Letters to my sons

A collection of thoughts and lessons I've learned along the way for my little men,
and anyone else that's interested.

My sons,

In life, there will be many tools, tricks, skills, and experiences you can gain that will help you in a myriad of situations. I believe that one of the greatest such tools is the ability to analyze a situation and to know the right moment. Whether it is knowing the moment to retreat from battle, to press your advantage, to use your ace in the hole, or when to kiss the girl, your ability to instinctively know the right moment to act or to speak is disproportionately beneficial.

In relationships, knowing whether the moment is right to air a grievance or to wait and instead be supportive can be an incredible boon to the partnership. Imagine your partner coming home from a crummy day just to have you bring up something you’ve been stewing on for months. Crummy. Now imagine them coming home from that same crummy day to have you be sensitive to the fact that now is perhaps not the right moment to air your thoughts and instead choose to be supportive and gentle with them. How much stronger would your partnership be!

We must realize that everyone - ourselves included - has bad days where their threshold of irritability or tolerance Is low. In realizing and identifying that, we must then act with compassion and choose actions to accommodate. We must develop the skill and the sensitivity to know the moment and know how to choose to do the next right thing.

So how do we grow this skill? A few thoughts.

BE AWARE

It is important to be constantly aware of how important timing is. We are trained to be concerned with content, with delivery, with action, and with substance. While those are absolutely important things, we must realize and give credence to the reality that timing is critical. Even if all else is perfect, if the timing is off, if the moment isn’t right, failure (or at least a sub-optimal outcome) is guaranteed.

BE RESOLVED NEVER TO SPEAK OR ACT IN ANGER OR FRUSTRATION

These emotions (and others: jealousy, wounded pride, resentment, fear etc.) make us irrational, and often cause us to say or do things inconsistent with our values, and often cause irreparable damage. Aristotle wrote,

“Anybody can become angry - that is easy; but to be angry with the right person, and to the right degree, and at the right time, and for the right purpose, and in the right way- that is not within everybody’s power and is not easy”.

How true that is. Let us not act in such a state!

PRACTICE EMPATHY

Knowing the right moment begins with understanding the people around you. Understand their perspective, their thoughts, their circumstances, and their fears. By building the muscle that allows a greater understanding of our compatriots, we put ourselves in the position to better anticipate the situation and therefore more likely to know the right moment to act.

BE THOUGHTFUL OF THE FUTURE

Not just your future, but that of others. Is your friend about to enter into a difficult situation? Is your brother about to start a new job? Is your boss’ wife about to give birth to their first child? Knowing these things and being thoughtful about them will help you be more prepared to anticipate outcomes. Remember that the future is impacted by a variety of factors - a person’s desires, the community that they keep, their family, the circumstances of their job, even plain dumb luck. All of these, and many other factors, can and will influence the future.

BUILD PATIENCE

Lastly, build your staying power, your perseverance, your ability to wait not only for the right moment to come around (and it will come around) but also for the universe to come round and adjust to the changes you’ve already initiated.

• • •


My boys, I cannot stress how important timing is, nor can I emphasize how much it is a learnable skill. Don’t get me wrong - I’ve got a ton of stories of ill-timed, ill-fated endeavors and situations. My goal is to share my thoughts here with you in hopes that you can learn from my learnings, and take the effort to learn this invaluable skill yourselves. I love you boys!

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