AITA For threatening to kick my son out if he buys a $35,000 truck?

A 42-year-old father threatened to evict his 19-year-old son if he purchases a $35,000 truck, viewing it as another reckless move from someone who dropped out of high school and pursues unconventional money-making ventures. The son, who has been running a small lumber operation after refurbishing an old sawmill, needs reliable transportation for his work on remote roads. The father insists on a “real job” or college, dismissing the son’s efforts as immature schemes.

The ultimatum escalated into a heated argument, with the son accusing his dad of meanness and the wife calling the approach unreasonable. Family tension now hangs on whether tough love justifies the threat—or if it risks alienating a resourceful young adult building independence outside traditional paths.

‘AITA For threatening to kick my son out if he buys a $35,000 truck?’

The son left high school early and has pursued independent entrepreneurial projects instead of conventional paths.

My (42m) son (19m) wants to buy a $35,000 truck. He dropped out of high school, against my advice, at the earliest possible moment of 16.

Since then, he has been constantly making up all these dumb schemes to make money. For example, he bought a broken old saw mill $500 and got it working and...

His current vehicle failed, prompting plans for a new truck that the father sees as financially irresponsible.

Well, the POS truck he uses to get his gear up old dirt back roads has finally broken beyond repair, and now he wants to get some expensive brand new...

I don't know what he wants to get exactly, and I don't care. All I know is that it's a terrible financial decision, and I'm tired of these antics of...

The father issued an ultimatum, leading to a major confrontation and divided family opinions.

So I told him if he buys that truck, it's going to be the last straw for me. If he buys it, I'm kicking him out. I went as far...

He says he "doesn't understand why I'm being so mean" and he's so obviously trying to justify the purchase by saying things like "well,

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it's going to be my only car, so I want to be comfortable" and "well it's not like it's some ridiculous $60k thing" not to mention the obvious lies he...

and that he's been keeping all him money in cash because he doesn't trust me. Why wouldn't he trust me? Totally BS. We ended up getting into a screaming match...

He called me an AH and my wife said I'm being unreasonable. I guess if my wife is saying that she may have a point, so I'm asking here if...

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Parental tough love aims to steer young adults toward stability, but dismissing self-made success—especially trades or entrepreneurship—often backfires when the child demonstrates resourcefulness. The son’s sawmill venture, sustained for years with minimal investment, suggests viable income and work ethic, even if unconventional. A reliable truck qualifies as a business tool, not luxury, for hauling in rugged terrain.

Opposing views validate concern over dropout risks and financial prudence: $35,000 vehicles carry depreciation and maintenance burdens, potentially straining unproven earnings. Ultimatums force compliance but erode trust, particularly when laced with disdain (“dumb schemes,” “loser buddy”). Charging market-rate rent could naturally reveal affordability without confrontation.

Broader dynamics highlight generational clashes: traditional “real job” expectations versus modern side-hustle realities. Supporting autonomy—while setting household contributions—fosters growth; control risks estrangement. Here, contempt undermines guidance, pushing the son further away rather than toward shared goals.

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Here’s the input from the Reddit crowd:

Many users labeled the father YTA, praising the son’s initiative while criticizing the dismissive attitude.

sheramom4 − YTA. You don't know how much your son makes or what exactly he does but it is obvious that he is making good money and is in fact...

It may not fit into your box for employment but it is seemingly successful. It might be better for him to find his own place and to simply not speak...

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Plz_Dont_Gild_Me − YTA on this one. A $35k new truck is probably pretty low end. If he has legitimate needs of hauling for his business that has been succeeding enough...

Realistically a used truck for like $20k that can afford to get beat up a little is probably a better option here, but you're being very unsupportive and with how...

you probably don't have a great finger on the pulse of how his business is going. 3 years is a significant period of time for someone his age, and while...

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Wickedlove7 − YTA. You sound like someone who looks down on trades. I don't even know if you like your son. Your entire post seems like you hate him. He's...

I wouldn't trust you with my money either if you were my parent. . If he has the money he can buy the truck. If he doesn't have the money,...

Your son sounds like he's doing ok for dropping out. Instead of discouraging you could be encouraging. Let's get your GED, look into a trade of that's what he wants.

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highAFallthetime − YTA I read some of ur comments. You talk badly about ur ADHD son who is making his own money but not using a joint bank account with...

WAAAAHHHHHH It’s REALLY hard having ADHD and if he started his own little business then that’s actually f__king amazing. I HAVE ADHD never graduated college and all my ideas of...

If you knew anything about ADHD you would know it’s normal for us to have fixations and then get bored of them. Maybe you should work on your relationship with...

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Then why don’t you research ADHD and quit being such a p__ck? Do you even know your son or understand him?? Honestly with how you speak about him I’m sure...

stroppo − YTA because I don't understand why you're so angry at your son. Why do you even care if he buys the truck? It sounds like he'll be paying...

And you don't say that you're giving him money all the time. Only that he doesn't pay rent. So if he buys the truck and then can't make the payments...

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And if he's buying the car for his work, that counts as a business expense. Taking an old sawmill, fixing it up, and selling lumber doesn't sound "dumb. " to...

You say you don't trust him, but you seem to hate him so much, I wouldn't trust you either. It's clear you have no idea what his real financial situation...

Several sought more info on finances or suggested alternative approaches like charging rent.

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barbiegirlshelby − Info: he bought a saw mill, got it running and is making money with a relatively small investment but you use the term supposedly. Does he or does...

DoraTheUrbanExplorer − Sorry YTA It sounds like your son has made his own little business by himself, but it's a business you don't approve of.

Your son is 19 not 29, so I'd say he's not doing bad if he's making his own money his way. I saw in the comments you aren't charging him...

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If he's not making enough $$ to support himself then you can show him by charging him rent. Look up the surrounding area and see what a room goes for.

If you want to be nice let him know rent will be at a market rate in 6 months, but for now pay half. If he's making enough money to...

move out on his own- which is better for your relationship. If he realizes he _cannot_ support himself maybe he will go to college or get a "real" job. Either...

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princessofIreland − INFO! ! Is he making good money? HAS he saved it up? Or are you on some big power trip because he didn’t consult you or get your...

I understand that he’s living under your roof, but you’re really leaving out a lot of details. He obviously needs a vehicle for work or even finding a job you...

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How’s he supposed to do it without decent transportation? Oh mighty one? Your wife has a point I’m thinking. Edited for spelling

One user questioned the story’s authenticity while still critiquing the father’s stance.

[Reddit User] − YTA. I don't even believe this is real. You are mad he runs his own sawmill, and he needs to make a legitimate business purchase?

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This is written like someone is trying to write a smarmy 80's villan who is mad his kid wants to work with his hands instead of going into the family...

If he can get a loan for it without your help, or if he can pay cash, it's nunya. I teach high school chemistry. If he can buy a 35k...

If I had listened to my heart instead of my shortsighted mother, I would be making gobs of money as an electrician without loan debt. If you are real- BOOO.

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[Reddit User] − INFO So you're son has a job and is making good money, but you don't seem to know what's going on at all. How do you know...

The community overwhelmingly views the father as the asshole for belittling his son’s legitimate self-employment and issuing controlling ultimatums rather than supportive guidance. Many highlight the value of hands-on trades and entrepreneurship, urging respect for the young man’s proven hustle over rigid traditional expectations.

When adult children choose non-traditional careers, how do you balance concern with encouragement? Have tough-love threats helped or harmed your family relationships? Share your parenting or independence stories below.

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