Only a tiny fraction of society are born with a hustler gene. Not only do these people find ways to bypass the rules, they seem to rewrite them altogether. And what for? If not for the thrill, then for getting what they want.
Call it a selfish code in their DNA or a Wolf of Wall Street phenomenon, you can’t help but wonder how it’d be different if we too could learn a little bit from them. Turns out, it all starts with spotting the loopholes, big and small, and learning to use them to your advantage.
“What is a loophole that you found and exploited the hell out of?” someone asked on Ask Reddit, and the thread got people sharing how they managed to milk the system, to get away with things, to attain something that wasn’t theirs and so on and so forth. Read below for the most interesting stories!
#21
Coming to school 3 hours late. I found out that as long as you have a parent’s note, you could come in late unlimited times. The only restriction is that after 15 days missed for a class, you’d fail it. So, at the beginning of the year I pressured my guidance counselor to move my two study periods to period 1/2 and a blowoff class (which I didn’t need the credit for) to period 3.
Came to school at 10-10:30am every day my senior year opposed to 7am. Extra 3 hours of sleep, bringing fast food into lunch, and avoiding the hectic metal detectors made it well worth. Props to my grandma for writing 140 late notes for me at the start of the year. That my friends, is how you play the system.
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128points
#22
Moviepass was $10 a month and you could use it to get 1 movie ticket a day. I lived next door to a Regal, and I went everyday because Regal would give their reward points for every ticket purchased. They didn’t care that Moviepass was paying for the tickets then giving them to me as part of my subscription. In 8 months I spent $80 on the subscription and saw everything that came out and I racked up enough Regal rewards points for about 50 free popcorns or drinks.
Moviepass went out of business but I still had all the Regal rewards.
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127points
#23
At the Game Developer Conference (GDC) in San Francisco, Google had these tablets setup with quizzes about their products. The fastest time + the most correct answers would win a new several hundred dollar Tablet and some other goodies, each day.
I found a loophole/exploit that when you finish the quiz, you can just press the back button and take the quiz again. The questions and answers were in the same exact order this way. I memorized the location of the correct answers and would make an unbeatable time for the day.
I did this three days in a row, but after the first day, I put my co-workers names down, and won us all the tablets.
There was some other guy from Lockheed Martin that was pissed off at me because I didn't allow him or his friends to win. He was using a different exploit to get fast times, but his exploit made his questions randomize the order of the answers, which slowed him down.
I did not feel bad one bit. He was exploiting too, I just did it better. F**k him and his b******t posse he was with.
The employees at the booth did not care one bit. They were all contract workers.
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121points
#24
I once bought a gorgeous, solid oak dresser with attached mirror accent that was priced at $1200 for only $1. I was on a website surfing for dressers for my newborn and came across a free shipping promotion. So I filtered results for dressers for the lowest priced item. Up pops this dresser for only $1. Upon further inspection I realized that the same dresser in other finishes were priced correctly at $1200. But this oak dresser was priced in error. I reluctantly added to my cart half expecting it to update the price... but it remained $1. Plus they had free shipping that day, so my cart total was $1.06. I completed the transaction and then called their CS number. I explained and was put on hold for almost 20 minutes. The woman came back and confirmed it was an error but that they had to honor the price. The page it was on went unavailable before I could let anyone else in on my find...
**An after thought to mention... freight shipping was normally $399 so it was a truly an amazing score.
**An after thought to mention... freight shipping was normally $399 so it was a truly an amazing score.
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120points
#25
When Bank of America first offered it's keep the change program, I went to the gas station, pumped 5 cents, then restarted it over and over. I was there for an hour and made 300 bucks. They stopped matching 100% very shortly after.
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116points
#26
1 Credit Card point for every dollar spent.
But up to 5X for every dollar spent abroad.
I've been on a 6 year "holiday" abroad and they haven't brought it up.
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115points
#27
Before the pandemic hit, I used to sometimes go to Taco Bell between classes for a snack. One day I got a receipt with a code to fill up an online survey for a free taco on your next purchase (which is what I was buying anyways, since it was just a small snack). I decided I'd fill it up and buy a soda (which was cheaper) next time just for the free taco, thinking it wouldn't give me a new code, but it did.
Anyways, I started doing it so often that the employees started recognizing me, and one even told me "normally I tell customers to remember to fill out the survey, but I'm sure you'll remember."
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114points
#28

Years ago, Burger King sold mugs that you could refill for free any time at all. With soda or even shakes. My friends and I would bring a single mug, go in and get a chocolate shake, go back to the car to move the contents to another mug, go back in and repeat until all of us got free chocolate shakes. We did this regularly for about two years of high school.
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109points
#29
I remember being young and going to Chuck E. Cheese. When you were pulling your tickets out, if you found this sweet spot then you could just keep pulling the tickets out. My mom had a hard time figuring out how I got 10,000 tickets in under an hour
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108points
#30
In college, I had a full scholarship that paid for everything, including textbooks. All I had to do was show my scholarship coordinator the receipt for the purchased supplies, and she'd apply the credit to my tuition bill as a paid expense and I'd get reimbursed. I'm sure all of you know how expensive on-campus bookstores are compared to getting that same book on Amazon or Chegg. Like easily 30-40% more. My bookstore had a price-match program that would give you back the difference if you showed them the cheaper Amazon price online.
So I'd buy all my textbooks at the ridiculous bookstore price, using my credit card (getting cash back points btw). Take the receipt to scholarship coordinator, she'd credit the entire cost to my account, I'd be reimbursed in full. Then I'd go to the campus bookstore with proof of all the cheaper textbooks on Amazon, and they would credit me the difference I "paid" back on my card. I made roughly $300 a semester doing this.
Tldr: I made a profit in college buying textbooks, getting them reimbursed by my scholarship, then getting price-match credits back.
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104points
#31

Years ago I would buy a few games at a time. Some of the games I'd play for a few hours before deciding I didn't like the game. Since the games were opened, the store I bought them from wouldn't take it back. HOWEVER, I learned that Walmart would exchange the game for you, no questions asked without opening the new game. So I'd go to Walmart to 'exchange' a defective game, take the new, unopened game to the store I originally bought it from and return it for full price. Oops.
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83points
#32

We had a situation at my old job (a huge, international company) where we’d work shifts, either 8/10/12 hours. Anything after 8 hours was overtime.
Sometimes we were scheduled for the next shift quite soon after the last one had ended, for example 05:00-12:00 and then 19:00-00:00.
Someone discovered that if there were less than 8 hours between shifts in a 24-hour period, anything after 8 hours total was paid the overtime rate.
We did it for ages and then in the context of some team chat, some twat asked one of the managers whether the above scheduling would still be feasible.
Turned out the management hadn’t even noticed and stopped it immediately. And back to minimum wage we went.
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78points
#33
The soda machine at a dorm I lived in had a weird glitch. If you put in five cents more than the asking price and pushed the product select button, the machine would empty all of its change out at once. We did this a few times and got $20-40 each time!
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76points
#34
Opened an Amex credit card and the introductory offer was 10% cash back in restaurants for the first year. I worked for a sh**ty chain restaurant as a server, so I would just stack a few of my large cash tables and put them on my card, then pay it off every week. Made
an extra $20-$30 a shift
an extra $20-$30 a shift
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76points
#35
Microsoft used to have (still might for all I know) online training for videogame retailers in order to train store employees on current and upcoming products that they could sell. The training gave points for each video and knowledge quiz you took, which could be exchanged for free games, computer hardware, store gift cards, etc.
By signing in under a random Gamestop store ID number (which was posted online), skipping the video, and brute forcing the knowledge quiz, was able to rack up a whole bunch of points and get several XBox games and simple computer hardware for essentially nothing.
Never worked a day of retail in my life.
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75points
#36
Not me, but my dad. He was building a deck on their house. If the deck attaches to the house, you need a permit to build one in our city, since it's considered an addition/improvement. If the deck doesn't attach to the house, it's a free-standing structure, and you don't need a permit. So he built the deck right up against the house, but it doesn't actually attach to the house, so he didn't need a permit. All he had to do was add a few extra posts under the side of the deck nearest the house.
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75points
#37
At wingstop, if you order on their website(for delivery or to pick up), you can order wings by preset amounts but they usually restrict you on how many flavors you can have so naturally, the more wings you order, the more flavors you can have. I usually get 15 wings; however, if you do this, they restrict you to 2 different flavors only. If you upgrade to 20 wings, you can have up to 3 flavors but 20 wings is too much for me. If you order 10 wings, it is still restricted to 2 flavors, but 10 wings is just not enough for me.
The thing is, I want 15 wings with 3 different flavors though(5 wings per flavor) so I can have a nice time eating my wings, and enjoy 3 different flavors. But clearly this option isn't available. My workaround is to order the 10 wings with two different flavors. But the last 5 wings? At the end of ordering before you checkout, they offer you the option to add 5 more wings of one flavor to your order, so I do this to get my 15 wings with 3 different flavors. All for the same price.
Nothing too profound lol. I just like taking my passport to Flavortown.
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74points
#38

On Airbnb, some hosts allow you to change the date of the booking without any additional charges, (but would charge you if you cancelled the booking within certain hours) so if i had to cancel my booking without losing money i would change the date of my reservation to a month ahead of what it is currently and then in a couple of days cancel my reservation and get a full refund.
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73points
#39

I lived near a casino that would let you get chips using your credit card. I liked some if the show's and restaurants there but never gambled. So every time I went I'd charge $5K to my credit card for chips. Then I'd cash out at a different teller swing by the bank on the way home deposit the money and pay off my credit card. I did this maybe once a week.
Boom $5K of free points / cash back.
59points
#40
Worked for a Uber a while back. They had a promotion for drivers where they guaranteed you $20 an hour. The stipulation was that you had to average at least one ride per hour. I lived in an area that I would never get ride requests, but close to an area that was always busy and I would get requests for very short rides back to back. So, I would drive to this area, do like 10 quick rides within about 2 hours. Then I would head home and leave the app on for an additional 8 hours, not receiving any ride requests, and get paid for 10 hours. Basically, drive for 2 hours, make $200. This lasted a year before they changed the promotion rules.
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59points


