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Woman Calls Boyfriend An “Insecure Little Boy” After He Jokes About Her Career Success

by Layla Bui
December 16, 2025
in Social Issues

Jealousy can sometimes creep into relationships when one partner’s success highlights the other’s insecurities. A woman is now facing tension with her boyfriend after she landed a job that pays more than his, despite coming from a non-traditional career background.

Her boyfriend, a cyber security professional, has started making sarcastic jabs, claiming she “cheated the system” to reach her career goals, citing nepotism and diversity initiatives as reasons for her success.

The woman’s frustration grew to the point where she called him an “insecure little boy,” which has caused a rift in their relationship. Now, she’s questioning whether her response was too harsh, or if her boyfriend was out of line. Was she right to stand up for herself, or did she overreact? Keep reading to see how others view this situation.

A woman wonders if she was wrong for calling her boyfriend “insecure” after his career jabs

Woman Calls Boyfriend An "Insecure Little Boy" After He Jokes About Her Career Success
not the actual photo

'AITA for calling my boyfriend an insecure little boy after his repeated jokes that I "cheated the system" to get to a career that pays more than his?'

Tim and I met in an English literature class our junior year of college, and we’ve been together the ten years since.

While he ended up going into IT, I stayed in the liberal arts track and ended up doing non-profit work after college

when I realized I didn’t actually want to be a schoolteacher.

Just to say that we always assumed he’d out-earn me by a considerable margin,

though when he made more I always insisted we split things evenly to avoid potential resentment down the road.

I’ve had sort of a non-linear career path, but ended up switching to the corporate world.

To make a long story short, my liberal arts degree and time doing non-profit work gave me a lot of skills

that enable me to really excel professionally in some more niche areas.

I recently started a new job as a consultant, making way more than I’d ever anticipated.

When I got the offer, I told Tim that the pay was “amazing”, but he didn’t ask about the actual amount

and I didn’t want to be braggy about it, especially since I was fairly sure it was above his current income.

Well we just put in an application for a new place, and in the process of having to submit our pay stubs it’s become obvious that

I make roughly 30% more than he does now.

I expected him to think that was cool, since he’s a feminist and has always been super supportive of my career.

But instead he’s started to make increasingly harsh jabs about how I “cheated the system” to get where I am,

that no English lit major makes more than a cyber security professional without cheating somehow.

His major point is that I got my first job out of nepotism, which set me up to “trample” more qualified people who didn’t have the same advantages.

It’s true that I got my first post-college job after being referred by a sorority sister, but it was for non-profit work,

making 22k/yr, not exactly at somebody’s daddy’s firm.

He also points out that at my first corporate job, I snagged a big promotion

after volunteering to take on starting up the company’s diversity/equity/inclusion program,

and I’ll admit that were I a white man, it’s highly unlikely I would have been able to be the face of the eventually high-profile diversity program.

Tim also notes that I was awarded a small college scholarship for being a “promising female writer”, when no such scholarship existed for males.

But all that said…I still don’t feel like I cheated the system, and it makes me angry to listen to him “joke” about it,

especially since I grew up blue collar and worked fulltime while going to school fulltime to afford my degree.

I reached a breaking point yesterday when he made a crack about how the new/first woman on his team is an obvious diversity hire.

I told him that his jokes about women cheating the system to get ahead aren’t funny or “guy-talk ribbing” as he says;

they make him sound like an insecure little boy.

He told me I was being a naïve Karen and we haven’t really talked since yesterday. Did I go too far?

In relationships, supporting each other’s success is key, but resentment and insecurity can erode that support. The OP’s situation centers around her boyfriend, Tim, who has repeatedly made belittling remarks about her career success.

While he may not intend to hurt her, these comments reveal deeper feelings of jealousy and insecurity. The OP, who worked hard to achieve her success, finds herself in a difficult position where she feels she has to downplay her accomplishments or laugh off insults.

Tim’s comments aren’t just passive jabs; they’re steeped in harmful stereotypes about women in the workplace, particularly the idea that women’s achievements are somehow “undeserved” due to affirmative action or other forms of “preferential treatment.”

Research in gender studies and workplace dynamics shows that women often face skepticism about their qualifications, especially in male-dominated fields.

According to the American Psychological Association, such biases stem from societal stereotypes and lead to the belief that women’s successes are not as legitimate as men’s.

From a psychological perspective, Tim’s behavior may reflect a deep-seated insecurity that goes beyond his career and affects his self-worth in relation to his partner’s success.

According to Dr. Linda Mintle, a psychologist and author of “The Emotionally Healthy Woman”, “When a person feels insecure, it can be easier to criticize or undermine others, especially in relationships where one partner’s success may bring up feelings of inadequacy or competition.”

Tim’s comments suggest he’s struggling with feeling less accomplished, leading him to undermine his partner’s success. The OP’s reaction, calling Tim an “insecure little boy,” was likely a result of frustration and hurt. She had endured repeated jabs, and in that moment, she snapped.

While her words were harsh, they were an expression of her need for validation and respect. However, as much as her frustration was understandable, calling Tim “insecure” might have made the conversation more about his feelings than hers, shifting the focus from addressing the issue to defending his ego.

Ultimately, the OP was right to defend herself, but using harsher language might have derailed the conversation. A more constructive discussion, where Tim could acknowledge his feelings and the OP could express her need for respect, might have allowed for a healthier resolution.

While the OP didn’t necessarily go too far in standing up for herself, there is room for improvement in how they address the issue together moving forward.

Here’s what the community had to contribute:

These users pointed out that the OP’s boyfriend’s actions are rooted in insecurity

Reader01234567 − NTA. Dump him. He's sexist and toxic toward women. Imagine you have kids with him someday wtf.

Using people you know to find jobs is 100% normal and called networking.

Cybersecurity is not some top dog where no one earns more than that field. His attitude toward your major is gross.

Getting a promotion because you volunteered and showed initiative on new programs and showed interest in the company is also normal.

There are plenty of scholarships out there. Winning a scholarship does not somehow mean you took advantage.

CebollasSaltado − You don't sound like you cheated the system whatsoever, and used your skills to get a job you were qualified for,

so with that being said... INFO: Why are you dating someone who has zero respect for you?

[Reddit User] − The system is rigged towards white men. You’ve succeeded in spite of that.

Poor lil boyfriend is not a feminist and he’s having his ego challenged. NTA

[Reddit User] − NTA. He's a feminist until a woman earns more than him, then suddenly it's all cheating.

If he cannot be happy for you I am not sure where your relationship is going.

[Reddit User] − NTA He isn’t much of a feminist if he thinks you got one of your jobs just because you’re a woman.

He is an insecure little boy like you said.

Edited out ‘or a scholarship’ so people replying can stop thinking I didn’t know she got the scholarship

because she happened to be a woman even though getting a scholarship like that requires skilled writing (from a woman).

This group emphasized the lack of respect the boyfriend has for the OP

porcelain_owl − NTA but y’all have some serious problems. I can’t imagine being with someone for 10 years and not telling them how much money I make.

Even if you split your finances and have separate accounts it’s important to know how much money you’re bringing in.

It sounds to me like you guys have a real problem with communication that needs to be fixed if you intend to stay with him

(I wouldn’t, but that’s just me. I can’t imagine my husband being jealous and accusatory if I made more than him - he’d be happy for me and for us).

tangerine-trees- − NTA but you've just found out how little your boyfriend respects you, so that's....good to know, I suppose.

By the way, he IS acting like an insecure little boy.

lihzee − NTA. He does sound like an insecure little boy. Those aren't harmless things he's saying.

He clearly has some sort of disdain for professional women, or at least women who are doing better than him career wise.

It's disrespectful and pretty gross.

These commenters supported the OP’s hard work and initiative in advancing her career

SpellExisting − NTA. All the NTAs in the world. I think what you're seeing is that he may have been a feminist in theory,

but it hit home differently when you started out-earning him.

You worked hard to get where you were and made the most of your opportunities - volunteering to set up a diversity program?

that shows initiative and I'm guessing you did it pretty well to get hired. Sames goes for just about everything else.

Run fast. Even if they're just "jokes", those things always have a grain of truth.

Wise_Date_5357 − NTA and the “systems” or advantages he claims you used to get ahead are there

to combat the invisible advantage white men have already,

so if anything you were just being put in an even starting position to your bf. He is being a whiny child.

dart1126 − NTA. You did it literally didn’t go far enough and by that I mean you haven’t packed your bags yet.

This type of crappy put- you -down -at all costs attitude is going to continue forever.

This shows some real personality flaws of him and to call you a ‘Karen'

for gently pointing out what he has been hammering over your head is very problematic.

Him using words like nepotism (frankly inappropriately) but he feels the need to use it and words like trampling over other people,

and talking about getting a female writer scholarship...just way too much of the same themes here,

and that is that he’s a sore loser, and an unsupportive and unappreciative jerk.

This group called out the boyfriend for being a self-proclaimed feminist only when it benefits him

HowardProject − NTA - Your boyfriend is not a feminist. He is okay with posing as a feminist when it suits him and benefits him

but he has thoroughly outed himself at this point. His wording, his taunts, and his accusations are about as far from feminism as you can get.

And you should get as far from him as you can as well.

aquasaurex − I guess your S is only a feminist when the women he is dealing with make less money and "know their place"

Dump him cuz his attitude means eventually he will expect you to pop out kids, work and take care of THE MAN. NTA

[Reddit User] − NTA. Beware of self-professed male feminists. They always show their true colors like this. You didn’t cheat the system.

He is insecure and feeling emasculated and he is taking it all out on you.

If I were you, I would seriously reconsider my relationship with him. I say this as someone who spent three years with a self-described male feminist.

What do you think? Was Jane wrong for standing up for herself when her boyfriend belittled her career success? Should Jane continue to support her boyfriend’s insecurities, or is it time for her to move on? Share your thoughts below!

Layla Bui

Layla Bui

Hi, I’m Layla Bui. I’m a lifestyle and culture writer for Daily Highlight. Living in Los Angeles gives me endless energy and stories to share. I believe words have the power to question the world around us. Through my writing, I explore themes of wellness, belonging, and social pressure, the quiet struggles that shape so many of our lives.

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