Ramblings of a Creative Mind

Thoughts on Work and the World from an Executive Mom


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Braids, Briefcases, and Bucket Hats

Braid_Bucket_Hat
There are days we don’t remember, and ones we never forget. Then, there are the precious few that seem inconsequential at first, but only later reveal themselves as more: days that are turning points in our lives, sending us spinning off in a new direction we never imagined when we opened our eyes in the morning.

Almost twenty years ago, I had one of those days.

Back then, I was singing in the Radio City Christmas Spectacular. My contract was almost up, just before Y2K: the day that many feared our world would grind to a screeching halt, wreaking havoc on a global scale. Millennium madness! For me, it was barely a blip on the radar. Heck. My GIG was about to end. I had three full weeks until the start of my next show, and I needed to pay the rent. Concerned, a friend of mine found an answer to my dilemma in the Y2K thing. His company had 70+ locations that needed to prep for the digital doomsday, and only one I.T. guy to do it. All the talent had already been scooped up, and they were desperate. Luckily, the tech guy was a jazz musician on the side, so when my friend floated the idea of some singer installing new motherboards (who supposedly had some I.T. experience), he was sold. I had a temp job from December 26th – 31st which would pay just enough to keep the roof over my head. Perfect.

So, it’s day one. I know nothing – and I mean NOTHING – about computers. I had no experience, and didn’t realize they thought I did. To me, you pushed the button. The computer turned on. If it didn’t, you kicked it. Simple. Still, I came prepared to learn with a purple notepad and pen so I could write down what I was supposed to do.

I also knew nothing about the corporate world. I walked into an office that looked like the Taj Majal wearing wrinkled khakis, Adidas, an Abercrombie t-shirt, braids, and a bucket hat. Seriously. No joke.

He should have kicked me out. I’m sure he thought about it. I was clueless: under-dressed, unqualified, and out of my league. Yes, I was all wrong, but in my mind I was all RIGHT. I was smart, determined, and a fast learner. I was also just naive enough to believe I could do it and be damn good at it too. So I told him so, and he let me stay. He showed me how to pop the cover off the computer and what to do next. I wrote instructions down in purple ink on purple paper, stopped at three offices (still in my bucket hat), sliced my hand open with a screwdriver at the first one (MESSY), and finished the day slightly banged up but successful.

It was a little day. A temp job. Almost nothing. But after three weeks, they offered me a full time gig as a help desk technician. A year later, they moved me into the marketing department to work with clients. After another year, the CEO asked me what I thought my career path looked like, and I told him that “one day, I’d take his job (but keep him on retainer, just in case).” He promoted me. Five years later, I was an SVP, and a few years after that, I moved to a company much larger than the one I came from and am working my way up here too.

When the elevator doors opened that morning, I never expected that single day would change my life forever. I traded a bucket hat for a briefcase and spun off in a new direction. It could have been just another day, but it wasn’t.

Why did it become more? Looking back, it boils down to three simple things.

  • First, I went in believing in myself. I was naive in a great way. Anything was possible. Despite my innocent fashion mis-step, I had no doubt. I knew I could do it.
  • Second, someone believed in me. Winslow didn’t know me. He found out quickly that I wasn’t qualified. Still, he saw something in me and took a chance – one that I likely didn’t deserve. He took a risk and gave me a shot. But, why did he see it?
  • Third, I was open. Rocking braids and sweet kicks, I was 100% authentic. 100% me. I was open to learn and open to the opportunity.

All too often, we let fear, cynicism, and self-doubt stand in our way. We don’t believe in ourselves. We count our flaws instead of our potential. Afraid to fail, we never stand up, state our goals, or tell the world “I want this. I can do it. I’m worthy.” We get in our own way and mask who we are. Why?

It just takes one person to make a difference, to believe in you or take a chance. And life takes a sharp left turn. You’re on a new course in uncharted waters. Who knows where it will lead?

Be authentic. Be naive. Be proud. Be hungry. Be you.

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Some reading fun for those of you who lived through Y2K or were in pre-school back then. Enjoy!

  1. A retro look back – http://time.com/3645828/y2k-look-back/
  2. And in honor of my awesome first day look, here’s one perspective on how Y2K shaped fashion and culture – https://www.theguardian.com/technology/2016/may/19/year-2000-y2k-millennium-design-aesthetic 

Finally, if you like this, share this. Maybe this will help spin your life off in a new direction too.