Why will most people not become millionaires?

I met a girl in an elevator and asked her out on a date. This was between marriages.

The first thing she asked me on our date was, “How much are you worth?”

I had made and lost millions but nobody knew at that time what I had. I lied. I said, “a million dollars”. But I was worth less.

“Not good enough,” she said. Still, we dated for awhile but then it ended. Like most things, it ended horribly.

I had made and lost so many times at that point that I had to ask myself: “Why can’t I keep the money?”

There’s three skills to making a million:

  1. Making it.
  2. Keeping it.
  3. Growing it.

Sometimes I was good at #1. And sometimes I was bad at it. And, at that point, I was always bad at #2…keeping it.

Like the time I blew it all on bad investments, or bad tax decisions, or bad house decisions, or other bad spending decisions.

But it wasn’t any one decision. It wasn’t someone ripping me off, or me being irresponsible.

I catalogued all the reasons I would fail to make or keep a million dollars. The reasons were never on the outside world. The reasons were always inside of me.

Every failure to become a millionaire will boil down to these nine reasons.

A) Sickness.

If you are sick all the time, you won’t be successful at a business. When I was a venture capitalist I would never invest money to a guy hooked up to a ventilator.

Or even if I suspect they are clinically depressed (which I often was).

Many people avoid second dates if they find out on the first date the girl has late-stage terminal cancer. This is sad but reality.

Put good things in your body. Exercise. Don’t drink. Sleep 8 hours a day. That’s it.

Then you probably won’t get sick as much and you’ll have a lot of energy to do your business. If you’re sick in bed all the time, your business will fail.

Sometimes Sickness might also be telling you something.

When I worked for a private equity firm I fell once for no reason and could barely walk for a week or so afterwards.

My body was telling me something. I should’ve been fine but my body fell.

I quit the next day and had energy for the next opportunity.

B) Inertia.

I went out for dinner a few months ago with people who couldn’t stop talking, eating, and drinking.

One person had business ideas. The other person wanted to write a novel.

All night long drinking, eating, talking about business ideas, talking about writing novels. Talking, eating, drinking, talking, walking, drinking again, talking more. Then you sleep. Wake up at ten. Bloated, sick, heavy.

If you want to succeed you first have to get up and start. You can’t watch SharkTank, you have to be the shark.

Don’t waste time. Start NOW. No more stuffing your face. No more parties at high-tech meetups with lots of social media experts.

You know you only want to have sex with a social media expert. Stop lying about it. Start your business.

C) Doubts.

You need to have a real passion behind the product you are creating.

Would YOU use the product? If you wouldn’t, or if you are not sure, then you have doubts. Steve Jobs WANTED an ipad, an ipod, an i-everything.

Doubts will make you fail because you won’t be able to make critical design decisions.

With one business I started, Stockpickr, I was obsessed with putting in new features. But EVERY single feature had to be something that would make me personally want to use the site more.

With Reset, the first business that I was able to build and sell, I only created websites that I would want to use.

D) Laziness.

I am lazy. I admit it. I like to watch TV and play games. I like to hang out with friends. Everyone is lazy some of the time.

If I am bored with something I’m lazy.

But with a startup, or if you are trying to move up in the corporate world, or if you are falling in love with someone, you can’t be lazy. She wants to go dancing tango. You want to watch Jay Leno. You’re a lazy pig. Go dancing!

Treat your money like you love it. Don’t be lazy about it.

Or she’ll find someone else to tango with.

This doesn’t mean work 100 hours a week. This doesn’t mean you have to kill yourself to succeed.

But it does mean you have to work on all aspects of your life that give you energy: physical health, emotional health, creative health, spiritual health — so you can make smart, creative decisions when you need to.

So you can sell with enthusiasm. Negotiate with conviction. Manage the details. Constantly have new ideas.

And when you have put in the time, rejuvenate with good down time. Go tango dancing!

E) Carelessness.

If your programmers present you a final product, you still have to check every page, click on everything, click on everything fast and twice, don’t forget a birthday or an anniversary, don’t forget everything your boss told you or everything the client wanted.

Be detail oriented.

Persistent carelessness equals consistent failure.

F) Vacillating.

Always wondering: Is this the right business? Or should I back up and start fresh with a new idea?

Don’t be constantly stuck in the middle of a decision. Then you are blocked.

If you’re stuck in too many middles, you get sliced up into bits of broken glass.

Your businesses implodes, your relationships have to start back at zero. You vacillated and ended up with nothing. Congratulations.

G) No progress.

You start your business. You launch your dating site. A few people sign up. But there’s no excitement. People stop signing up.

Traffic stays a few dozen people a day. Ok, no progress. You buy some google ads. They sort of work. No progress. By the way, failure is not a stigma. Its ok to fail.

Its just that having “no progress” might be an indication you need to move to another idea or business.

One business I once started didn’t seem to get any traction. I had no signups. Very few people were using it. Nobody cared.

I raised a million dollars. But I was physically shaking the next day. My body was again telling me: this is not going to work.

[my dating site for twitter users was getting no signups]

Nothing bad was happening. I just knew that no progress meant this business idea was not going to work.

I returned all the money. At first I felt like a failure. I failed “yet again!”

But ultimately returning the money on the eve of failure created much goodwill and led to greater success later. This is not about the success of one business or failure. This is about the success of you.

Even profitable companies sometimes have no progress and have to be rethought. This happened to me with my fund of hedge funds. This has happened to me with some podcasts I have started. This has happened to me with books I started writing, even when I was 200 pages in.

But “no progress” is ultimately a great signal to take a step back, and even another step back, and go in a totally different direction.

Persistence will get you nowhere if you keep running into a wall.

H) Delusions.

People start a business, then they think its the best geo-locator mobile dating discount app on the universe: “its called ‘6th Circle’ because its a play on “foursquare” and the sixth circle of Dante’s Inferno.

We’re going to do five deals with major sidewalk companies in China to get the word out. The market is $18 billion in profits because we get everyone in Shanghai to pay 10 cents a day.”

Blah blah. Always look back. “Am I smoking crack?” “Am I smoking crack?” “Am I smoking crack?”

Every day check the ashtray. Is there crack in there? Delusions will keep you from making progress.

There is something called “optimism bias” but I call it “smoking crack bias”.

We always think the project we are doing is the BEST. We become delusional.

Then suddenly, no money, no friends, no more PR, and you’re on your bed smoking your last piece of crack hanging onto the lonely panties of the last hooker who left you by yourself, not even bothering to dress as she slammed the door on the way out. This is your mind on crack.

I) You Fall Backwards.

You’re losing clients. Your best programmer quit. Your traffic is going down. Your girlfriend is not returning your calls. Your boss promoted someone over you.

Time to get creative now. You need to think out of the box. Again, this is just an obstacle. Not a failure.

Learn from it. Adjust.

Experience is curriculum. Always.

— -

Consistently having ANY of the nine items above will prevent you from making a million dollars.

And if you avoid these nine items, you will succeed. It may seem basic. Some people might answer: millionaires work 100 hours a day! Or millionaires have ten streams of income!

I don’t know if that’s true. But I do know if you have some or all of these nine items working against you then you WILL NOT make a million dollars.

Be vigilant. Every morning ask if you are falling into these nine categories. Every afternoon. Every night.

Catch yourself when you first hit the obstacle. If you can clean the obstacles out, you’ll have success. Guaranteed.

How do you build the inner strength to avoid these nine obstacles to making a million dollars?

Focus on these four items every day:

  • Physical health: Eat, Move, Sleep well
  • Emotional health: Avoid toxic people. Be around people who you love and who love you.
  • Creative health: Write down ten ideas a day. Exercise the idea muscle. Within six months you will be like a super hero. An idea machine.
  • Spiritual health: Every day, never obsess over the things you can’t control. This saves enormous energy.

TRUST, that this daily practice works. It works for me.

I finally stopped going through this painful, depressing, unrelenting cycle.

I started a business that built up to millions in profits. I started doing more and more of the things I love rather than giving up on things I love to do more of the things I hated.

I started being honest with myself about what was costing me energy.

I made better friends. I fell in love. I exercise the idea muscle every day.

Sometimes I get stressed, anxious, scared.

Sometimes I get doubts. Or I get a little too lazy. Or I get “smoking crack bias”. But then I get back to that daily practice and it works. And I see it work with other people.

Businesses might fail, relationships might not work out, your old boss will be stuck yelling at the dead pieces of meat that sit in his office sucking up to him.

But no longer can anything stop you from succeeding.

For some reason, I’ve turned myself inside out and all my guts have spilled onto my blog. One day I’ll run out of stuff but not yet. http://bit.ly/2blmiaG

Get the Medium app

A button that says 'Download on the App Store', and if clicked it will lead you to the iOS App store
A button that says 'Get it on, Google Play', and if clicked it will lead you to the Google Play store