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  • 2026
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  • Family Feud on the Streets: Cash Drops around Boston Area
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Family Feud on the Streets: Cash Drops around Boston Area

Gabriela Parini Cordova January 20, 2026 7 minutes read
FAMILYV FEUD ON THE STREETS CAsh drops around boston area (1)

RIIINNGGGG! The last bell of the day goes off and students dart out of their classes to greet their friends and go home. Finally being able to hold their phones again, only to check social media and see a $500 cash drop right outside of the school.

Students raced to the Malden Public Library, swerving through afternoon traffic and passerby as they rustled through the bushes hoping to be the lucky winner. Within a minute the money had been swooped up by a follower of the @findthecashbos account.

“My friend started running in the Jenkins hallway and I was asking her ‘why are we running?’ but she said ‘just follow me’ and I was really unsure if I should follow her or not. I ended up following her and we just saw a bunch of people going to the Malden Public Library,” senior Avani Chhetri explained. 

Sign outside of Malden Public Library pointing towards the entrance of the library. GABRIELA PARINI CORDOVA

Alex Giallanella is part of Win It Entertainment, he is the advertising manager and one of the videographers for the @findthecashbos account that posts cash drops every week. They are usually held on Fridays, Saturdays, and Sundays. “This page was started up a year ago and it’s already done so well with over 260,000 followers, but I’ve been working with them since April and we’ve done a ton of drops together. Just giving back to the community inspired me.” He continued, “I know everyone loves cash, everyone loves winning things…It’s like Family Feud on the street. Who wouldn’t like it?”

Unbelievably, this is not new to the area, as there have been past drops in Malden. On September 8th of 2025, there had been a $500 cash drop outside of the United States Post Office hidden in some rocks by the crosswalk separating Mountain Avenue and Dartmouth Street. This drop was won by a Malden High School student and the clip of the winner can be found on their Instagram account.

The Boston area is not the only place to have been propagated by these cash accounts as they have also hit New York, Tennessee, Washington, North Carolina, Texas, California, Florida, amongst other states, even going outside of the United States into Toronto, Canada. This cash drop sensation has taken over and gone nearly nationwide.

High adrenaline is always profound in the communities when these cash drops are revealed. People check their feeds and reload their pages at the allotted time they are to be posted, then they race to the exact location, hoping to beat out over 269,000 other followers also waiting for the money.

Chhetri also mentioned, “It was chaotic with a lot of people running around…We got to the place where the cash was and there were a bunch of people around right in front of the bushes outside the library.”

Some people are drawn away from participating due to the fact that the clips of people searching for money that’s already been taken gets posted to their account. After the money is found Giallanella continues recording to catch the reactions of people barely missing the cash drop, posting them alongside the winner to their page.

These accounts began to pop onto people’s feeds in early 2025 but slowly gained more and more traction as the amount of money increased. @findthecashbos had initially started with $50, then increased to $60, then $100, and $250, up until they reached the $500 and $1,000 drops that they were able to achieve today.

 @injurymoney’s story posting the vicinity of where the cash drop will be for the November 21st cash drop. GABRIELA PARINI CORDOVA

Many of the accounts are able to give so much cash away to these communities due to their sponsors. From all the attention their accounts have gained, they have been able to attract businesses and people to sponsor their drops and give them more money to give away. 

Giallanella explained, “Our current main advertiser is our legal partner Audai Cote and his Instagram tag is @injurymoney. He did so well with us, he went from 5,000 followers to 50,000 followers in a few months and he loved it so much he decided to do a drop with us every week.” 

Cote is able to gain followers due to the fact that he posts the general area in which the cash drop will occur. His account is private, so to see the drop each week, users have to follow him in order to keep up with his posts. 

“He committed to giving $24,000 to give back to the Boston community. He gets a lot out of that from publicity and he gets a lot of business. Soon everyone in Boston is going to know him. So if anyone wants to build a name or build their business in Boston, this is definitely one of the top things to work with,” Giallanella added.

However, Giallanella does not only work with Win It Entertainment. When he is not filming and posting cash drops, he is working in Lowell “at Saint Paul’s soup kitchen as a board of director,” where they “feed over 100 less fortunate people everyday. Every Tuesday we give out 2,500 pounds from the food bank to the public there in the greater Lowell area.” He goes on to say, “I love to give back to people and it’s such an honor to give back to people. I wish I could do this every day.”

These cash drops mean more to him than just some game for the people in the Boston area. The impact on the community is what he loves to see every time he does one of these drops. “Sometimes you just pray for things like these. Sometimes you just pray to the Lord like ‘Hey I need abundance in my life’ and sometimes you just become the abundance. I prayed for this kind of opportunity and it just fell on my lap and now I’m happy to be a part of this company, it’s fast growing.” 

As the account grows bigger, there becomes more opportunities for the cash drops to be given back to the communities. As of right now, Malden won’t see another cash drop for a couple of months while every other city gets their turn at this treasure hunt. 

With the accounts rapid success, they have already met many of their goals since starting up. Their next goal “is to get to a million followers by next year or half a million, that would be amazing, and get some more exclusive advertisers…if I can get an exclusive advertiser for real estate, maybe a restaurant, I’d be able to do this every day,” Giallenella explaineds.

Giving back to the community is principal to these cash drops and brings the community together in a city-wide hunt for cash. “It’s good that they do this for the community because it can help a lot of people in need,” Chhetri stated. Students, adults, kids, and teachers can all engage in these drops as they are’re not exclusive. The posts are open to the public and as long as users stay updated, they can go to every drop and hopefully get lucky, claiming the cash prize for that day. 

About the Author

Gabriela Parini Cordova

Administrator

Gabriela Parini Cordova is the Editor-in-chief of Print and Design as well as a returning member of The Blue and Gold. She is a senior and has been taking the class since her freshman year. Taking this class, she hopes to work on her photography skills and truly hone in on them this year as she wishes to pursue this hobby further. She is currently the president of the Roblox Club, Secretary for the Class of 2026, and a member of the A.O. Step Team--all of which keep her involved in the community while she pursues her passions. Outside of school, Gabriela spends most of her time studying, but when she does get some free time, she spends time with her friends and plays video games like Roblox and Fortnite. In the future, she plans to study law or something in the historical field as she loves History and English.

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