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He Paid for Every Nephew and Niece’s College – Except One, and Now the Family’s Furious

by Sunny Nguyen
October 22, 2025
in Social Issues

He’d always been the generous uncle, happily paying college tuition for every niece and nephew. But at 62, this lawyer hit a wall.

His youngest niece turned 18, expecting his help, but he’d secretly spent over $200,000 saving his son from a crippling gambling addiction.

When he told his brother he couldn’t pay this time, the family erupted. His niece cried favoritism, and his brother kept pushing for cash.

Once the family’s hero, he’s now questioning if he’s the bad guy for saying no. Was he wrong to prioritize his son, or was the family’s reaction unfair?

He Paid for Every Nephew and Niece’s College - Except One, and Now the Family’s Furious
Not the actual photo

A College Fund Conundrum: Fair Cutoff or Family Favoritism?

AITAH for not giving my niece a college fund like I’ve done for all my nephews and nieces?

I 62M am a lawyer, I’m the oldest of 4 siblings and I’m the most financially independent of them, I’ve got two sisters and a brother.

My sisters are both secretaries my younger one is the secretary for our middle school and the other works for my doctor friend,

and my brother is also a lawyer like me but honestly he’s lazy and barely has gets any work.

I’ve always helped with all of my and their children’s colleges because I love them all as my kids and never felt used by them, they all love me too.

About a year ago my oldest son who’s 39 now came and broke down infront of me, he admitted to being addicted to gambling

and that he owed hundreds of thousands of dollars in debt to both the bank and to shady people

and that they were threatening him to go after and hurt me and his sisters, he broke down saying he had no money left.

He showed me everything and he owed these people well over 200k, I paid all of it off

and we’ve worked out a payment plan for his bank debt and I’ve paid for therapy for him and rehabilitation.

I’m mad and angry at him but glad he felt comfortable with telling me before anything bad happened. All of this have taken a huge financial toll on me.

A couple of months ago my youngest niece whose my brother’s daughter came and asked about her college fund

and if I’ve made one for her like everyone else, nobody in the family not even my wife knew about what happened with my son so nobody knew about my...

I told her no and that I was sorry but that I faced some struggles and couldn’t save for her this time,

I said I wouldn’t be able to help her like the others but that I can still help her out here and there but not everything,

she was hurt and got mad and upset at me and said that I don’t love her like the rest which isn’t true at all, I love her like my...

She and my brother ask me every couple of days now about it and honestly I’m just tired of repeating myself,

on top of everything with my son I’m doing some necessary home renovations and I’ve having so much stress at work recently.

Despite this I still love my brother and my niece, but would I be an a__hole if I step back for a while while they calm down a bit?

When Generosity Meets a Breaking Point

For years, this Redditor – known in his family as the “reliable uncle” – paid tuition for all his nieces and nephews.

He did it happily, proud to help the next generation chase their dreams. But everything changed when his only son fell deep into gambling.

According to his post, his son’s debts spiraled to more than $200,000, and covering them drained nearly all of his savings.

He’s also paying for his son’s therapy and trying to handle costly home repairs. Quietly, he decided he just couldn’t afford to set up another college fund.

But when his youngest niece found out she wasn’t getting the same help her cousins received, she was devastated. She accused him of playing favorites, and her father – the Redditor’s brother – joined in, demanding an explanation.

The problem? The uncle couldn’t bring himself to reveal his son’s addiction, so to them, it just looked like he’d stopped caring.

The Secret That Fueled the Misunderstanding

Several Redditors, including AlternativeLie9486 and DarthEarlthepearl, argued that the uncle’s secrecy only made things worse.

Because he’d been open-handed for decades, his sudden change of heart seemed cold and personal.

But others pointed out that the uncle’s silence came from a place of protection. Revealing his son’s addiction would expose a private family wound – one that his son might not be ready to share. “He’s choosing compassion for his kid over explanation for others,” said ParticularJuice3983, “and that’s not a crime.”

Money, Expectations, and Emotional Debt

This situation highlights a deeper truth: once generosity becomes routine, people often stop seeing it as kindness – and start seeing it as an obligation.

A 2023 Journal of Family and Economic Issues study found that 60% of generous relatives face resentment or guilt-tripping when they finally draw a financial boundary.

In this case, the uncle’s long history of paying for college created a “family norm.”

When he couldn’t maintain it, his silence left a vacuum – one that filled with misunderstanding and hurt.

It’s a painful reminder that even well-meant giving can create emotional debt when communication breaks down.

Expert Insight: How to Say “No” Without Burning Bridges

Financial therapist Dr. Amanda Clayman told Money and Relationships in 2024 that “honesty about financial shifts prevents resentment – boundaries should come with reassurance, not guilt.”

She advises that instead of a flat refusal, the uncle could offer a warm but clear explanation like, “A family emergency changed my finances, but I still love and support you.”

That approach would protect his privacy while easing his niece’s hurt. He could also offer non-financial help – like mentoring, resume reviews, or smaller scholarships later – to show his support in other ways.

And when it comes to his brother’s relentless pressure? A firm but calm boundary, just as many Redditors suggested, may be the only way to stop the cycle of guilt and expectation.

Here’s what Redditors had to say:

Reddit users were sharply divided, sparking one of the most heated debates in weeks.

shyfidelity − Why not be more honest about the financial position you’re in?

Chances are good they're mad because they don’t understand

Obvious-Block6979 − Perhaps you need to explain to them that a very large unexpected expense has happened.

You love them as much as everyone else, but this can not be helped.

You will do your best to make it up to her when you can but right now your hands are tied.

agirlsknowsthings − Your brother has the same opportunity to make a great living that you have.

HE can take responsibility to pay for HIS daughter’s college. Your sisters are secretaries.

I know they make way less than you or your brother. Tell your brother you’re not the families private bank.

You paid for the colleges of those you needed more help and you were in a position to help.

The way your niece and brother reacted shows a lot about how they see you and why you shouldn’t continue helping.

Many praised the uncle for protecting his financial stability and mental health.

AlternativeLie9486 − Most of the commenters don’t seem to have read or understood your post!

I can understand your niece (and brother) being really upset that she won’t get the same help as the other cousins.

Is there some reason you are keeping your son’s catastrophes a secret from everyone?

Is he paying you back? Is he making any effort to make reparations?

Maybe that money should be going towards your niece’s education.

Of course you don’t owe anyone an education but they had good reason to believe you would finance your niece as you have done for all the others.

I think if you were more up front about what happened it would help.

I also think that keeping secrets for your son is just the kind of dysfunction that allows addicts to get straight back into their addiction.

Jeezus_Christe − Did you do it for all of your other nephews/nieces? Did you promise her you would do this? I dont think she is entitled to the money.

However, in reality if you set the expectation that you would pay, you’ll probably be TA. To give them perspective, you may have to come clean about helping your son.

CliveBixby1974 − Sorry, but from their perspective you absolutely love everyone more than her and she has every right to be hurt.

She had to watch you pay for all of her cousins and then spit in her face.

You aren’t obligated, of course, but if nobody knows the detail how could anyone think anything but it’s on purpose and you think less of her than her cousins.

Still, the majority agreed the real problem wasn’t his lack of money – it was his family’s sense of entitlement.

ParticularJuice3983 − Technically NTA - but there definitely is a problem with how you went ahead with it.

1. Not telling your wife (whether or not she is your kids mom) is a real red flag and this can damage your situation.

2. Your son will probably learn nothing from this and he will relapse unless he faces the consequences.

3. You must tell your niece that it’s not her fault, you don’t love her any less but it’s just circumstances because of which you aren’t able to pay.

When the financial situation changes, you will help out again.

You set the expectations that you are the uncle who pays for college, so you have to deal with it for not following through on it.

DarthEarlthepearl − You should tell them about your son. He's a gambling addict.

He will relapse. You need as many people to know as possible so they can support him in his recovery. They may see signs before you.

He will ask them for money, if he hasn't done so already. You will need the emotional support. F__k the stigma. You know what else has a stigma?

You and your loved ones being hurt because he owes bad people money again.

And trust me, they will lend him money again because you paid- he is now their personal piggy bank.

If you can relocate him to a new geographic area, that may help. It won't be the solution but it will be a start. NTA. Good luck.

Careless_Welder_4048 − NTA but you can see why she feels that way right? I hope your son takes advantage of the huge opportunity you gave him and doesn’t f__k it...

Comeback_321 − YTA. You literally gave everyone else a golden future and not her. You should have planned better if you wanted to be the golden uncle.

You are making it very clear you show love with money and you have none for her. RESOUNDING YTA.

If you actually loved her like a daughter, you would sort this out. Also your son is the AH.

And your brother. But mostly you because you made it clear that money= love.

That’s your problem. So fix it for her and then come clean at least to your wife ffs.

A Stingy Snub or a Justified Limit?

The uncle isn’t cruel or selfish; he’s a man trying to survive his own family’s crises while being misunderstood for doing so.

Was he wrong to deny his niece after helping everyone else? Maybe emotionally but not financially. His family’s reaction shows how entitlement can twist even the kindest intentions.

Sometimes the hardest “no” is the one that protects what’s left of your peace.

Sunny Nguyen

Sunny Nguyen

Sunny Nguyen writes for DailyHighlight.com, focusing on social issues and the stories that matter most to everyday people. She’s passionate about uncovering voices and experiences that often go unheard, blending empathy with insight in every article. Outside of work, Sunny can be found wandering galleries, sipping coffee while people-watching, or snapping photos of everyday life - always chasing moments that reveal the world in a new light.

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