/Why Financial Security is a More Worthwhile Pursuit than Independence

Why Financial Security is a More Worthwhile Pursuit than Independence

My friend Christopher Ng tried to scope the problem that Financial Independence is trying to solve. 

Without a monster, there is no use for a powerful sword. So we need to find that monster.

And he framed the problem this way:

  1. the emergence of the gig economy
  2. retrenchments are affecting younger workers compared to the past
  3. your salary will become lumpy as work becomes projectised
  4. you will come under pressure to retrain and it would be a fight for survival
  5. life gets better for a while, then it starts to suck

I look at the problem and its not something that our previous generation have not faced before. His emphasis is that they happened younger, and each stable job cycle becomes shorter. 

If I were to describe, it is as if that white collar workers are going to suffer from the job uncertainty that plague blue collar workers in the past. 

Since I have been reading and writing on this topic for some time, I would like to chip in what I think. 

I think deep down, we are trying to find a utility, or a function for the money we saved. 

It is just that we failed to articulate what it is. 

You either Spend Money Now or You Spend Money Later

To a certain extent, money at its core does nothing. 

Money has some meaning when you exchange it for something. It becomes useful when you spend it now. 

But why would we not spend it?

Quite possibly you value what you will spend on later to be higher than what you will spend on today. 

This is why we saved up for marriage, for a car, for a down payment.

However, I see many of us just save and save. When you ask them what they are saving for, they do not have a good answer for you. 

The Ghost of Financial Insecurity

I see 2 reason why folks would put away a lot of money and not spend it today.

The first reason is that they do not have a lot of things to buy today, so they are accumulating for the time when they have something they need. 

The second reason is something they find it difficult to articulate out. 

And it is likely that they have this haunting feeling that if they spend it all today, they are ill preparing themselves for an unknown future where the money might saved them

Why they will get this feeling is because they suffered from some financial trauma in the past. 

They get so scarred that they want to fortified themselves from it. 

Financial trauma can be a lot of things but some could be:

  1. You grow up in a poor environment, there were times when you cannot have what others have. You feel ridiculous because you are so out of place versus your classmates
  2. There was some point in the past where money was scarce that you don’t have enough meals, the power gets cut off until your parents can pay the bills
  3. You are thrown a spanner when you got divorced and have to find a place for you to stay and you have nothing with you

A lot of the trauma that affects us happens in our childhood. 

So those who grow up in poorer environment would feel it more.

Those with more comfortable financial background would get haunted when they see some close friends going through these problems. This left a lasting impression in their mind, lasting enough that it made them cautious as well. 

If you think about it, the first reason might also be a manifestation of this second reason. 

This is financial insecurity. It varies from person to person. 

And I think that is the main monster that financial independence is trying to solve. Some monster that is in the mind. 

The solution is not so much of financial independence, but converting to solve this financial insecurity. 

There is a Spectrum of Financial Insecurity. You will belong somewhere

So to solve this financial insecurity, to gain more security, we put away more money instead of spending it. 

And like many things there is a spectrum of financial insecurity. In the diagram above, to the right it is someone who have zero anxiety about their financial situation. They are 100% risk seeking in how they carry out their life. On the left side, it is someone who cannot stand any financial trauma to their lives. They are 100% risk adverse.

Depending on your risk adverse nature, you would find yourself somewhere along the line. The more risk adverse the more you moved on to the left side. 

I have put out various wealth saving milestones that a person would venture to save, depending on their level of risk adverse nature. 

Those that feel so financially secure, would not save any money today. They probably have not suffer much financial trauma in their lives, or that they have so much supply of money that they see no reason to save.

You remember about the Emergency Fund we talked about. 

It is a progression in your journey to fortify against financial insecurities. In a way to build up resilience as well. 

We hear this question a lot: is 6 months of emergency fund enough? We don’t know your situation, your level of financial security you need. If you are not comfortable, put away more!

As you progress further you put away more lump sum. 

Then the wealth you put away is so much that, you can get a recurring cash flow from it. This cash flow might be large enough to provide part or all your annual expenses. 

Your wealth might not last if you withdraw an initial amount of 5-6% of your wealth (for subsequent years, you increase that amount by the inflation rate). 

So you save more so that, the initial amount you withdraw in the first year is 4%. Then 3.5%. Then 3.0%

For those that wants absolute security, or have the most financial insecurity, they would put away so much that they only withdraw 1-2% of their wealth in the initial year.

For those that is ultimate, even if they have that, they would still continue to work!

I just read an interview with documentary maker Abigail Disney. She also happens to be the grand daughter of the co founder of Walt Disney. The whole piece is about her growing up with money, the pitfalls, her insecurities, and why she gave away so much money. 

At the tail end of the article, she mention a survey done long time ago by the Chronicle of Philanthropy:

They asked people who inherited money, “What amount of money would you need to feel totally secure?” And every single one of them, no matter what they had, named a number that was roughly twice what they inherited. So that’s what you need to know about money, right? If that is your primary measure of success or value in life, then good luck with that, because it will never feel good.

So it turns out that it is not so easy to reach a state of financial security. 

Maslow’s Hierarchy and how Financial Security / Independence can Address our Fears

Maslow created this famous hierarchy of needs that sought to explain our deficiency and how we sought to address our deficiencies. We are motivated to achieve certain needs and that some needs take precedence over others.

Those at the bottom are what is more important to us as human beings. We sought to address our physiological deficiencies, before the safety. These are the basic.

Then we address the areas that give us more purpose in life, Love and Belonging, and Esteem.

If we look at financial security and independence, financial independence is more worth while as it creates the platform for us to build relationships and pursue the career and life goals.

The problem with that is that we do not know whether we need to accumulate so much money, just so that we can build strong relationships, have a good career and live a rich life. There is a lot of subjectivity there as you go higher up the pyramid.

However, those areas closer to the base of the pyramid, safety and physiological, you can see where your wealth can give them more predictability.

A lot of our insecurities when we are poor, stems from the uncertainty of whether we can have food, water, a place to live and whether we can keep the family intact. 

Thus, the pursuit of financial security can address this.

It allows you to ascend up the Maslow Hierarchy of Needs.

What Constitute the Areas that we need to Secure Financially?

Financial Security is to have a cash flow to secure our Essential Annual Expenses

So what are our essential expenses? 

We can argue till cow comes home on this but I think Maslow give us a good idea what should consider essential. A lot of what is deemed essential is for us to address our basic survival needs. 

Here are the category of expenses which I think are essential:

  1. Food. Food that can keep us functioning, satiated. For children it is so that they can continue their growth. Does not include food that are fancy, for entertainment purposes
  2. Transportation. This is to move around, primarily to get food, administration and to work
  3. Mortgage/Rent. Expenses spent so that you have a dwelling, roof over your head to protect against the harsh weather or dangerous people
  4. Utilities. Personal and household utilities to keep the lights on, to communicate with others
  5. Insurance. The bare minimum insurance to hedge the risk of low probability but high cost events. I would include some disability income insurance, hospital and surgical insurance
  6. Medical. Some allocation in case the family need to seek medical help
  7. School fees & pocket money. To keep kids in school and for them to carry on with their school life

We take a look at 3 different profile: the single lady, the married with no kids and married with 2 kids.

Based on these categories, and we are stringent about it, the annual expense would be lesser than your current expenses. 

As you have more members in the household, your expenses is more. 

Paying off the Mortgage for Security Purpose

I also put out what would the expenses be like, if the three profile of people do not have a mortgage, or do not need rent. The single will live with the parents, the married couple have paid of their mortgage.

I think for some people, their anxiety comes from remembering how tough it was for their parents during the Asian financial crisis, when they do not have a job and need to find money to pay off their mortgage. 

There are financial reasons to prolong a mortgage, but it definitely provides financial security if you would just pay off your mortgage. 

How to Build Wealth for Financial Security – Accumulate a Wealth Machine that can Cash Flow to Meet your Essential Expenses

The way to look at your wealth is that you are trying to build up a personal insurance against any cash flow volatility that might impact your essential expenses

  1. You gotten retrench. Or you felt that this job is not workable and you with to try something new. You wanted to do full time studies again. There is an appealing job opportunity but you do not know how it will turned out
  2. Compute your current Annual Essential Expenses for yourself and your family
  3. Check to see how conservative can your wealth insure you in case your plan does not work out. For the retrenched, put your retrenchment war-gamed plan into action, cut your expenses to the essentials, and activate your wealth to cash flow for your essential expenses
  4. Make your decision

This personal insurance prevents you from being put in the streets, not begging others for money to put food on the table and so that your kids can continue to study. It is also reduces the stress levels in the family.

But I think most of the time, it is to prevent you from freezing up mentally, so that you can make the important decisions that has got less to do with money.

How much wealth do you need? 

That will depend on your level of financial security needed.  This is correlated to your insecurity. 

I picked out 2 examples from the 6 monthly essential expenses example, the single lady who who rents a home, and the married couple with kids, but paid off their mortgage.

You can look at this as the milestones for your wealth accumulation. Aim for the first one then upon reaching, hit the next one.

Each milestone is useful.

The first one allows you to survive for 6 months should you get unemployed. You would eventually accumulate enough such that by withdrawing a conservative amount from your wealth, your wealth can last you for a long time. The cash flow is enough for you to keep tapping it, should you need it. 

In most cases, your financial ordeal would last you 6 months, 1 year or 2 years. 

You would eventually find employment. 

So some milestones, such as a 5% initial withdrawal rate may be rather risk seeking or not conservative for retirement. However, if you are not going to consistently tap your wealth for annual cash flow, then perhaps 5% withdrawal rate is rather conservative in this use case.

The more wealth you accumulate, the more conservative your financial security you get.

I tend to think that if you reach a 3% initial wealth withdrawal rate, you have a quite a conservative sum of money that can consistently produce a recurring cash flow to pay for your essential expenses. (the way to look at the withdrawal rate is that the lower it is, relative to your wealth’s average expected rate of return, the more likely your money will last for a longer time)

The table above shows the wealth that you need to accumulate if you are married with 2 kids but paid off your mortgage. The sum of money is bigger. 

However, if you determine that your essential expense is lower than $30,000/yr then your conservative financial security amount might be lesser!

My Personal Case Study

For about the past 5 years, I have been publishing my annual expenses. You would notice that based on the expenses, I do constantly project how my annual expenses will look like for financial security and financial independence. 

How much you need, is very much linked to the line items of your expenses, and how much they add up. 

And I do have a fair share of financial insecurities to keep tabulating stuff like this. 

If I take my annual survival expenses listed in the 2018 expense report, which are my essential expenses I believe i need in case things go wrong, it comes up to $11,880.

I could work out my wealth accumulation ladder like the one presented previously.

I do feel strongly that this annual essential expense is the bare minimum expense that i need to keep life going, and therefore it has to be conservative as possible.

So what I aimed for is somewhere close to a 3% initial wealth withdrawal rate

Given that my stock portfolio should be able to generate an expected return of around 7%, it should be rather conservative to take out an initial sum of 3% of the portfolio, and for subsequent years, the cash flow to be adjusted for inflation.

In all honesty, unless I retire, it is not likely I will need the cash flow consistently for years.

But this is for me, and your mileage might vary due to your lifestyle, and the level of financial security you require.

If You do not Tap Upon your Wealth for Essential Expenses, what you built up go Towards your Financial Independence

The elegant thing is your pursuit to address your financial security is a milestone in your bigger picture to retire early or for your retirement. 

If you do not use too much of it as an insurance policy against volatile cash inflow, then your accumulation would go towards the funding of your official retirement.

Your Best Work is Done when You are Free from Distractions

Ramit Sethi did some research some time ago, when he tried to find out why does people want to earn $1000 on the side. 

He found out that the folks are likely not looking to quit their job. 

Rather, it is so that they can have optionality in life. 

My opinion is that we are suppose to be meant to do something. The question is whether we are paid for it or not. When we are free from worry about putting food on the table, it might allow us to focus and do our best work yet. 

This might invariably improve our chances to get a better compensation at work.


You can say that the rise of the gig economy makes financial independence necessary, or that it becomes very easy in this age for your skill to be outdated. You could also make a case that work pressures are greater, and workers have to do much more, to the point it borders on being severely underpaid.

That does not get to the root of the issue:

  1. We could not stand volatility in our cash inflows
  2. Our lives are poorer when we felt jailed into our current job or boss and we are not confident we can walk away without our lives suffering

These are financial insecurities, and this is the monster that we are trying to frame

And why we felt that the pursuit of accumulating wealth is worth while.

Ultimately, we cannot deny that the pursuit of financial independence are likely to encourage actions that might lead to depressive behaviors

Perhaps the best podcast to explain what financial independence sought to address, on a deeper level, is this Afford Anything podcast interview with Emma Pattee:


I picked out the best part, and sped up the podcast in the clip above for you to listen to (which might make it sound weird). The host and Emma both achieved financial independence before they turned 30 years old. 

Both are still working. And they reviewed their lives and their pursuit of financial independence to identify what made them pursue wealth accumulation and what they missed out on.

And a lot of the reasons are financial anxiety.

Worse, many reached the point of financial independence, and they asked what’s next? This gives us an idea, they do not know what kind of life they are saving for.

When we started that financial independence pursuit, we might not know how much our philosophy of life will change 5, 10, 20 years later. The person that plan to pursue financial independence is a different person than the person that reached financial independence. 

And this might be the reason there is a mismatched in expectations. It is like one person is planning something for another person’s life. That might not always end well. 

For a lot of people, there is utility in providing a stable cash flow to insure against volatile salary affecting your family’s ability to function at the most fundamental level. 

Did you think I have identified the “monster” well? What is your take on this (or the figures presented)? Let me know.

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Here are My Topical Resources on:

  1. Building Your Wealth Foundation – You know this baseline, your long term wealth should be pretty well managed
  2. Active Investing – For the active stock investors. My deeper thoughts from my stock investing experience
  3. Learning about REITs – My Free “Course” on REIT Investing for Beginners and Seasoned Investors
  4. Dividend Stock Tracker – Track all the common 4-10% yielding dividend stocks in SG
  5. Free Stock Portfolio Tracking Google Sheets that many love
  6. Retirement Planning, Financial Independence and Spending down money – My deep dive into how much you need to achieve these, and the different ways you can be financially free