A great question to ask yourself to test your level of certainty about something in your life is to ask yourself: how much I would wager on it? Make a bet with yourself.

The advantage of this technique is that it converts something potentially very abstract into something that is very tangible. Everyone in a modern society has a personalized intuition about money, the common medium of exchange. No one’s intuition is wrong because it’s completely personal and completely subjective. The correct question to ask in this situation is not “am I right or wrong?” but “does this intuition help or hurt me?”

It allows you to compare your level of certainty or confidence about one thing versus another, on a common scale.

The exact amount you might bet is not important – different people have different bankrolls and risk tolerances. A six year old might bet a few dollars in allowance money where a high roller would bet a million on the same question. Neither your bet nor anyone else’s is “right” or “wrong” or “too big” or “too small” – the important thing is that it helps in your decision-making process

Even the same person will change their level of risk tolerance in response to their inner feelings, mood, and physical state. (A real-world example – why do you think casinos provide alcohol at the gaming tables?)

I recommend using this technique frequently. It’s a great “gut check” when you have a decision to make. It scales from the smallest (“which cafe should we go to for coffee?”) to the largest decisions (“should I take this $10B offer for my company or hold out for more?”).

Certainty, uncertainty, and emotional engagement

Some things are near absolute certainties. For example, I’d be willing to wager almost any amount of money – perhaps hundreds of billions of dollars – that the sun will rise tomorrow. For that matter, if the sun does not rise tomorrow, it’s probably safe to say that we will be facing larger problems than money could solve. This also assumes that someone else is foolish enough to take the opposite side of that bet – which is the exact reason why no one ever bets on the sun rising. Everyone agrees, no uncertainty and hence no disagreement to be resolved through a wager.

Other things are reasonably guaranteed but don’t fall into that “absolutely certain” category. I’d be willing to wager a few thousand dollars that I could drive from Boston to New York in ten hours. It feels like a pretty safe bet because there’s enough time for a Plan B and even a Plan C if things go wrong. (Three hours, not so much.)

Then there are the true gambles, where the outcome really could go either way – if not exactly 50/50, at least close enough to it to be interesting. Research suggests that the greatest excitement and emotional involvement comes from the greatest uncertainty. The psychologist Robert Sapolsky discusses this in a brief video.

In football, if it’s the fourth quarter with ten seconds left and one team is ahead 43-7, the outcome is certain. In those situations, fans in the stands are emotionally disconnected, people start to leave to get ahead of the traffic, and for all practical purposes, the game is “over”.

On the other hand, if the score is 14-17, and the losing team is in position for a touchdown with only a few yards to go, the outcome is much less certain. The players, coaches, and fans are certain to be much more focused in the second case.

Motivation and behavior change

We can think up lots of situations in our human lives where a person has a fairly high degree of control in the big picture, but somehow manages to drop the ball in the day-to-day decisions that ultimately add up to the big picture. Examples include retirement savings, healthy eating and weight loss, smoking, and many more.

In these situations, even though people “know” that their short-term decisions may be bad ones, they play a variety of mind games with themselves to keep negative habits going. It’s not a question of intelligence or information. Intelligent and well-informed people may even be at a disadvantage since they can cobble together more complex rationalizations that are supported by more facts (or “facts”).

In these cases, hacking your own mind through actual – not hypothetical – gambling can be a highly effective solution. Making bets with friends that you can gain 10 pounds of muscle or drop 10 pounds of fat is a great way to create tangible stakes beyond the abstractions of “look better” or “feel better”. This also brings in the forces of social and peer pressure, as well as peoples’ powerful desire to be consistent and accountable, in order to activate their personal power to create change.

Gambling and decision making

So there you have it. Using the power of uncertainty, and our natural excitement about gambling, we can help ourselves make better decisions in both the short term and the long term. By making intelligent bets with ourselves, and with trusted peers, we can take charge of our minds and go for the best possible long-term outcomes. Happy gambling!

{ 0 comments }

I’ll be happy when

January, 2012

Sometimes I overhear people say things like “I’ll be happy when ” and I feel like shouting at them. But why? Doesn’t that sound like a good sentiment, focusing on things that bring happiness? After all, it’s good to have a dream and hope for the future, something that a person can look forward to. [...]

Read the full article →

The meanings of Christmas

December, 2011

Christmas is considered a big deal in many places around the world, even without its religious content. Whether it’s Christians celebrating the Sun of God, or Jews enjoying Chinese food, movie premieres, and easy parking, there is a lot of great stuff going on. In Japan, I am told, Christmas is celebrated with Kentucky Fried [...]

Read the full article →

Pale Blue Dot

November, 2011

I recently saw a photograph that kind of blew my mind. It was a photograph of Planet Earth from six billion kilometers away (nearly 4 billion miles), taken by the Voyager spacecraft. Launched over 30 years ago to explore the outer planets of our solar system, Voyager is still the farthest and fastest moving man-made [...]

Read the full article →

Make your presence a blessing for others

September, 2011

Here’s a fun question to ponder: How can I best make my presence a blessing for others? What I mean by this is simple and subtle. It’s not about changing the physical environment around you – your Presence is the same whether you’re in the middle of an empty field, a shabby ghetto apartment, or [...]

Read the full article →

The power of minimalism

June, 2011

[The setting is EARLY 2011, at Terminal E, International Arrivals, at Logan International Airport, Boston] USCIS GUARD: “Sir, did you pick up your luggage?” [The USCIS guard in front of the sliding exit doors at baggage claim jolted me out of a daydream.] JACK: “Excuse me?” USCIS GUARD: “Your luggage. Do you have everything? You [...]

Read the full article →

Life is a game. I will coach you to win it.

June, 2011

I just changed the tagline of my web site. It now reads “Life is a game. I will coach you to win it.” This tagline is more aligned with the specific focus of my professional action – which is life coaching – and aligned with the goal of the person who hires a coach. What’s [...]

Read the full article →

World domination, one week later

June, 2011

One week ago, I went to Portland, OR to attend a conference with the modest title of World Domination Summit. The conference was great and I definitely experienced a couple of transformative “aha!” moments that I will describe a little bit later in this post. First and foremost, WDS was a great opportunity to reconnect [...]

Read the full article →

Life is

May, 2011

Over human history, people have created many, many different metaphors for what life is. Different metaphors lead to different conclusions. Life is a stage performance When you were born, your body was probably given a name and legal identity to distinguish it from the other bodies. This is the name of the character that you’re [...]

Read the full article →

I thank you, I love you, I forgive you

May, 2011

Imagine the effect it might have on your experience of life to continuously acknowledge everything and everyone present to your attention with these nine words – “I thank you, I love you, I forgive you”. I call this process “real-time practice” – real-time thanking, real-time loving (what the Buddhists call “mettā”), and real-time forgiving. Whether [...]

Read the full article →
Share/Bookmark