I didn’t find this loophole but my friend did: A few years back, an online store had this promotion where whoever spent the most money over a month would get free round trip airplane tickets to anywhere in the world. My friend (who’s a fu*king genius) found that one thing you could buy on the site was a gift certificate. So he bought a $25 gift certificate and kept spending it on another $25 gift certificate. So he ended up spending $25 on round trip tickets to Australia.
BrushGoodDar / Via reddit.com
I used to work at papa johns to pay my way through college. There was a contest we had where if you got someone to “upsize” their pizza from like a medium to a large for an extra $2, you got points towards movie tickets. A large was simply $2 extra normally anyways. Anyone that ordered a large, I simply put in a medium and “upsized” it. I won every f**king week. My coworkers didn’t notice this obvious loophole and it didn’t cost the customer extra so I didn’t have a problem with this morally gray area. Free movie tickets every week was a huge in college.
ZachMartin / Via reddit.com
When I was a kid my town had a “slow bike race” tournament. So the objective was to cross the finish line in last place, the key is to keep your balance. Well the rules stated that each time your foot hit the ground you would have 5 seconds subtracted from your time. But it didn’t say anything about keeping your foot planted on the ground. So once the race started I just stood there and waited until everyone else finished, waited a good 5 seconds after that, then just rode across the finish line.
Ultimately they didn’t let me win which I think is horse sh*t because they wrote sh**ty rules and a 12 year old found a loophole.
machomoose / Via reddit.com
Back in the 1960s, the school district in my hometown was broken up and absorbed into the surrounding districts. Fast forward to 2003. I’m applying to colleges. I discovered that there is a scholarship fund for people living in that old district’s area. The district is gone, but the scholarship still exists! I applied, and got the scholarship. I don’t think there were any other applicants.
kms2547 / Via reddit.com
Not very impressive but at my highschool we had to wear a buttondown and a tie to class every day. One of the kids realized that they never specified what kind of buttondown it had to be so he wore a hawaiian shirt to class with a tie. Technically it met the dress code so it stuck.
Pretty soon most of the school started wearing hawaiian shirts with ties to class. We looked like a bunch of ridiculous Jimmy-Buffet-goes-Mormon types but it was worth it to spite the system. They changed the rule to ban hawaiian shirts a week later.
taylor1288 / Via reddit.com
My friend made a spreadsheet of all the restaurants in town that gave you free stuff for your birthday, and mapped out the shortest route to take you to all of them.
zephyrcoco / Via reddit.com
My dad figured out a good one back in the 80′s. Just like they do now, back then cable companies would give you a free weekend trial of a premium channel (HBO, Cinemax, etc) in an effort to get more people to sign up for those channels and pay more. However, our cable company’s method of giving you access to the special channel was to send a signal to your cable box which unlocked the channel. To turn off the channel at the end of the free trial, another signal was sent. My dad figured out that the signal to lock it was only sent for a short period of time, so before the end of the free weekend, he would unplug the cable box and then plug it back up the next day. Since the box never got the signal, we would have a free premium channel for a while. Usually after a month or two it would get shut off so we’d have to wait for the next free trial weekend.
Guac__is__extra__ / Via reddit.com
Back in 2013, Papa Johns had a promo for the Super Bowl where if you called the coin toss correctly, you would get a voucher for a free 1 topping pizza. However, the only control in place was you could only enter the contest one time per email address. I created more than 60 emails, half of them calling heads, half tails. Ate free for six weeks.
TheDrunkenOkie / Via reddit.com
Teacher: For this project you will work in groups of less than seven. Me: Sir, one is less than seven. … Teacher: Ok, fine. Do it all yourself then.
I got 70% on this assignment, highest mark I ever got in group work.
CatTatze / Via reddit.com
My high school had a stupid rule that banned you from attending prom if you went to a saturday detention that semester. I got in trouble and was assigned to Sat. D-Hall, but my girlfriend really wanted to go to prom. I just kept skipping it and they kept adding more until they rolled it into a day of actual suspension. They had no rule barring you from prom for an out-of-school suspension so I got a day off and took my girl to prom.
meinherzbrennt42 / Via reddit.com
In third grade, our teacher had to leave the room for some kind of emergency, and left one of the students in charge (the “teacher’s pet”, of course). The teacher said that we were not allowed to talk, and if we did, we would have to write 100 times “I will not talk in class when instructed not to”, or something like that. Well, my friend and I were bored, so we started writing out the “punishment”, and when we were finished, proceeded to talk to each other until the teacher returned. The student left in charge wasn’t sure what to do. It was hilarious.
genital_furbies / Via reddit.com
My brother once yelled “last one to jump in the pool is gay,” and then jumped into the pool. However, I figured out that if I did not jump in then technically he would be the last one in the pool, and he is still gay to this day.
bpbucko614 / Via reddit.com