Today is my 3yr anniversary since I started working for myself.

I made $760K in revenue, and had a few realizations along the way. Here are some of them:

Something I wish I got exposed to sooner is the idea of cultivating multiple independent income streams. 

https://twitter.com/dvassallo/status/1479202111439052800

All work activities fall in one of two categories. What works for one is counterproductive for the other.

https://twitter.com/dvassallo/status/1454544766947893248

Life is more random than it seems, and all opportunity lies in randomness.  

https://twitter.com/dvassallo/status/1458841398619168771

The rat race is poison to the soul.

https://twitter.com/dvassallo/status/1314396240856064000

The 40hr workweek is against nature. 

https://twitter.com/dvassallo/status/1358650698431221762

The biggest opportunity cost in life isn’t a loss of potential income, but enduring a lifestyle you dislike.

https://twitter.com/dvassallo/status/1412798604985655310

Accumulating wealth for its own sake is against nature. Spend most of it now and give some meaning to your income. 

https://twitter.com/dvassallo/status/1403943305168121858

Think in bets.

https://twitter.com/dvassallo/status/1439330353177501700

The physical world is sacred and there is no substitute. 

https://twitter.com/dvassallo/status/1370995976480026625

The most inspiring people are those like me who happen to be doing something unconventional. 

https://twitter.com/dvassallo/status/1309997934503583744

Fuck the economy.

https://twitter.com/dvassallo/status/1376574277563019269

Having kids makes career decisions easier, not harder.

https://twitter.com/dvassallo/status/1330604338633269248

Don't be the American banker.

https://twitter.com/dvassallo/status/1316520555818807298

The only purpose of work is to improve your life.

https://twitter.com/dvassallo/status/1409046754801197058

Take care of the downside, and the upside will take care of itself.

https://twitter.com/dvassallo/status/1471027859112091653

Working for myself

Learn your true preferences. Life becomes much more pleasant once you stop chasing the preferences of others.

Try new things, take what works, and throw away the rest.

Treat your life as an adventure, not a competition. A good life is a story you're proud of. There's no score.

Happiness is about getting in the flow. For most things, go with intensity over consistency. Balance your life at the macro level, not the micro.

The purpose of work (after securing basic necessities) is to support your preferred lifestyle. If working hard is degrading your life, what's the point?

The best things in life are free, and they're not worth sacrificing for the possibility of the getting the second best things.

As soon as you can afford to, optimize your life for maximum enjoyment. The deferred lifestyle is too risky.

As soon as you can afford to, only work on what gives you energy. Only intrinsic motivation lasts.

Procrastination is information. Don't fight it, embrace it.

Take risks, but don't put yourself at risk. Never risk anything you can't tolerate losing.

Decouple your self-worth from anything you don't control.

Understand that the only thing you truly control is how you react to things. Live with dignity.

Add beauty to your life. Aesthetics matter.

Quit all the wrong things. The good things happen on their own.

"If you're on the wrong train, every stop is the wrong stop." @GuruAnaerobic 

No matter how much you've invested in your current path, you must be willing to jump off the wrong train, and write it all off. Otherwise you'll be stuck enduring an existence full of wrong stops.

Add excitement to your life, not expectations. Happiness is governed by expectations, not outcomes.

Realize that the physical world is sacred. We are built to roam the real world, to have physical ownership, to make physical objects, to meet people in person. This is the only real life, and there can never be a digital substitute. Digital is only a supplement.

Happiness

Everyone wants to decouple time from money.

The problem? It's an extremely unpredictable way to make a living. For every successful creator, there are thousands who make nothing or almost nothing.

So, how do you make the unpredictable, predictable? Here's what I learned:

See, there are two very distinct worlds of how to make a living in our universe.

The first world is the one we're mostly familiar with, where you follow a predictable career path.

Say you want to make a living as a programmer, a doctor, a plumber, an English teacher, etc. If you do certain things (learn to code, get a specific degree, etc.) you can increase the odds of getting what you want to very close to 100%.

And you can also expect such a profession to earn you a certain amount of money within a relatively narrow income range. Payoffs in this world tend to follow a normal distribution. The path to get what you want, and the expected payoff, are both highly predictable.

In the second world, the payoffs tend to follow a Pareto distribution, where you can expect wild differences in income among people doing the same thing. Making a living in this world is far from predictable.

There is no guaranteed way to make a living as a musician, an author, a startup founder, a blogger, a YouTuber, and so on. You can't just study YouTubing, pass a YouTube exam, and expect to start collecting the minimum wage by producing content for 40 hours a week.

This Pareto world is extremely competitive, random, and highly unpredictable.

So, if you want to make a living doing activities that fall into the Pareto world, you can't treat it like a normal career. You can't just rely on focus and hard work to make ends meet. You can't rely on perseverance and consistency.

If you do it that way, chances are you'll find yourself on the extremely long tail that's commonly occupied by starving artists.

To make a living in the Pareto world, you must behave like a venture capitalist, a book publisher, or a major film studio. You must have a portfolio of enough things going on that you can expect a few payoffs to be happening regularly.

A book publisher will publish thousands of books every year, with the expectation that a small number of them will produce all the profit. To make things work in this world, you have to adopt a similar attitude. But that still won’t be enough!

The problem is that as an individual, you can't realistically publish 1000s of books a year. You can't start 100 businesses at the same time. You can't possibly scale yourself like the corporate entities that operate in the Pareto world.

Successful operators of Pareto ventures make many asymmetric bets. These are situations where the downside is small and capped, but the upside is often large or unlimited.

For a book publisher, putting a book on the market usually has a small, fixed cost, but if the book becomes a best seller, the payoff is practically unlimited. With enough attempts, the outcomes will start to look almost predictable.

But, for you as an individual, asymmetric bets are not enough. Because if you can't fit enough repetitions in your life to have a reasonable chance of materializing a payoff in your lifetime, then the upside doesn't really matter.

If you're placing bets with odds of 1 in 1000, but you can only do so 5 times, the chances are you'll join the group of starving artists.

So how do you solve this problem?

Well, primarily, by giving up most of the upside and going for the low-hanging fruit. You want to do things that, while still very randomness-laden, will very likely yield a small win.

You can never squeeze out all the uncertainty from Pareto activities, so you must leave enough space to try a few things at the same time. And to be able to build a portfolio of such things, you must ruthlessly minimize the input required by you.

For example, you almost certainly won’t be able to write 1000 books this year. But you can almost certainly write 1000 tweets. If we assume it takes 15 minutes per tweet, posting 1000 tweets would take you just 41 minutes per day on average.

Now, you're not going to become the next J. K. Rowling by writing 1000 tweets, but you will have a very reasonable chance of building a small audience with just that small effort.

It's not guaranteed (nothing is in the Pareto world), but the odds are in your favor. And once you have an audience, you have an asset to build on. You gain optionality. You get more information. You build a distribution channel. You increase your luck surface area tremendously.

Trying to build an audience with minimal effort is just one example of a small bet. But let me give you a few other examples from my own recent business activities.

When I came up with the idea of writing a self-published book about AWS, I asked an ex-colleague of mine to become my co-author. I could have written the book myself, and in hindsight, I lost $52,958 (so far), just to save a couple of weeks of work.

But it was still the right decision. Back then, I had no clue whether I was going to sell $10,000 or $1,000, or any copies at all. Cutting the effort in half was a great choice, even though it was already going to be aggressively time-boxed.

Aggressively capping your inputs is important for many reasons. The most obvious is that it gives you space for more bets. But it also helps tremendously with motivation. It's a lot easier to do small things, and the failures hurt a lot less when you haven’t put in a big effort.

Most importantly, a fraction of a win is almost as valuable as a full win. I don't care much that I left half of the profit for my AWS book on the table. After the first $1,000 came in, I knew this profession could became a viable income stream for me.

And that's all I needed to learn. 4 months later, I released my second info product (the Twitter audience course), which crossed $200,000 in sales last month. And this one, I did all by myself.

But even with my second product, I tried ruthlessly to limit my input. Initially, I was going to publish that as another short book, but then I realized that I could say what I wanted to say much faster if I made a video instead.

And that's what I did. That product turned from an idea in my head to a product on the market in just 3 days. Over the last 10mo, it has made an average monthly profit of $17,643. That payoff was unpredictable (and totally unexpected), but the small input was very intentional.

And even my most recent product (Profit and Loss) has been shaped by ruthless input minimization. I was very tempted to do something more elaborate, with a full-blown community, weekly interviews, real-time dashboard access, and so and so forth.

The upside would have been considerably higher than what this product could ever achieve, but I quickly realized that doing all of that would have required a commitment from me that wasn't very compatible with my portfolio strategy.

And this is how I intend to keep making the unpredictable, predictable:

- Aggressive input minimization
- Ruthless application of the 80/20 rule
- Curbing grandiose ambitions
- Going for small wins
- Doing a few things at the same time

A portfolio of small bets.

Working for myself

Happiness

Time and money