Ever wonder why some people seem to “have it all” financially but still feel unfulfilled, stressed, or even downright miserable?

While financial security can solve certain problems, it doesn’t necessarily lead to a fulfilling life.

In fact, many financially successful people unknowingly fall into habits and mindsets that can contribute to their unhappiness.

Today, we’re exploring six behaviors that financially well-off individuals often display—sometimes without even realizing it—that keep them feeling dissatisfied.

Recognizing these habits could be the first step to finding true contentment beyond the numbers in a bank account.

Ready to dig into what might be holding you back from genuine happiness? Let’s dive in.

1) Constant comparison

As Theodore Roosevelt famously said, “Comparison is the thief of joy,” and this couldn’t be more true when it comes to those who are financially well-off yet feel dissatisfied.

Comparison can be a great motivator, and for many, it fuels ambition and success. But it’s a double-edged sword.

When we constantly compare ourselves to others, it’s easy to lose sight of our own achievements and feel like we’re never enough.

There will always be someone with more—more money, a “better” family life, more recognition… you get the idea.

So what’s the solution?

Well, as simple as it sounds, it’s about shifting the focus from others back to yourself. 

Psychologist Jordan Peterson, in his bestselling book 12 Rules for Life: An Antidote to Chaos, dedicates an entire chapter to this very idea.

He advises, “Compare yourself to who you were yesterday, not to who someone else is today.” 

By focusing on your own growth rather than others’ lives, you can foster a sense of accomplishment and contentment that isn’t dependent on external comparisons.

2) Lack of meaningful relationships

Did you know that the longest-ever study on happiness, the Harvard Study On Adult Development found that it’s not money or success that makes us happiest? 

No, it’s quality relationships. 

The wealthier you are, the more people you tend to attract.

But this doesn’t mean these relationships are genuine or fulfilling.

I’ve noticed this in my own life.

At one point I found myself surrounded by a group of people who were more interested in my success and resources, rather than getting to know me as an individual.

This left me feeling isolated, despite being constantly surrounded by people.

It was a stark reminder that true happiness stems from having meaningful relationships with people who value you for who you are, not what you have.

Chasing wealth at the expense of building genuine connections can leave even the most successful individuals feeling lonely and unfulfilled.

3) Living with a big ego

It probably won’t surprise you when I say wealth and success can sometimes inflate a person’s ego, leading to a sense of entitlement and superiority. 

This can negatively impact their happiness as it creates barriers in their relationships and disconnects them from reality.

In my book, Hidden Secrets of Buddhism: How To Live With Maximum Impact and Minimum Ego, I delve deeper into this issue.

I discuss how embracing humility and practicing empathy can lead to a more fulfilling life, irrespective of one’s financial status.

I won’t get too detailed here but know that a ‘maximum ego’ can cause an individual to focus solely on their own needs and desires, neglecting the feelings and needs of those around them.

This self-centred approach can lead to feelings of isolation and discontentment.

On the other hand, minimizing ego allows for more authentic connections with others, promoting mutual respect and understanding.

This shift in perspective can significantly enhance one’s overall sense of happiness and wellbeing.

4) Neglecting personal wellbeing

For many, building wealth requires sacrifice, and sometimes that means sacrificing the need for self-care.

In the hustle toward success, taking time for personal well-being can easily fall by the wayside.

But this is a huge mistake. 

Experts, including those at Psych Central, have noted that neglecting self-care is linked to low energy, feelings of hopelessness, and even worsening mental health symptoms like depression and anxiety. Yikes!

I know this firsthand.

When I was trying to get Hack Spirit off the ground, I was so focused on reaching my goals that I completely neglected my own needs.

Sleep, exercise, even simple relaxation took a back seat, and before long, I felt completely drained and unmotivated.

It took a toll on my mood and my overall sense of well-being.

The point is prioritizing self-care is essential for maintaining the energy and focus needed to lead a fulfilling life. 

Wealth and success mean little if you’re constantly running on empty, so make self-care a non-negotiable part of your routine. Your mind, body, and happiness will thank you.

5) Disregarding the journey

Financially successful people often have their eyes firmly set on the next milestone—the next investment, promotion, or achievement – and this can be great for achieving goals. 

But when life becomes solely about “what’s next,” it can start to feel like a never-ending race, leaving little room to enjoy the journey itself.

The problem with this mindset is that it postpones happiness.

When we’re constantly looking ahead, we miss the small, meaningful moments that make life rich and rewarding. 

The solution? Embrace the present. 

Take time to celebrate small wins, appreciate the process, and find joy in the day-to-day.

After all, true fulfillment isn’t just found at the destination—it’s woven into the journey itself.

6) Ignoring the need for purpose

Finally, financial success, while rewarding, doesn’t always equate to a sense of purpose or fulfillment.

Some wealthy individuals may feel unhappy because their lives lack a greater purpose beyond accumulating wealth.

Having a sense of purpose in life goes beyond financial success; it involves making a meaningful contribution to the world, pursuing personal passions, or working towards a cause that aligns with one’s values.

When individuals ignore this need for purpose, they may find that their wealth, no matter how substantial, feels empty and unfulfilling.

Final thoughts

True happiness goes beyond financial security; it’s about nurturing relationships, caring for yourself, staying grounded, and finding purpose.

By letting go of these behaviors, you can begin to find contentment that isn’t just about what’s in the bank but what’s in your heart and mind.

Real fulfillment comes from building a life that aligns with your values and brings joy beyond material success.

Here’s to finding that deeper happiness!