I dunno. I havent had it yet.

Its 1:30am as I sit in my hotel room. I should have been asleep hours ago, as I have three meetings tomorrow (well four). At 8am I have a phone call,  I need drive down from San Francisco to San Mateo to meet with Apture (I mention them only because they are now installed on my blog, and I think they are pretty interesting) by 10am, and then back to San Francisco for 1pm meeting. Not to mention the the dinner I am pretty excited about with Foodzie.

But this isnt a complaint post.

Earlier tonight I was watching Glee on the new Hulu desktop app. There was a point in the show where one teacher shows the Glee Club teacher a video of him performing in 1993.

“That was the greatest time of my life.”

Which got me thinking. What was my greatest time?

No answer found itself to the front of my brain, and it dawned on me.

I havent had a greatest time in my life…yet.

At first, this realization was followed by disappointment. Has it really been 37 years without a greatest moment? Does it mean my life has been boring and without merit?

But, quickly it hit me. I derive my drive from an intense desire to HAVE a greatest moment. I am comforted by knowing that my greatest moment is still out there.

Then I started to apply the concept to the friends around me. People that I am humbled to know:

Brad Feld: A very successful venture capitalist, what excites Brad about being an investor is helping people build the next big thing. Does he think every investment he (or Foundry Group) makes is in the next big thing? No, but watch where (and in whom) Brad invests his time…its a great indicator of what (and whom) he is excited about.

Frankly by definition being an investor is the belief that the greatest moment is still to be…

Gary Vaynerchuk: Gary wants to buy the New York Jets. Gary is going to be a dad soon. Gary, our generation’s Tony Robbins, is driven by passion and the desire to win. Ask Gary if he has had the greatest moment in his life, and he is liable to punch you in the mouth and yell “I want to own the NY Jets, dummy.”

Jason Fried: I met Jason at the BigOmaha conference after several failed attempted by Jeffrey Kalmikoff to connect us, and was literally awed by Jason’s mix of focus and adjustment when we talked about business ideas. He has a clear vision as to what works and how it works, but he is also quick to absorb data and guidance and apply it to his vision. I would almost be willing to bet dinner in Chicago that if you asked Jason what his greatest moment in life was, he wouldnt name it quickly. Im sure he is proud of 37signals and the work they have done, but I am also sure that he believes that 37signals will be a footnote to whatever he accomplishes in his life.

Jeffrey Kalmikoff: While I refuse to take free tshirts from Threadless, Jeffrey is still my friend. Did you know that Jeffrey used to be a pretty decent DJ? Or that he and Jake Nickell have spoken to MIT and Stanford and were on the cover of INC magazine? Probably not. Because those are things on the path to whatever it is that Jeffrey will one day achieve.

The list goes on and on.

What is it then? People that are focused on the future are more likely to be successful? That people who have had a “greatest moment” are doomed to look at the past?

Not sure thats it.

People who have had a greatest moment spend most of their lives trying to recreate that moment.

Their very motivation centers on the concept of re-experiencing that wonderful moment in time.  Therefore, failure hurts, because you have known true success.

On the other hand, people that have not had their greatest moment yet, are waiting for that moment.

Their motivation is focused on creating that moment. Knowing that the moment will come (and fear that it may never). Therefore failure is part of the process, because we have never known real success.

Maybe I am rambling because its now 2:30am and I can barely keep my eyes open, but chew on this:

If I have had my greatest moment, then I know the parameters that that moment exists in. Therefore, my drive is limited by that scope. I am comfortable working a job, or limiting what I think I can achieve, because I know that my success must occur in a similar way to how it did in the past.

But what if I add a bit of hope to my beliefs?

In hoping that the greatest moment in my life is yet to come, the scope of where my greatest moment lives becomes infinite. I become ok with change and error. I stop questioning my ability to achieve and I focus on what the success should be, because I have no idea where, when or how my success will manifest in the future; I just know it will.

My greatest moment in my life is coming and it will be amazing.

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