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100+ Answers
James Altucher 
James Altucher, Author, entrepreneur, podcaster, wall street investor
After losing over one million a week, cash, for the entire summer of 2000, I was forced to sell my apartment.

So one day in 2002, all the boxes were packed, the apartment was empty. We had two moving trucks waiting downstairs to move us an hour north of the city.

It was like an exile. My self-esteem was gone, my apartment was gone, I hadn’t slept a full night in almost three years, and other things I can’t even talk about.

My ex-wife, my two toddler girls, and Lynne, a close family friend who was helping us move, were taking one last look around. “Oh. My. God,” Lynne said. “This is really it.”

It’s been a decade and a lot has happened, good and bad (mostly good). Someone on quora yesterday asked the question, “what’s it feel like to be rich?”

I figured I’d answer based on my pre-2000 experiences. I’ll save 2000-2010 for another time.


A lot of people started answering the quora question with “I was able to buy this, or that, or ‘this and that’. “

Money was never about that for me, then or now. There’s never been anything I wanted to buy (other than the next ipad!) 

I have minimal material possessions. If you know me you’d see I dress like crap and the edges of all of my pants are frayed.

I don’t own a suit. I don’t have a drivers license so fancy cars are out.  I like comic books more than paintings. I don’t like to fly or sail. And I don’t drink wine or eat out a lot. So what did it mean for me back then:

–          DNA. I finally felt good enough about myself to pass on my genes and have children. I never wanted to have children before that.   

There’s apparently some evolutionary reason that we feel a strong urge to pass on our genes. I had never felt that before but somehow having a significant amount of money gave me permission to want to have kids.

–          Safety.

For the briefest of moments, I felt “safe” – like nothing could harm me and I could live forever. In 1999 I visited the Chairman of a company I was a shareholder of. I was in LA and he picked me up at the hotel in his latest Porsche.

We drove to his enormous house and he gave me a tour. When we sat down he told me, “I don’t even have to do this anymore. I have so much money now that nothing can touch me.”

I know it sounds unbelievable and a cliché but a year later he came down with cancer. After battling with cancer for years he was given worse and worse news about the outlook until eventually he shot himself and his kids found the body.

I heard about the news when his wife called everyone in his address book. This is not meant to be a lesson. Money has its benefits but immortality is not one of them. (Although, if you must – How To Live Forever).

Another example.

A friend of mine was running a prominent gaming site and wanted to maybe sell it or do something with (it was 1999, so why not?) I introduced him to a successful guy I knew on Wall Street.

I couldn’t even find the guy’s office. I had never been down as south as Wall Street.  My friend and I sat there while Shlomo (not his real name, but you get the drift) said, “look at me! Ten years ago I was a shlub. Now I have 100  million dollars. Only in America, right?”

About two years later Shlomo was in the center of a massive FBI sting involving a currency brokerage he had started that had been simply pocketing investors money since the 70s. He went to jail. Even my orthodox friends turn away and refuse to talk about him whenever I ask if they knew him.

–          Scarcity. My feelings of safety and immortality quickly gave way to scarcity. After all, I thought, if I could make 10 million dollars  then it must be too easy.

In fact, I honestly thought, everyone else had probably already made 11 million dollars. So then I felt poor again. I now needed 100 million dollars to be happy.  I drove in a car with a friend of mine and his wife. I said, “everyone has 10 million dollars now.” She quickly said, “not everyone”.

–          Friends.  I lost some friends. Then I made some new friends. By the time I was going down in the elevator from my apartment that one last time, 100% of those new friends were destined to never speak to me again (at least through January 12, 2011).

My new friends said things like, “Mark Cuban is a stud” or “Fuck him. Take away all his shares” or “Good luck. Have a nice life” or “of course its legal!”

(one of many paintings I bought)

–          The value of money. I realized (too late then, but I learned) that I never knew the value of money. I had never even been aware of money before. My prior goals had been playing games, making fun websites, or writing novels.

Then my only goal was money, money, money, and more money. I told my therapist at the time, in 2001, “its like losing a loved one” and she said, “sweetie, sounds like you’ve never really lost a loved one before.”

Money is a great thing. It’s the payoff on hard work, great luck (which is often earned luck) and you can do amazing things with it. Build new businesses, create  jobs, buy your independence and freedom from corporate America.

But first you have to climb many hurdles, of which earning the money is only the first.  Very few things are better than earning a lot of money.

Money finds a home only in places where it’s appreciated.

I didn’t appreciate the money. So it left me.

When we were in the car, driving to our new home back in 2002 it was in the middle of a snowstorm. I wanted to cry I felt so bad about what was happening.

But it was too much to think about. So for a brief moment I watched the snow and remembered what it was like to be a kid. Tasting the first snow of the year on the tip of my tongue.

Read More: What do you do after you make a ZILLION dollars?
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M. Scott Veach
M. Scott Veach, Television writer/producer with experience developing pilots and working on writing staffs.
I just wanted to expand on one of the common themes to these answers. I'm not uber-wealthy by any stretch but have had windfalls of $1M a couple times in my 20s and 30s.

The theme I want to expand on is dating.

Here's a funny fact that surprises most people. Before I had wealth, I had had many girlfriends. Done very well dating-wise. And had healthy self-esteem about my attractiveness and desirability. I had never been cheated on. I had never been broken up with. And I had almost never been rejected by a girl I liked. In other words, if we got to the stage where I wanted to kiss her, then she invariably wanted to kiss me back.

After acquiring wealth, I found that more girls found me attractive than before, but at the same time, I found myself getting rejected for the first time in my life. I found myself getting broken up with. I was cheated on for the first time.

The irony of wealth is that it made me more attractive to women and at the same time forced me to hear who didn't find me attractive much more than ever before. Wealth is a superficial attractiveness that reveals how many people don't find you deeply attractive.

Why is this?

In my experience, dating works like this: guy and girl don't know how they feel about each other but they each are willing to spend some time with the other and find out. This willingness is usually based on the other person meeting some criteria requirements (usually subconscious). Things on this list of criteria might include: attractiveness, social status, cultural compatibility, sense of humor, and yes, wealth.

So, we go around meeting people. Some of them meet the requirements to make us want to see what happens when we date. Of those, some of them become legitimate relationships. And ideally, eventually, one of those becomes the love of our life.

What wealth does (at least for a guy) is artificially put us on a lot more *I'd go out on a date with him* lists.

And here's the rub. More girls will go out with us, but it's too many girls. It puts us on the "would date" list of girls who ultimately are not a match.

So what happens? It's not that they end up "liking you for your money." Very few people can pretend to like someone they don't just for cash. Rather, what happens is that it results in us spending a lot of time with girls who *wish* they liked us more than they do; or who wanted to like us but discover that they actually don't.

The superficial attractiveness of money forces me to have to hear the truth of who doesn't find me attractive. Pre-money, she wouldn't have gone on the date with me in the first place and I would have ended up spending my time with a girl who actually was a match. I would have had more fun, and definitely felt a lot better about myself in the process.

So, it's not that girls pretend to like you for your money. Or only like you for your money. It's more that your filter for who is a likely match gets ruined. So you end up wasting a lot more time going on dates with girls who just aren't going to be that into you. And that means you have to experience getting rejected a lot more than ever before.
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Niriksh Bharti

Hell! Yeah!

Getting rich is worth not because of these cliches.

These are just hypes that when you'd get rich you would buy these things. Well you can but when you're rich you can actually get the sense of satisfaction. It isn't about getting rich it is about having purchase power.

How many times did you have that thought in the middle of night that let's order something either from dominos, pizza hut or McDonald's?

Yeah! 90% of the time you have had that thought but did you order no. You didn't. Well you never did order because you wanted to make sure you're pocket money / salary you had to make sure it lasted until next month's.

You wanted to buy something for your parents and you had to save money every month? Why is it worth getting rich you ask?

Let me explain it to you.

  • You live longer.

Studies show that rich people outlive the other people by 20 years. That's alot of years to live a significant life.

  • You do better in academic life.

Wealthier individuals can afford expensive tutors that help them get ahead of others, so next time your mom and dad says that look at my boss's child he's doing better than you, you know what to say.

  • You don't have to worry about health issues as much.

There are ofcourse plenty of diseases that can kill you no matter what your net worth might be but it is alot less likely to die than an untreated infection than you can't afford at a high end doctor.

  • You pay lower taxes

The rich are smart people they worked really hard for their money and they do not part with it that easily they have an entire system set in place that prevents government from taking as big of a cut as they do in case of other individuals.

  • You eat better food.

If you have money you can afford better food. Not available to the larger population. Healthier food is also a lot more expensive than fast food these days. So the sooner you get wealthier the sooner you can enjoy healthier food.

  • You have a greater chance of surviving a car accident.

If you do decide to do the driving although rich people have a chauffer you're likely to drive a higher end vehicle that dramatically increases the chances of walking out alive from the accident.

  • You don't have to worry about debt.

You don't have to take out a loan while paying for anything studies, house, cars etc.

  • You get to drive your dream car.

You know that dream car you had in that poster on your wall or phone, rich people have that and a few more in their garage. They don't even drive them every day just when they feel like it.

  • You can do more for the world.

As wealthy individual you can make a difference and make an impact upon the world. Your contributions doesn't only counts for your country but the whole world.

  • You don't have to worry about bills.

Bills take care of themselves. Wealthy individuals have accountant and financial advisors to take care of their best interests. Their financial life is sorted.

  • You can afford a really good lawyer.

A good lawyer can make most of the problems go away, so choose when you say that he's rich he'll get away yeah! That's right because he has a goddamn good lawyer you have it and even you can get away.

  • You can provide for your family

Your family has their basic needs fulfilled so they can focus on personal growth.

  • You have access to the latest technology.
  • You can travel the world.

Emerge yourself into a completely different cultures and learn as much as possible about the world making you alot less ignorant of how just similar are we in core values.

  • You can actually follow your passion.

No matter what you always dreamed of doing you're free to do soo. Because you no longer need to work for the things you don't love because you don't have to worry about your livelihood.

  • You get to meet famous people.

The best perk of getting rich is that you get to hang out with famous people and even work with them.

  • You have homes in countries.

2nd home somewhere far away with gorgeous view while most are still gonna work hard to pay their house mortgage. You own several properties around the world where you can relax and enjoy the view.

  • You don't have to look at the price tag.

If you have to look at the price tag you aren't rich, rich people buy the things they want to. They don't have to look at the price tag.

  • You Fly Private

No more trains, Buses or fear of missing your flight. You have your own plane ready to go whenever you need.

  • Your sex life is a hell lot better. Don't believe me. Here you go.

For example Dan Bilzerian is a living example although money can't buy love but it can buy amazingly hot sex.

  • You can buy beauty to some degree. Although it cannot alter genetics.... Yet

Money has improved the track record of beautification.

  • You don't work for the money, money works for you.

Compound interests, real estate, shares, bonds etc. Anything that pays you are your most loyal soldiers. They make your lifestyle possible without you doing anything.

  • You are free.

Above everything else money has become the instrument of freedom money is key to opening doors that others can't open. The alternate possible to see the world.

Source : Alux.com - Luxury Experiences and Fine Living

Regis Chapman
Regis Chapman, I am philosophical by nature and by choice. I seek what is behind This.
Having grown up in a sort of split way- with a millionaire father and an on-welfare mother; I feel qualified to speak on this issue.  I also grew up in another way that can be considered to be split (at least in my mind). Before I knew myself and after.

I saw a very unhappy father and a very unhappy mother. Rich or poor, didn't seem to matter. I sought an answer to this in most of my adult life. I sought it in the arms of women and in athletic achievements.

After I made my years-long effort to become rich (thinking my father's life strategy to be valid) via Internet startup in the 1990's and 2000's Silicon Valley boom time, I reached a nadir in the months following my startup failure (where I had stock options) while playing Diablo 2 for 8 months until I could grasp the reality of needing to work at a $15/hour job again. This is something I resisted out of some kind of false pride.

During that low-paying tech support job I had a huge existential crisis that lead me to living in an ashram for several years. After 3 years of working in that job, I was fired, and finally got to undergo a process that ancient generations would know as an initiation ritual. I died to my old self and my old strategies about getting my needs met. Thus, I was able to discover other ways.

Essentially, I lost or gave away everything and lived in a shed without heat or power for 2 years. All the while, my daily schedule involved yoga, meditation and being taught by a very strict teacher in the traditional Indian way.

Anything I tried to hold onto dissappeared. My whole comic book collection was stolen, and I lost all my personal effects from my early life almost entirely over the last decade.

It seems to me that many people need to undergo a process like that, but lack any means to do so in modern culture- lacking almost all apprenticeship or a cultural layer of mentors to allow us to grow out of being children.

I am starting a yoga center where these things are understood, apprenticeship is encouraged, mentors are available and that the reluctance to undergo any small discomfort can be overcome.

I shudder to think what would have happened to me had I NOT undergone these (widely considered negative on the face of it) transformational processes that allowed me to understand my own inner self.

What if I HAD changed in my stock options for millions of dollars like the current "top" answerer? I knew little or nothing of myself and I would have probably become as listless and unmotivated as that Anon User. SO MUCH is possible with monetary leverage, but when one is concerned only with meeting one's own needs, I can see why a huge gaping void might appear to be sitting in front of such success.

As I have moved through life and become more mature, I grasp now that the process of maturity is what will allow one to be capable of surviving such prosperity. Yoga and spiritual (or, if you like, internal) transformations with a good and mature teacher can allow even those most listless and unmotivated to come to know themselves again and regain the meaning in their lives.

It did take some years to figure out how to not be motivated by spite (I'll show THEM!) in any way and to get in touch with some more authentic motivation.

Now, I can say that if I won the lottery (a fool's bet to be sure), that I could handle it and indeed use such a windfall to make the lives of those around me and even those I don't know so well, better. I would know the difference between strategies to meet my needs and selfish desires. I can allow others to get their needs met in different ways than I am comfortable with and I can allow others to interact with me and thus dropping off my various neuroses and character defects.

My happiness is not dependent on any external thing anymore. I believe that our entire cultural reference ASSUMES that external money, validation, etc. forms the basis of happiness- and we strive toward this- but my spiritual training taught me that happiness is simply not contained in any object or achievement. My wife being an Olympic medalist 20+ years ago has also taught me a huge lesson in this respect. 

If happiness was in external objects; for example, a chocolate cake would make us happy even when we are nauseous, and a 50 carat diamond ring would make us happy when we are falling to our death without a parachute.

My happiness is derived from a clear sense of self, removed even from the workings of the senses; relatively free from believing my own thoughts and free from being attached to the body/mind complex generally. Even death is understood and welcomed here.

Additionally, my left brain now has a place I can hang it on. A philosophical and inclusive "peg", so to speak, upon which all the questions that are perpetually asked by the always-on mind can be hung. Not all answers are obvious or pretty, but they fit in an encompassing and inclusive philosophy. Like The Dude, I can just abide in most any situation.

It seems to me that philosophical thinking produces a more flexible and adaptable mind than the common Western cultural pragmatism or the sort of focus we see from many money-focused businesspeople or even athletes. It's nice here, and we welcome you.

"Out beyond ideas of wrongdoing and rightdoing, there is a field. I'll meet you there."- Rumi

This field is where happiness also lives. This is the same field that lay between likes and dislikes. As a yogi, I have trained my mind to be relatively free of these things. In poverty and in wealth, the idea is to remain the same.

I can't remember any time when our culture (or even our religion) told us THAT story, or gave us THAT as an option. I certainly met no one along my road of life who told me this directly, and only a few times even with an emotional connection like the love of my great-grandmother, for example.
Why am I answering: I was raised in middle-class environment and reached upper-middle.
I'm from Saudi Arabia, and I work in a firm where most employees have rich parents.  My work-friends are high-income to super-%1-high-income people.
The firm I work for usually pick people from rich families, but they needed someone with a certain technical knowledge, so I came on board.

During company gatherings, I park my Hyundai car beside their Audis and Lexuses.
Business trips for me is economy (thankfully, I stuck with one airline which got me gold membership so they give me free upgrades frequently). My friends go first class, or business class for some.
I also stuck with Holiday inn chain (ihg) and got free upgrades with time. My friends choose Rosewood hotels/Ritz Carlton/W...etc.

In our work chat and gatherings, I hear all stories about trips/perks/rich lifestyle that they see as normal. Result? It's almost the same, but with fancy packaging. Let's have a comparison:


Upper-middle class vs. high-income class:
Driving Hyundai Genesis ($25k) is like driving Audi A8 ($75k).. I tried both, both have almost the same comfort.. but Audi will give you "brand" and price for it.
Staying in Holiday Inn Express ($90/night) is like staying in Ritz Carlton($650/night).. Same comfortable bed (again, seriously, same comfort in terms of bed) and same hygiene..but different packaging/room space.
Traveling business class(eg. $850) and first class($3,000, same destination) , Same comfort.. Difference is that the crew and sometimes a Chef will come personally to you and call you by name. You order food whenever you want and use fancier utensils. Wider seat/bed but not noticable difference in terms of comfort.

All high-tier products are mainly to distinguish high-income, not to give them more. Same essence different decor. Comfort is the same, so the rest is excessive luxury that you get negligible utility from.

In conclusion:
You need money to help you pay the bills, live in safe gang-free neighborhood and not fearing being kicked out from your house. Afterwards, it's a similar feeling of comfort, but products are packaged differently to take more of your excess money, and to let others know that you're rich.

Struggling poor? Try your best to reach the stability of middle class.
Middle class fearing the end of every month? Work on reaching upper-middle, which can be reached sometimes by only managing your finances well.
Upper-middle? Your serious monetary issues are mainly (if not only) because you try to stretch your life further than your income. It's time to appreciate your fortunate situation and give back to community.

(updated for spelling, to the nagging linguist inside each of us).
________________________________
"If a human has a river of gold, he would seek another". Prophet Muhammad.
Andrew Sheldon
Andrew Sheldon, Author of "True Anarchy & Its Misconceptions"
This is a really good question. Most people will go through life never asking it. I often ask it because I gave up opportunities to make money, as a mining analyst in order to reserve the corruption I saw in financial markets, but more broadly, the entire economy. It poses the question however:
a. Make a lot of money and miss the opportunity to develop one's mind because that task is likely to consume me.
b. Free myself of the expensive lifestyle and self-educate.
This is what I've done. But it doesn't need to be tragic. Yeah, it was great flying around the world earning frequent flyer points, thinking I'm part of something great. It was great being the youngest attendee at conferences, and drinking an endless beers in lovely beach resorts around the world. Yeah, it would be great to have the security of a luxury home.
Firstly, its actually pretty easy to have a pretty good life on the cheap. I bought a foreclosed house outside of Tokyo, Japan ($28K), a rural house in NZ, and visit my family in Australia, and my partners place in the Philippines. I meet really interesting people living the expat life, and still have a ball. Less at resorts, but I also get to develop my mind, and be an advocacy of something great - anarchocapitalism.
What motivates me is the desire and pride of being an efficacious thinker. I really don't expect validation from money or other people. I've long ago learned that, when you are different, you cannot expect that from people. This world is a fragment of how humanity should be living. Our political system, representative democracy, is an extortion system. A legalised gang bang, and liberals and conservatives will be the death of us.
The analytical skills I have developed are not particularly valued by a government 'extortion' distorted market. That said, for analytical people, there are endless opportunities. Having studied geology, mining engineering, economics, finance, accounting in uni, I did history, philosophy, psychology, law in my own time. I live largely off personal investing, daytrading and being frugal. I love my online and real life communities, particularly given that travel is disruptive.
There are people who care about living in luxury. I'm just as happy living out of a man cave or tiny home. I have my own way of thinking, and the people I care about respect me for it. I love the 'frugal' way the Japanese live. Wherever I am, I ride (Japan) or drive (NZ) into town on a bicycle, write books in coffee shops and at home. I enjoy nature and am stimulated by the people I meet.
It has been hard for me to 'have it all' or a compromise because of my radical values, and also because I left resource consulting too early. I have missed out on some great investment gains in the market because I tend to be 'ahead of the market', and tragically sell too early, drawn to daytrade. But I have seen some exceptional profits that keep me going. I'm lucky this way. I'm not oblivious to the fact that I get those opportunities because:
a. I have special knowledge that differentiates me
b. I do things other people don't do. i.e. I holiday in Japan; I don't live there, so I get Japan Rail pass concession. I buy resource stocks that are too small for brokers to cover, even though they seem oblivious to the world class resources they are developing.
c. I acknowledge it is a privileged position because these mineral explorers don't 'create' minerals. They do 'create value' in a sense by finding the minerals. Some times its really easy, even accidental (like when Lang Hancock flew over WA and discovered & pegged a new iron ore province) and other times there is great analytical skills or timing involved. It is hard for such decisions to justify becoming a billionaire because resource rent (royalties) are so small, and the large investments are largely subsequent to the discovery.
I don't pursue anarcho-capitalism for the money; I do so because its underlying values, when and where they are properly and defensibly identified, are consonant with human nature. Most humans are living the life of animals. We don't differentiate ourselves from animals, and that's sad, because we don't 'think' analytically. We are 'collectively' so dumbed down by our political system, that most people cynically despise anyone who does. These 'haters' control the world; but only because they rely on the popularity of the 'self-evident'; the easy cash grant to remain in power.  They rely on other scepticism or moral (conceptual) ambivalence. They rely on the popular mandate that people give  them; an arbitrary power of attorney, subject only to the dubious standards of the mob. There are only illusions of protection.