stalls, primos, and space walks like Rodney Mullen on Venice Beach. Or, if you’re artistically inclined, try your hand at those cheesy spray paint solar system paintings. Who knows? You might be the next big thing on the sidewalk.
The Can Collector
One person’s trash is another person’s (potential) profit. You can make a bit of money collecting recyclable cans from bins. In some states, you can get up to 15¢ per can. That may not seem like much, but 140 tallboy cans, which is about one good party’s worth, can get you a cool $20. Plus, you get to brag about being environmentally conscious! You can even save money on food by embracing freeganism and cooking up whatever you find in the bins. It’s a win-win, if you don’t mind getting a little dirty.
The Thrifty Scamster
This one requires a bit of effort but can pay off handsomely, as demonstrated in the video linked in the original article. The idea is to score free products from brands by posing as a social media influencer. Create a fake account, buy some followers, and start shilling for brands who will send you free stuff. Then, take the free gear to a thrift store and sell it for profit. If you don’t want to go through all that trouble, just borrow some clothes from your parents (they might forgive you).
Keenan’s Switch
This classic scam, made famous by Keenan Milton in the Chocolate Tour video, is a bit dated but still might work on some unsuspecting shopkeepers. It’s simple: you need $19, an envelope, and a gullible cashier. Follow the steps that Keenan lays out in the video. With a bit of sleight of hand, you can easily double your money. It’s all about having confidence and not getting caught. If you do get caught, just try again at the next spot.
Man begging on a sidewalk with a handmade sign.
The Skate Brand Scam
This scam is inspired by the skit in Kings of Promotion by Consolidated Skateboards. The idea is to start your own skateboard brand, but without any real investment. Find a skater good enough to get sent free product, rebrand it with your own logo, and sell it on social media. The more blatant the ripoff, the better. There may not be much money in skateboarding for people with integrity, but you’re not that kind of person, are you?
These are some unconventional ways to make a few bucks. Remember, though, that some of these are illegal or morally questionable. We’re not telling you to break the law, but we’re not going to stop you from getting what’s yours. Play smart, skate hard, and keep hustling.
Words: CK
Header Illustration: Walker Miller
Stunts: Russell Dolan
Filming/Editing: Alexis Castro
Other scams stolen from: Chocolate, Consolidated
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