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Becoming a Millionaire at 37 From a Job: 11 Keys To Success

Becoming a Millionaire at 37 From a Job: 11 Keys To Success
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Updated on July 20th, 2020

I am a great believer in Luck. The harder I work, the more of it I seem to have.

Coleman Cox

Who Wants to Be a Millionaire?

The millionaire status sounds like a lot of money when you have nothing to your name or even $100,000 to your name. You might look up to that level of wealth as being set for life. I think everybody has those thoughts when they are just starting out in their career and eventually becoming wealthy. I remember telling myself I would buy a $100,000+ car when I hit $1 million.

But the reality is this isn’t Ferrari level of wealth, especially since generally your pay is commensurate with the local cost of living. I mean technically I could spend $300,000 on a car, but it would be a dumb financial move to spend 25-30% of my net worth on a depreciating asset and miss out on the $20,000 in annual dividends and instead rack up $15,000 in annual operating expenses.

$1 million buys you comfort and peace of mind of not worrying about paying your rent and being able to have a few luxuries but few millionaires spend carelessly, which is why they become millionaires in the first place.

This article is not an article on how to become a millionaire or a guide on the steps to become rich because the career path route that I took is very unique to my own situation. However, I hope you can grasp the themes through the story; you can also skip to the summary for the lessons if you prefer.

This is a story of how I became a millionaire from nothing in less than 10 years.

How to Become a Millionaire The Slow Way

I took the old-fashioned way, mainly because I didn’t know any better and the internet wasn’t what it is today as it was when I was starting out. The only path I thought there was, was to go to college, get a marketable degree, roll that into a good job, save aggressively and invest and wealth would come. It kind of worked out like that over ten years after finishing school, but to get here in my mid thirties I lived in tiny, cramped apartments, kept my cheap college car, didn’t really buy much along the way and changed jobs and cities multiple times to score higher compensation.

How To Become a Millionaire By Investing

How do people become millionaires? There are many ways to become wealthy, and many ways to become a millionaire, but a critical piece to the puzzle is investing. Nobody has saved their way to a million dollars without taking some risk, calculated risk.

The most common way to become a millionaire is through real estate investing, but this also takes a long time unless you take extra risk with aggressive leverage. I have never owned rental properties, but it has worked out for millions of people. I primarily use passive income investments.

But before you can even invest, you need to have primary income coming in and that starts with a job, which leads to the fork in the road.

Is Going to College The Best Way?

Maybe, maybe not. I’m sure we’ve all seen the statistics on the salary comparisons between college graduates and high school graduates, but you aren’t going to become a millionaire in 5 years working for other people. You can become a millionaire in 5 years if you invoke the 21st century power of the internet and work for yourself (but no guarantees).

Additionally, many young people continue to pile into worthless degrees mainly because they are easy and I suspect they think that just being a college graduate is enough. That’s what my parents used to say. Not being college graduates themselves, they thought that just having any degree was the golden ticket.

Unfortunately this causes them to waste 4 years, and possibly load up on debt while doing it.

This is of course anecdotal, but both my brothers never went to college and one of them makes as much as me and the other earned a six figure income before selling his successful business.

The College Degree is Watered Down

A college degree wasn’t like it used to be. It’s basically the new high school diploma equivalent now, and you spend years learning so many aspects of a field and when you get out into the field, you use probably about 10% of what you learned. With a targeted degree there is no guarantee you will even get a job in your desired profession. There are only a limited number of museum curators for all the museum studies majors, for instance.

Or you might want to get a job in a field saturated with nepotism, like finance. Not only does all the money attract a lot of smart people, an MBA will help, but your dad being the golfing buddy of the managing director will get you a lot further. A lot of brilliant people slip through the cracks when their resume is submitted into the black hole of a clueless HR recruiter.

Some college-less jobs have terrific outcomes, such as trade jobs in plumbing or carpentry and you are being paid while you learn the craft, but unfortunately, parents look down on these blue collar professions and have a tendency to steer their children away from them. Other examples that require limited educational and licensing requirements and have a lot of upside potential are insurance and real estate agents.

An insurance agency is what business my brother sold.

The Slow Way In Details, The Long Arduous Road

When I was a teen and I would see a successful person parking an expensive car like a Lamborghini or a Ferrari, I would always approach them and ask about their profession. How did they get to that point in their life? I wanted to emulate that success. Honestly, I don’t recall the answers ever being that helpful, especially the ones who thought they were being funny and original when they replied “Drug Dealer.” Gee only heard that 30 times.


For me, I started out taking classes at a community college before moving onto a public university in the city I was living in. It was significantly cheaper than the university and honestly, I wasn’t sure if college was going to be for me because nobody in my family had ever gotten a degree before. Was college going to be too hard? I was a testing the waters, but as it would turn out, learning was something I really enjoyed and vying for an A was something that played to my competitiveness.

I was a very serious student (boring!), and my life and even spring breaks literally revolved around the library and studying for the next exam. I had to stay at the library most of the time anyway because I had roommates who didn’t create an atmosphere conducive for studying. I had a part-time job to cover my living expenses.

This was not a fun time in my life. This is probably what you might expect from a student getting a degree in mathematics, however, I didn’t know that was going to be my major in the beginning since it wasn’t really a subject I enjoyed in high school. I poked around during the first couple of years taking the general education classes and exploring some different classes in different fields.  As it would turn out, I had a lot of interests and it was hard to decide which direction to go in. I just knew that I wanted a difficult degree that fewer people obtained that could maybe open up some doors to graduate school so that was the route I went.

Towards the end of my bachelor’s degree, the next bout of studying was for the standardized exams: the GRE (kind of like the SAT, but for graduate school) and the GMAT (business school). I got good scores for both exams, but didn’t get accepted to any of the top graduate schools I had applied to. What a setback. I thought all I had to do was get a hard degree, get a high GPA, and ace the standardized exams and I would be set. Nope.


The goal never changed, but the route to get there did. Instead I enrolled into the master’s program in economics at the same university. Econometrics played right into my math background and it was fascinating to be able to use control variables in a multivariate regression.

I then worked for a year in a role that applied modeling and economics. The job wasn’t bad, I just had bigger goals in my life and really wanted to break into the financial field. In the evenings I would review past classes in statistics, linear algebra, differential equations and programming, preparing for the next graduate degree I was determined to get.

I saved about half my net salary in preparation for what I was planning for next.

Back on Track

Already having a graduate degree and some work experience upped my chances for admittance into some of the graduate schools I wanted to go to. I re-applied to two of the schools that had rejected me previously (Berkeley and Carnegie Mellon) and was admitted to both and applied to a new school (Princeton) and was rejected there (I wasn’t surprised). Since Carnegie Mellon’s Computational Finance MS was the #1 program in that finance specialty, it was an obvious choice.

I was at a crossroads however. I had a decent, stable job, the economy was teetering on a recession, I would need to borrow $75,000 and move across the country to a city far from my friends and family. It was a tough decision, but I figured if I didn’t take the leap then, I never would, so I did.

Life Sucked

When I thought I didn’t have a life during undergrad, this was even worse. It was the most challenging coursework I had ever encountered. It was a revolving door of studying, homework assignments, 3 hour evening classes (and a professor who liked to run the time over by 40 minutes each class, ahem, Seppi), and exams testing concepts we hadn’t actually even seen before. Sometimes the entire grade would be based on the final exam, no pressure! It was brutal. Most of us equated the experience to educational hell since they were basically stuffing 3 years of material into 1.5 years of classes.  

I rented a dirt-cheap, ancient apartment close to campus during this period. I didn’t have a social life so I didn’t need to impress anyone with my apartment.

All the while during this educational curriculum, we also had to study for interviews (brain teaser style: how many primes are in a number with 100 zeros?), and travel to interviews between classes. I managed to land two offers before graduating even though the economy was still in the crapper. Unfortunately, the salaries were depressed, as what always happens during and after a recession when there are plenty of fresh grads competing for a limited number of roles.

Post-Grad Career

But the investment in the second master’s degree did pay out and my compensation was about 66% more than what I was making with only my first one. I negotiated a few extra thousand to the offer I accepted, which is about the best investment anyone can make since it pays out eternally.

I moved to an apartment about 45 minutes away from the city by train to save on rent and started reading a lot more books on investing now that I actually had some real money to invest with (read about how I manage my portfolio today) and had a 90 minute daily train commute.

I continued living like a college student and saved about 80% of my salary that first year, investing it all in index funds. I maxed all my retirement accounts and saved additional in taxable accounts. This is the time when I started planning for the future and determining how much I should save, where I should save and what I should invest in. I performed some calculations and determined that a regular 401(k) will beat a Roth 401(k) for most people, contrary to pop-finance websites.

Next Job

The job wasn’t exactly the one that I wanted, but I figured I would pursue that after getting a year of professional finance experience. I started interviewing after a year or so and found an opportunity and moved again, this time 400 miles away to another city I had never been to before the interview and again didn’t know anyone.

It’s hard to start over and make new friends each time you move to a new city. The first few months are pretty lonely, every time.

My employer matched my offer to stay with them which gave me more bargaining power to negotiate a few extra thousand dollars into my new offer bringing the comp increase to about 20%. The new city wasn’t terribly more expensive than the old one, but I soon moved into a 320 square foot apartment to save on rent. I was only spending about 25% of my gross salary and investing the the difference in index funds.

But here’s the magic: in about 3 years I had managed to double my salary through an additional degree and by changing jobs and cities. The cost of living was higher than my starting city though, so that increase in living standard wasn’t quite 100%.

This was really the first time I felt like I could settle down a little bit. I liked my new job, the people I worked with, and since moving sucks and starting over with new friends is tough, I worked there for several years.

Career Growth

While I really enjoyed my portfolio strategy role in asset management, and my boss was awesome I wanted more career growth. Also, the job was located in a bona fide city with vagrants, violent crime, trash and unpleasant smells everywhere you walked. I really didn’t see myself staying there permanently.

I also wanted more money, but I was kind of at a point where corporate recruiters and HR just price shop everyone they “interview.” I put that in quotes because when HR schedules the first phone interview, the 10 minutes they spend is only trying to get to their most important question “what is your current salary?” Click.

Talk to any hiring manager and how see how much they complain about the skills deficiency. They never even get to talk to any candidates because HR is busy pre-screening only the cheapest or most junior people they can find. If the hiring managers would actually sift through the resumes themselves they might actually be surprised at what they find, just at a price higher than they want to pay. It’s a classic supply and demand problem. Increase the price, get more supply.

One thing I have learned is that career growth happens through 4 avenues:

  1. random chance, where your boss leaves and you are next in line and have the chance to fill the void, perhaps on an interim position, or
  2. you have personal connections to get your jobs with minimal interviews involved (huge in finance, unfortunately I don’t have these connections), or
  3. you use a headhunter (mostly useless parasites), or
  4. you just look around and interview at dozens of places and hope the interviewer is having a good day that day and you hit it off with them and they pass you to the next round (usually 3-5 interviews consisting with a couple of phone interviews and the final interview involving 5-7 individual interviews with people you’ll be working with and people you won’t).

Very rarely are you just given a promotion out of the blue in your current job, unless it’s a token title promotion from Junior to Senior. If you’re already working at a place and making X, what is going to incentivize them to pay you X + 20%? They will come up will all kinds of B.S. reasons why you can’t be paid more due to your job title, your pay level, that there is a policy on the maximum salary increase an employee can get, etc.

Since my boss was only 10 years older than me, option 1 was out, option 2 was already out, so option 3 or 4 were my only hopes. I found out later that headhunters are looking what is best for them, not you, and aren’t generally that helpful because all they end up doing is bombing your resume along with 100 others to their contact at the firm.

I must have interviewed at 40 firms (mostly phone interviews) over that last year. This is when I noticed the 3 question interview that always ended with the comp question and then never hearing from them again. HR is like a talent blockade. It’s grueling and frustrating to never get to talk to someone that could actually determine if you are a good skill fit for a position.

Catching a Break

I finally caught a break with a financial start-up that didn’t have an internal HR. However, it would again require moving to a new, more expensive city, I was a little worried about the size of the firm, I wasn’t sure of the career direction, and I had a new budding relationship, but when they offered to raise my compensation 50%, I knew that this was an opportunity I couldn’t pass up.

Again I chose an apartment outside of the city, but still conveniently located near the subway and saved about 50% on the rent. My savings continued to be about 75% of my salary.

That role didn’t end up working out, and I ended up getting a different job a short time later, but the morale of the story is that I took the chance on it.

The Unifying Theme

It’s not hard to become a millionaire in 10 years: it just requires investment in yourself for a marketable skill to start your first income stream, self-sacrifice to save a lot of what you make, and investment in your portfolio to grow your saved assets.

For 10 years I have saved and invested the lion’s share of my income. I chose cheap apartments and economy cars and lifestyle inflation never crept up with me and nobody outside of my family knows that I have money. I could have chosen the highfalutin lifestyle with expensive cars and grandiose living accommodations, but chose not to. Trust me, I want it too, but I value financial freedom much more.

Furthermore, about 5 years into my career I started taking a more active role in my own investment success. I had a formal education in finance, and had read dozens of finance books for the masses about how the only way to play the game is through index funds, but I no longer believe that to be true.

If you put in the hours, you can be rewarded, just like anything else. I have beat the indexes for over 5 years since I started moving away from index funds (well, not including the recent slump and rebound that has been the result of 5 mega cap tech stocks) but I have spent 2 hours a night doing homework and research to do it. Over the last few years, my goal has shifted to building passive income streams because I would like to stop working within the next 5-10 years.

The Career Route Is Not Easy

The hardest part of the slow career way is that building your primary income stream is about getting through other people’s blockades.

You might not get accepted to the college you want to go to. You might be passed over for a role not because the guy who gets the role is a smarter, but because the other guy has an inside connection fast tracking him there.

In the corporate game, you cannot overcome a lot of the obstacles simply by being smart, studying longer or harder or doing more work. A lot of it depends on political maneuvering, forming factions with people (or having existing friendships or family connections) who can help you get you a job, or resume to the right place, and self-promoting.

My introverted personality is more suited to figuring out a problem and solving it, and not being fake with people for personal gain. It takes a certain kind of personality for corporate success.

In part two of this article I discuss ways that don’t require these personal connections and only really depend on your own effort.


Becoming a millionaire in your 30s with just a job is not impossible, but it requires a lot of sacrifices that few people will adhere to. I focused on growing my primary income stream but I should have started secondary income streams sooner.

In summary, here is what it took to become a millionaire in my thirties:

  1. Sacrificed earning now for more earnings later by investing in myself with college.
  2. Invested money, time and frustration to get several degrees.
  3. Took calculated risks, like:
    1. Going to college for marketable degrees.
    2. Giving up a stable job to get an additional degree.
    3. Changing jobs and cities multiple times for increased compensation.
  4. I created a plan and a roadmap of how to get there.
  5. I persevered and overcame road-blocks instead of just giving up.
  6. Sacrificed friends and living near family.
  7. Negotiated every offer.
  8. Lived frugally and aggressively saved and didn’t succumb to lifestyle inflation.
  9. Invested in the S&P500 in the beginning, right at the start of a new bull market.
  10. I continued my personal education by reading dozens of investment books.
  11. I started taking an active role in my own investment success which led to outperformance.

On that last point, you don’t have to outperform the S&P to become a millionaire. It only got me there sooner. The aggressive saving and investing plan would have led to the same result, just a little more time later, so don’t focus too much on that point.

However, you should still take an active role in your own investment success to know what options are available to you and to not take unnecessary risks. You may choose to invest in real-estate or other types of investment vehicles, and reading about how to do that properly will be the key to your success.

In part two I discuss some alternative paths. The book the Millionaire Fast-Lane is a good motivator to this style of success of creating something and creating a liquidity event for yourself.

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After graduating with $75,000 in student loan debt, Ryan began a professional career in finance, aggressively saved and invested and became a self-made millennial millionaire in early 2019. He holds a Master's degree in Computational Finance, a Master's degree in Economics, and a Bachelor's degree in Mathematics. His two passions are investing and traveling.

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