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11 People Who Grew Up Wealthy On The Luxury They Didn’t Realize Wasn’t Normal


For me, when it comes to talking about money, no real conversation can be had unless you first talk about empathy and perspective. Too often, we think about money, even on a wide scale, as just being individual stories of triumph or failure, planning or failing to plan. And yes, the narratives about “How I did X” are great, and can be very useful. But without that core of empathy — remembering and acknowledging what was easier for you, relativizing what was harder — it’s easy to break money talk down into that obnoxious, bro-y narrative of “Stop being a failure and be more like ME.” Our goal at TFD has never been to give everyone a one-size-fits-all financial plan for our readers, because even if we were qualified to give that (and no one really is), such a thing could never exist. Even if people’s financial numbers are the same on the surface, their backgrounds, responsibilities, upbringings, and money literacy could be totally different.

Growing up poor can forever alter how someone approaches money, even if they become extremely financially comfortable. And similarly, growing up wealthy can make that core financial empathy — understanding that what is “normal” to you may not be anything near “normal” for someone else — all the harder to truly embrace. Speaking personally, as someone who was poor as a child and then moved to a very high-income town (where I was no longer poor, but certainly middle-class), I learned first-hand how growing up in an enclave of wealth can mean fundamentally misunderstanding what is “normal” for most of the country. So much of what my high school and college peers thought nothing of seemed incredibly luxurious to me, then and now, even when I’ve moved into an upper-middle-class household income bracket. Of course people had a pool, and two boats docked in slips at the end of their street, and the money to not have to take on student debt at a private college, and a new-ish German car, and semesters in Spain, and, and, and. You don’t?

And worse, when we grow up in serious financial privilege, we tend to ascribe a moral or ethical value to things that were simply a result of access. For example, traveling internationally through childhood or adolescence, going to an expensive, elite school, working unpaid internships, having grown up with a full schedule of extra-curriculars — all of these are given, intentionally or not, a value as an adult. We think of someone as inherently more cultured or smart for having experienced these things, even though they are available to anyone with enough money. And if you move to a big city as an adult, where much of this financial privilege is around you, you realize just how much having grown up with these experiences means “speaking the language” of the elite. It’s subconscious, most of the time, but it’s still a clear example of how easy it is to lack financial empathy.

To that end, I asked TFD readers who grew up wealthy to share the things that they didn’t realize weren’t normal when growing up, and here are their answers:

1. “Being able to change schools when one school wasn’t good. My parents weren’t happy with the public school we were zoned in, so after a year of me not having a great year there, they moved me and my two younger siblings to a Christian school down the road. It never occurred to me that most people just had to stay where they were put because private school is so expensive — I thought they just liked the public school.” – Olivia

2. “I did not realize that I was wealthy until I was seventeen. In fact, I very much considered my family on the lower end of middle class because of what some of my friends’ lives looked like. I knew we weren’t poor but I didn’t realize how far from normal my life like looked. When I moved to a pre-war apartment in Brooklyn when I was nineteen, I remember calling my mom and telling her that there’s so much mildew and dust build up in Brooklyn compared to Florida. I think she almost had a heart attack before explaining that mildew and dust exist everywhere but ours was taken care of by a woman who regularly cleaned our house for us. It never dawned on me that people had to do more than clean up spills, which is super embarrassing, but at least I know now.” – Stina

3. “I didn’t grow up extraordinarily wealthy, but we were always pretty well off. One thing I didn’t know was normal was that people pay car payments/lease. My parents always bought new cars in full and always told me that payments/leases were a rip off and I only found out a couple years ago that a lot of people can’t afford to buy new cars without payments/leases.” – Carrie

4. “The discovery that my family was even considered wealthy was a shock. Growing up, I never considered my family wealthy. We were well off, sure, but I had a lot of friends whose parents made more than mine did/do. I’ll be the first to tell you my siblings were, and still are, crazy spoiled by my parents and I’ve been insanely fortunate to never even come close to knowing what it’s like to go without. I also grew up in an extremely affluent area and, though I know now that my parents are clearly upper middle class (and the upper, upper middle at that), I naively assumed that because most of my friends and classmates lived in 1% households, that my parents’ (what I now know is) 5% income level was small potatoes. I was a freshman in college when I finally grasped just how good I had it. Obviously I wasn’t so delusional/up my own ass that I didn’t know that working class and poor people existed, but I definitely didn’t consider my family wealthy. I more or less thought my family was working class. Ah, privilege….” – Conni

5. “It took me a really long time to realize that not everyone got to travel growing up. I went to an international destination with my family at least once per year from the age of 10, and would always go to new places within the US for weekend trips and stuff. This just seemed normal to me, and everyone I knew, so when I was audibly shocked when a coworker at my first internship, who was about 26, said she was getting her first passport, I looked like a complete ass. I can’t imagine the kind of stuff people said behind my back at that point, but it was a splash of cold water in the face I needed: travel is a huge luxury.” – Laci

6. “I remember noticing more in high school than after, but I never understood everyone else talking about getting gas or being worried about getting gas. Growing up in my family, my gas was taken care of by my dad who founded his company. It was spun as a business expense, trying to eliminate some taxes in ways I didn’t understand. I know my car was bought by the company too — it was a depreciable asset. Going to a private Catholic high school, wanting a foreign car wasn’t out of the ordinary. Since I hung out around richer kids (played lacrosse but was definitely not a LaxBro), I wanted the same companies but recognized that maybe we could get a deal on a used one instead. (Seriously, nothing better than a mid-2000s Audi, still drive a 2006 A3 today.) But I felt the brand was a status symbol and because of who I hung out with and the reputation of the school, it was a something I needed in order to fit in. It was just one of those things that I took for granted: a car and the simplicity of keeping it running. Oddly enough, now I look at it from the other side: friends are taking on a car loan and brand new cars, but I still went after a used car on my last time out because I’d rather buy a car outright than pay interest on it. Which maybe fits in the same type of story, I could come up with cash for a used car where they can manage a monthly payment for the next 5 years. I’m pretty sure I could manage to afford similar things but still hold to a few of the same ideas of luxury brands as I did in high school.” – Patrick

7. “Honestly, a college education. I still had to take on some debt, because I chose an extremely expensive school, but I never had to work through school and my payments are very manageable. I didn’t understand just how hard it can be for so many people to get a college education, or how much it can mess things up for them, financially. For me, and pretty much everyone at my high school, it was a given that we’d all go to college. People just asked us ‘where?,’ it was never a question of whether or not we’d be going. Every parent in our town would proudly display the pennants and bumper stickers of where their kids were going, and it just wasn’t an option not to go (unless you were some huge academic fuckup, I guess). I simply didn’t understand how privileged we were.” – Jason

8. “Etiquette. I went to a great school and had a tutor and had parents who were both from wealthy backgrounds, so I grew up with a lot of old-school etiquette — really proper dialect and speech, knowing all the norms of dinner parties and small talk and such. I didn’t realize just how much of an advantage ‘sounding like a rich person’ was, until I started the job hunt in NYC.” – Alison

9. “1. My parents bought me a car when I got my license. 2. No student loans. 3. Literally no financial responsibility at all when it comes to credit card debt. 4. My parents would always fund my trips around the country to visit friends complete with spending money. I never saw it as being ‘spoiled,’ because I didn’t ask for these things and I appreciate my parents so much but it definitely wasn’t ‘normal.’ 5. I grew up in a wealthy neighborhood. Coach the brand was considered low class. A Coach clutch is what 14 year old girls got as a birthday present.” – Leena

10. “I think the biggest shock to me was understanding how expensive nice clothes are. We always did our big back-to-school shopping at places like Nordstrom and J.Crew and Banana Republic, and that just seemed like the normal, go-to stores. (People at my school would call Old Navy and Aeropostale ‘ghetto,’ which I know now is beyond horrible.) I took for granted that my clothes were always extremely high-quality, classic, and made me look ‘put-together.’ Now that I pay for my own clothes, I understand just how luxurious that was.” – Melanie

11. “Honestly, having a stay-at-home mom. The fact that we could live comfortably while my mom’s entire life was about taking care of us and making sure we had the best upbringing possible was maybe the most ‘privileged’ thing we had. Ironically, being a SAHM gave my mom serious depression, and I don’t even know if it was a good thing, overall, but I can tell you that having my mom there to cook every meal, play with us, do our homework with us, and read us a book at bedtime every time felt like living in a fairy tale.” – Bee

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  • Andrea

    I feel guilty that these stories make me feel resentful. But good for these individuals for recognizing (even if a little late) how lucky they are. I grew up in NYC, and while I was solidly middle class, I grew up knowing that my “basics” (a home, the ability to have a vacation–though not lavish–every year, lots of toys and clothes), were not something that everyone had, because I saw poverty constantly in my daily life in the city. When I got to college and met people who had grown up on very homogeneous, wealthy (and mostly white towns), I was shocked at how unaware they were at their fortune. Not to shame people from suburbs, but I remember a friend looking down on me and my family because we had never gone on any tropical vacations…as if yearly trips to the Caribbean are the norm for everyone. Or when my freshman year roommate had gotten a Louis Vuitton bag for her high school graduation. Really?? What 18 year old needs a 1300 dollar bag??

    The class divide in our country is appalling, and unless something changes on the larger level (aka more affordable college and the upper class paying their fair share of taxes), it will just get worse and worse.

    • lunanoire

      Yes, the comment that people in cities don’t get exposure to poverty struck me as strange because there are tons of low-wage service workers in wealthy areas.

  • Anna

    I always knew I was extremely lucky to have my parents pay for my college education but didn’t realize just how rare it really was until I got to school and realized, come FAFSA time, that every single one of my friends had extensive loans. I’ll never forget the time one asked me if I had finished mine yet and I just reflexively lied and said yes (I had no FAFSA to file)

    • Tara

      Yes. I did not grow up wealthy — we were totally comfortable pre-Recession, but slipped over the years and were actually financially unstable while in the Recession. But I qualified for big scholarships because my parents did not have much money, and somehow my parents were able to swing it so that they covered the family contribution themselves. I took out one small Stafford loan (less than $3k) and that was my total undergraduate debt. I didn’t realize how lucky I was until much later, post-graduation, when I saw so many people my age struggling under massive debt payments.

  • katie_does

    I’ll never forget my first month at an expensive university (I was on scholarship), when I had one person ask “So, what’s it like to have student loans?” and another try to explain to me that it was impossible that I hadn’t been out of the country by age 18. My roommate explained that her family was “lower middle class,” and only had two Audis and a pool INSIDE their house.

    I had kind of the opposite experience – I had always thought my family was fairly well off. We never went without anything, but I had no idea how much more it was possible to have.

  • Emily

    This. This article hit me so hard. I grew up in a hyper wealthy suburb and honestly had no idea that as someone whose father made $100,000 a year I was considered upper middle class. I actually felt sort of poor next to some of my classmates, and it wasn’t until college that I realized how bullshit that is. It’s embarrassing to grow up so privileged and not even know it until you are 20 and faced with incredulous questions from friends who are baffled that your mom stayed at home AND your parents paid all your college expenses for you. Now I’m able to see my privilege for what it is and actively try to use it for the good of others, but damn has it been an embarrassing ride.

    • nycnative

      Oh man, yes. When your classmates are casually talking about running into each other with their families in Vail over winter break (to this day, wtf? is Vail that small?) it makes it easy to forget that your parents being able to send you to a private school at all is a huge privilege. It’s hard to keep perspective but so important.

    • TJ

      Same. College was a game changer. People didn’t have their parents pay for college? People had to work on campus and off-campus jobs, and take out loans? It completely changed my life and for a period, i spiraled into depression with guilt and shame. What did I ever do to deserve that advantage over my college buddies?

  • Michelle

    I grew up lower middle class and now I make more money than my mom and step-father and feel like these people, hits really close to home. Can we have an article about “I make more money than my family & friends now, how should I cope?”
    Some certain family members now ask for my money to fund their bad habits (read between the lines) and it’s a super weird dynamic.

    • egust01

      I love that idea. We were lower middle class, as well, and now, I am married with a husband that makes a very significant salary. It’s even harder because he works in the same industry as my father. I am due with our first child in March, and I don’t even have to go back to work- and my sister and mother did. How do people handle growing up and becoming more financially well-off than their parents, or siblings? I haven’t found the answer yet.

    • Mj D’Arco

      i read a few articles about this… the secret is not sharing you are making a lot of money…i’d just say treat people to dinner and get them nice non necessities… you cant fund people’s bad habits

      • Michelle

        True, and I don’t (except my parents), but my mother has a big mouth and I guess she cannot be trusted.
        FYI I treat them when I can, but then they expect more and more and I am not a charity.

        • Mj D’Arco

          i’d say tell your mom less and less things, or that you are working less hours, or taking fewer projects, i don’t think lying is good.. but neither is being taken advantage of.. good luck!

        • Sophia

          If they’re bad habits it may help to simply be straight with them. They may have raised you but that means you are equally concerned with their health and wellbeing as they are with yours. The truth can hurt but it’s for the best.

  • MM

    I went to a private school growing up, and it sounds really dumb but I was genuinely surprised that there are people who have never traveled outside of the country when i started university. And that people don’t just get cars once they get their license. I grew up in a private school bubble – and while I like to think that I am more aware now that I finished uni and started working, it was very awkward in uni when acquaintances will ask my friends about my family background etc and make comments about the things I buy (that i thought were totally normal).

  • dylansdream

    interesting how a lot of these still come across like they try to point out that “oh but we weren’t rich rich!” what ever that means. like never in my life has any of my family members/friends even bought a new car with a lease/loan, even the pretty well off people buy used cars and still have to get a lease/loan to fund it. maybe cars are just very expensive in my country, who knows. i think that wealth and poverty can be equally isolating, just hat one comes with privilege and the other with disadvantace. i grew up poor (but in a scandinavian wellfare country, so there’s a certain privilege to that too) and i think my parents’ best financial advancement was the point when they didn’t have a bunch of kids to take care of anymore. i liked the similar article about people living in poverty, it was definitely something i could relate to. but this is also so intereting, i love how TFD is a place where we can talk honestly about all aspects of money, finances and wealth/the lack of it.

  • Squiderous

    My parents worked hard to ensure we knew how privileged we were and that it wasn’t typical to go on vacation like we did or go out to dinner a lot. But one random thing I never fully appreciated was the cost of quality furniture. The kinds of couches that last for 20 years like the one my parents have is at least 2 months worth of rent for me. I have no idea how people furnish their homes on middle-class salaries without going 100% Ikea.

    • lunanoire

      There are typically payment plans.

  • Lexie

    I really appreciate this article. Thank you for posting.

  • AN

    I felt pretty judge-y while reading these, but I have experiences that are probably comparable. I didn’t know how much of a burden health insurance was until I was well into my 20s and realized that NONE of my friends in college had health insurance. I always thought families without health insurance were just bad at prioritizing, but now I know that health insurance is a huge financial burden, even if you can be enrolled through an employer. I’ve not lived one day without insurance, and that is an enormous privilege in the United States.

  • Sara

    Funny story to speak to #9: I come from a lowerrrr middle class family (my mom raised my brother and I on $30,000-ish dollars a year for most of my childhood) and I worked full-time when I was in college. One year I thought that I would spoil my roommates by getting them some really nice (to me) gifts (i.e. a designer perfume sampler set from Sephora, boxed DVD sets, etc). One of my roommates came from a very wealthy family in San Francisco and I bought her a Coach clutch for when we would go out to parties. A few months later I saw that she was putting a box together of old clothes and things to donate to Goodwill and when I snuck a peek inside, I saw the clutch I’d bought her, still in its box. That gave me a pretty good reality check on class and taste!

    • Okay, sorry, but that’s a really shitty friend you’ve got there. What you did was very nice – not just nice “to you”, but actually very nice to everyone.

  • Jay0623

    There’s a five year-age gap between me and my younger sister. When I was eleven (and my sister was six), my dad landed a job in the oil industry that paid easily five or six times what his previous job as a mechanic had.

    I grew up poor, four of us crammed into a 500 sq-foot apartment with mold in the elevator, eating tinned food for most meals and watching them have regular breakdowns over finance. I vividly remember not telling my parents about a field trip in second grade because I knew they didn’t have the $20 museum admission fee to send me, and I ended up playing sick that day so nobody would find out. We always had our basic needs met, but it was incredibly close most months and there was no room for extras. So I grew up very conscious of money, even after our situation got a lot better.

    And my sister, growing up five years later into a much more stable situation, spent her childhood attending a private school, doing three or four different extracurriculars at any given time, and living in a gorgeous home in the suburbs. I don’t resent the difference in our upbringing and I’m very happy she never had the stress like I did as a child, but articles like this are fascinating because even today, the difference between how my sister and I view money is astounding.

    Even as adults, my primary motivation for landing and keeping a salaried (but unfulfilling) job is to pay my mortgage, keep my insurance, and have a financial safety net under myself at all times, while she’s never been accustomed to struggle and spends her time and money touring with her band, knowing her family will catch her when the money runs out. I don’t blame her for not having to learn how privileged she is, but stories like the ones in this article are a fascinating glimpse into the effects it has on a person!