Every so often I stumble across a neatly folded red t-shirt tucked way back in my closet when I’m organizing or looking for something. I’m always compelled to unfurl it, unfailingly get lost in memories. It’s my two-thousand-dollar t-shirt. I’ve never worn it. I’m not even sure I’ve ever washed it, but I have considered having it framed because of the price.

In spite of the sage words of my grandma, I never liked to stand out, preferring a safe place huddled in the masses. It wasn’t that I didn’t know how to sparkle–intentionally or not–but that there was no expectation of it. I had developed a quick wit over time and by my mid-twenties knew when and–when not–to use it.

I began hearing “you should do stand up comedy” around that time. Though I didn’t have anything against the idea, I had no concept of how to begin. Besides that, it looked terrifying. Alone. On stage. Dying. Being heckled. Scary stuff that I wasn’t ready for.

But I had the benefit of living in the home of The Second City. And as I heard the “stand up” comment more and more, I began to understand that it was a misunderstood by many people to mean improv comedy. A couple of years later my bestie and I began to consider seriously signing up to take classes at the venerable improv comedy institution.

Once we decided it was time to pony up the two-hundred dollar fee, we reported to 1616 N. Wells on March 15, 1997 (and still it feels like only a couple of years ago). My nerves were atwitter and my IBS was went beyond teasing me to blatant torture. It was a sensation that never let up as class approached each week. It was terrifying–only in the way something that exciting can be.

It was during the two years of weekly three-hour classes that I learned–or perhaps–remembered to be fearless. Unlearning how to think on stage and rather than act, react; figuring out “the game” of the scene each time. I learned how to trust my stage partners and to heighten the scene in accordance with the rules set forth by the progenitors of the very stage on which I was standing. I had three different weekly sessions which took place on the hallowed Main Stage, where the likes of Belushi, Nichols and May, Carrell and Fey performed.

Attending classes at Second City was without a doubt one of the most special and defining experiences of my life. It was the scariest and smartest decision I’d ever made. It ever-so-slightly changed the direction of my life, and my perspective as well. What I experienced each week in class found its way into every aspect of my life. The teamwork I learned caused my performance at work to increase exponentially. I began to look at “problems” as “challenges”, where the key lay with finding the game. Improv became a metaphor for life.

The satisfaction and intensity of being fearless on a weekly basis propelled my life forward at an accelerated rate. But I have to say, it wasn’t the most valuable gift by any means. Aside from “graduating” Second City with a sense of accomplishment, I left with four of the closest friends I’ve ever had. As I look back on my tenure there, the rules I learned on stage give way to the long-lasting and harassing friendships that were formed while learning them. At the time in your life where most people aren’t in the position to make new friends, I made some incredible ones. Another reward of fearlessness.