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AITA for not donating money I won in a raffle to charity?

by Michael Lee
November 27, 2025
in Aita
Reading Time: 5 mins read
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In the midst of a bustling local bar, two friends sought a simple afternoon escape—lunch, drinks, and casual conversation. Yet, fate had woven a deeper thread into their day, as a nearby fundraiser for an animal shelter stirred a quiet promise of hope and generosity within the crowded room.

As the raffle tickets changed hands and anticipation grew, the friends found themselves caught in a moment where charity met chance, and the true value of giving extended beyond the prizes. This was more than a game of luck—it was a reminder of the unexpected connections that bind us in kindness and community.

AITA for not donating money I won in a raffle to charity?

Today a buddy and I went to a local bar...

On the other side of the bar was an organization...

After about an hour some people from the fund raiser...

Was for donated items such as a TV, camping equipment...

My friend did not grow up in the United Stares...

I explained to him that the money raised was split...

And they also try to coerce the winner into donating...

someone from the organization gets on stage and starts, announcing...

The emcee reads the winning numbers and I realize that...

As she hands me the money, she asked me if...

My response was "did she ask the winner of the...

As renowned researcher Dr. Brené Brown explains, “Boundaries are the distance at which I can love you and me simultaneously.” In this scenario, the OP established a clear boundary regarding their financial assets when purchasing the ticket, viewing it as a transaction where they paid for a chance to win. The organization, however, operates under the social contract that participants, especially large winners, are likely to be generous, blurring the line between a purchase and a voluntary contribution.

The OP’s motivation appears rooted in fairness and adherence to the literal rules of the raffle (50% to the winner). Their response, questioning why the TV winner wasn’t asked to donate, highlights the perceived hypocrisy or unequal pressure applied solely to the cash winner. While ethically the OP is within their rights—a purchased raffle ticket is a contract—the social dynamic of fundraising events often pressures winners into public acts of generosity. The organization’s immediate request placed the OP in an uncomfortable position, leveraging the emotional impact of charity against the OP’s personal financial gain.

The OP’s action of keeping the money was appropriate given the stated rules of the 50/50 raffle. A constructive recommendation for future interactions would be to preemptively state the intention regarding donation *before* accepting the prize, or to decline the prize publicly if they have no intention of donating, thus managing expectations before the pressure moment occurs. Alternatively, a more diplomatic response on stage might have been, “I’m thrilled to support the shelter, and I’ll certainly be making a separate donation later this week,” while still collecting the prize.

What do you think of this story?





THIS STORY SHOOK THE INTERNET – AND REDDITORS DIDN’T HOLD BACK.

Hot_Aside_4637 I've never heard of any 50/50 raffle pressuring the...

What's the point of entering?

Agreeable-Slip5926 It's a 50/50 they got their money d**n

cla*s="comment_author">Dazzling-Treacle1092: They have the raffle to make money. You paid...

It sounds more like a scam than a legit raffle....

It's for a good cause you know and if you...

Huge_Mistake_3139 NTA - A club in a part of does...

The largest I've seen it get is about $600. Some...

I'd split it between my son's 529. It's not enough...

SummitJunkie7 It's not like the organization would consider donating their...

and people would think it was rude if you asked...

I've seen lots of 50/50 raffles and I've never seen...

If they wanted straight up donations with no prize money...

They know the chance of winning is the reason people...

A*sumptionOwn401 You did donate it to charity. You donated to...

National-Ad-228 H**l naw. 50/50 is 50/50.

The original poster (OP) won a substantial amount of money in a 50/50 raffle and immediately faced pressure from the organizing charity to donate the winnings back. The central conflict is the OP’s assertion of their right to the prize money they legally won versus the expectation, heavily implied by the nature of the event, that a large winner should contribute back for the cause.

Was the OP wrong to refuse the implied donation request and keep the full prize money they won fairly, or did accepting the money from a charity fundraiser create a social obligation to donate it back to the cause?

Michael Lee

Michael is a tech enthusiast sharing insights on software development and gadgets.

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