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What a Job Interview with a Pimp Taught Me About Setting Goals

Photo credit: Caitlyn Wilson

Photo credit: Caitlyn Wilson

In the late ‘90s and barely a year out of high school, I moved from a haunted Connecticut town to glitzy New York City with a few hundred bucks in my pocket and the wide-eyed dream of SUCCESS… whatever that meant. Like any young adult facing down an ever present threat of eviction and dwindling supply of ramen, I needed a J-O-B. So, when I saw an advertisement on Craigslist which read, “MODELS WANTED” and promised up to a thousand dollars a day, I immediately applied.

Desperation is the executioner of common sense.

In less than 72 hours, I waltzed into the lobby of a Times Square hotel sporting a freshly bleached pixie hairdo a la Annie Lennox with a résumé and a few amateur headshots in hand to meet my prospective employer. “Sam” loomed large at a glass table in the middle of the lobby bar, holding a flute of champagne with a well-manicured hand adorned by gold rings. Rhinestone cufflinks peeked out of a bright blue suit as he motioned for me to take a seat, offering me a bite from a plate of cheese while pouring me a glass of bubbly. Underage drinking at a job interview? Sign me up! I’d already realized that, once again, I’d sniffed out trouble without meaning to.

In case you haven’t guessed yet, the job Sam had on offer wasn’t exactly as advertised. Is anything? Still, I listened to his proposal, mulled over whether or not he’d kidnap me if I tried to run out, and finally, after decimating the brie, told him that I’d like to give it a think. Don’t call me, I’ll call you. Here are four lessons on goal-setting from my interview with Sam the Pimp:  

1. You’ve Got to See It to Be It.
Always have a clear picture of what it is you want… and don’t want. The main thing that saved my butt that day was my imagination- being able to see and feel the scenarios available to me. I pictured, in crisp detail, what would become of my life had I accepted the job with Sam as opposed to if I declined the offer and went back to where I started from, and since neither scenario was palatable, I was able to conjure up other options in my mind. I ended up taking a waitressing position a few days later at a swanky restaurant in downtown Manhattan and enrolled in a course at my dream university not long after that. That may not seem like much to you, but back then,  I would have been blasting Drake’s “Started from the Bottom” if I’d had the option.

2. Ain’t No Such Thing As Easy Street.
The easy way is usually the hard way. In hindsight, this is almost always the case. We live in an age of instant gratification, where most people insist on results in no time flat. This lazy attitude is one reason why things like fad diets, get rich quick schemes and diploma mills continue to flourish. Their simple promises are all too tempting in a society that focuses on the shiny prize rather than the process. If you want true, lasting success at a goal, you’re going to have to put in all the work by developing grit and resilience. If you choose the illusion that promises you the world for minimal effort, I can almost guarantee you that you’ll pay for it dearly to someone else’s advantage- like a pimp’s.

3.  Run Your Own Game.
Sam owned his time, his money, and his reputation. He’d also insisted that, if I accepted the opportunity he was offering, he’d assume the role of banker and boss, booking my appointments and pocketing my earnings.
“Don’t worry, I’ll take care of you,” he’d said.
How often do we fall for that trap in life, expecting someone or something else to manage our future and assume responsibility over our outcomes in some way? We look to our higher ups at work to raise our salaries, inflate our titles, and tell us what needs to be done. We turn to our personal trainers and doctors to oversee our physical bodies, no questions asked.  We even rely on our gadgets to spit out the secrets to a meaningful life.
“Siri, how can I attain true happiness?”

Only when you assume full accountability for your life and your decisions while respecting your intuition and inner wisdom can you create the existence that you desire. Otherwise, you’ll be handing your power over to one kind of pimp or another.

4. Know Your Cheese.
We all have different motivations. When we set goals that aren’t truly in alignment with our values and motivations, we deny ourselves the energy to get much accomplished in our lives. Similarly, if we don’t know how we’re measuring our success at a particular goal, we’ll end up feeling shortchanged and deflated, as if we’ve been on the wrong path to begin with. As we move into the New Year, millions of people will set the resolution to get in shape and hit the gym. Some will go after this goal because they’re lonely and want to get a date, some will do it because they get depressed when they look in the mirror, and still others will do it because they have four kids, an awesome wife and sky high cholesterol. Name your cheese. Know your deeper “why.”

Since that day almost twenty years ago, I’ve often thought about my interview with Sam and the various trajectories life could have taken. Human beings in hot water are like sponges. We soak up our environment until it becomes a part of us and only later, much later, when we’ve been rung out, do we realize how much we’ve been shaped by what we’ve absorbed.

There are a million posts about goals and resolutions that will promise you the secret formula for a winning New Year. The truth is, you probably hold a lot of that wisdom within you from your own wild life experiences, and I bet you already know how to set and structure goals. Our goal-setting process is hardly ever the problem; we fail to reach our aims when we’re not clear on our WHY, when we overlook our history, when we forget what’s powered our surviving and thriving in the first place.

 When you know your “why” and your worth, baby, you’re that much closer to living the dream.

Happy 2017.

Listen, if you're having a really hard time figuring out how to execute a resolution or goal for the coming year, drop me a note at But, I really believe you've got this. You just have to spend a little more time with your inner wisdom and personal history than you may be comfortable with. If you liked this post- or hated it- leave me a comment. If you loved it, share the love. Thanks as always for reading! 


© Tangram Fitness 2013