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Career Exploration

Why a prestigious job might be holding you back

· 7 min read · By Leo Tan

A prestigious job might be holding you back when the brand name on your pass starts mattering more than the work itself. The salary and the title feel like proof you made it, but if you are coasting, bored, or staying only because leaving looks like a step down, the prestige is costing you growth you cannot see on a payslip.

In Singapore this pressure runs deep. You hear it from the scholarship bond, the family WhatsApp group, the JC reunion where everyone trades company names like trophies. A Big Four offer, an MNC graduate scheme, a government scholarship, an investment bank analyst seat. These are real achievements. The trap is treating the label as the goal instead of asking what the job actually does to your skills, your energy, and your next ten years.

What a prestigious job really means here

Prestige in the Singapore context usually means a recognisable name plus a clear status signal: a global bank, a Big Four firm, a top consultancy, a statutory board, or a household-name MNC. It often comes with a scholarship bond, a structured rotation programme, and a starting salary that lands comfortably above the median.

For reference, the median gross monthly income of full-time employed residents in Singapore was around 5,500 dollars (as of mid 2023, from the Ministry of Manpower labour figures). A fresh graduate at a prestige employer can start near or above that, which is part of why these roles are hard to walk away from. You can check the official income tables yourself on the Manpower Research and Statistics portal.

None of that is bad. A strong first employer teaches you standards, gives you a network, and buys you credibility. The question is whether the prestige is buying you skills or just buying you a story to tell at dinner.

How the prestige trap actually holds you back

The damage is rarely dramatic. It is slow. Here is how it usually shows up for young Singaporeans.

You optimise for the resume, not the skill

When the name is the prize, you start picking projects, teams, and even hobbies for how they read on LinkedIn rather than what they teach you. Two years in, your CV looks excellent and your actual ability has barely moved. You can format a deck and sit in long meetings, but you have never owned a real outcome from start to finish.

Golden handcuffs quietly tighten

Prestige roles pay well early, and the pay is structured to keep you. Annual bonuses, stock that vests over years, an allowance you build your lifestyle around. Add a scholarship bond and the maths gets heavier. You are not staying because you love the work. You are staying because leaving feels expensive. That is the handcuff: a high salary that funds a lifestyle that then traps you in the job that funds it.

When people ask what you do and you lead with the company name, you have outsourced part of your self-worth to an employer. It feels great until a reorg, a bad manager, or a market downturn removes the logo. The Singaporean fear of "losing face" makes this worse: leaving a famous firm for something smaller or stranger can feel like a public demotion, even when it is the smarter move.

Opportunity cost stacks up invisibly

Every year you stay for the name is a year you did not spend learning a higher-leverage skill, building something of your own, or moving into a field with more room to run. You do not get a bill for this. You just wake up at 30 with a great-looking CV and a quiet sense that you are behind on the things that actually matter to you.

Prestige versus growth: a clearer way to compare

Instead of asking "is this job impressive," compare what a role gives you on the things that compound. The table below is the lens I use with mentees who are weighing a shiny offer against a less obvious one.

What to weighChasing prestigeChasing growth
Daily workNarrow slice of a big machineEnd-to-end ownership of real outcomes
Skill curveFlat after the first yearSteep and uncomfortable for longer
Who you answer toFamily, peers, the brandYour own standards and goals
Five-year positionPolished CV, limited rangeRare skills, wider options
What happens if the logo disappearsYou feel lostYou still have what you can do

This is not an argument for quitting every well-known employer. Sometimes the prestige job is also the high-growth job, and you should take it without guilt. The point is to judge the role on the second column, not the first.

How to tell if prestige is the real reason you are staying

Run an honest audit. Be specific, not vague.

  • Write down the top three reasons you stay in your current or target role. If two of them are about how it looks to others, that is a signal.
  • Ask what you have actually learned in the last six months. If you struggle to name one hard skill, the role is paying you to stand still.
  • Imagine the company quietly lost its famous name tomorrow. Would you still want the job? If the answer drops to no, you are buying the label.
  • Check your money honestly. List what your lifestyle now requires per month. If your spending has risen to swallow the prestige salary, the handcuffs are already on. Understanding how your CPF contributions and take-home pay actually work helps you separate the real number from the story.

If you are still figuring out what you even want, that is normal and fixable. Start with how to find your passion and a career you enjoy, then pressure-test it against the practical reality of the market.

What to do when you decide prestige is not enough

You do not need to dramatically quit and post a long caption about it. The smarter path is usually a series of deliberate moves.

First, define your own scoreboard. Write down what a good year looks like in skills gained, problems solved, and life you actually want. Make it concrete enough that you would know if you hit it.

Second, build proof before you leap. Take on a stretch project, ship something on the side, or learn the skill the next role needs while you are still paid by the current one. Singapore makes this easier than most places. You can use SkillsFuture credits for structured courses and browse roles and salary ranges on MyCareersFuture to sanity-check where the demand is.

Third, do the comparison properly. If your real choice is between a big-name employer and a faster, riskier path, read MNC vs startup for fresh graduates before you decide on vibes alone.

Fourth, get a second pair of eyes from someone who is not invested in your status. A mentor who has made this trade themselves can tell you in five minutes what a year of overthinking will not. That is most of why our mentors exist.

Graduate outcomes in Singapore are well documented if you want hard data rather than vibes. The Ministry of Education publishes graduate employment survey results each year. You can find them through the Ministry of Education and broader workforce trends through the Ministry of Manpower. Use them to ground your decision in real starting salaries and employment rates, not in what one relative thinks a "good job" sounds like.

Frequently asked questions

Is it foolish to leave a prestigious job in Singapore?

No, but it is foolish to leave one without a plan. The risk is not in moving, it is in moving for the wrong reason or with nothing lined up. Define what you are moving toward, build some proof, and make sure the numbers work before you hand in notice.

How do I explain leaving a big-name employer to my parents?

Lead with growth and a concrete plan, not with feelings. Show them what skills the next step builds, the salary range you are targeting, and how it sets up your next five years. Most parents are anxious about your security, not your status. Give them a reason to feel secure.

What if the prestigious job is also the best place to grow?

Then take it and stop overthinking it. Prestige and growth are not always in conflict. The audit still applies: keep checking that you are learning real skills and that you could walk if you had to. Prestige is only a trap when it becomes the only reason you stay.

I am still a student or just finished NS. Does this even apply to me?

Yes, and earlier is better. The pressure to chase names starts before your first full-time role, in internship choices and scholarship decisions. Building self-awareness now means you pick your first job on what it teaches you, not on how it sounds at a reunion.

If you want help building that judgement before you are stuck inside a golden handcuff, the free six-week FINternship masterclass exists for exactly this. Apply here if you would rather decide your own definition of success than inherit someone else's.

LT

About the author

Leo Tan

Founder of FINternship and an NUS Engineering graduate who has mentored over 1,000 young adults across Singapore on careers, business, and money. He writes from what actually works in the first few years of work, not theory.

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