What your mom didn’t tell you about dating a CEO

Speek On It
4 min readNov 13, 2017

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A man once told me he sold candy bars for a living. Later on, I discovered that he was employed by a dying magazine giant, a company that shoved more money in his pockets than the subscribers they garnered. Candy bars made of money, I presumed.

Still, I wondered what it would have been like if he actually did push around a cart full of sweets as a means of employment. Would I have been interested in pursuing a relationship with him?

I’ve encountered a range of men in my dating lifetime: some with healthy positions and templated futures and others whose personal interests guided their path. I prided myself on looking at each man objectively, yet subconsciously I was placing heavier importance on those with impressive job titles.

I’ve come to think of careers almost as important as penis size. The bigger a penis a man has, the more secure he will feel about himself, and the more he thinks he can satisfy a woman’s needs. And for women, the bigger a penis a man has, well… I’ll let you finish that sentence.

This is why job titles hold so much weight. An Executive Producer of BS can walk with an aura of superiority, revels in his ability to make women swoon, and counts his dollars for reaffirmation of his eligibility just off the fact that he has ‘executive’ in his title.

You may think you’re above it all and see men for what they are outside of their career, but picture the following scenario and tell me you wouldn’t feel the same way:

“So, what do you do?”

You ask, as you carefully sip your drink on the first date. You’ve already scoped out his outfit, table manners and overall sense of grooming habits (or lack thereof).

He responds with a positive answer (doctor, lawyer, brain surgeon, astronaut, something that sounds like money).

Photo by Alex Holyoake on Unsplash

Your mind begins to subconsciously spin, calculating average annual earnings. You try to remove this sudden glow of attractiveness that surrounds him like the halo of Jesus Christ. Every word he speaks turns into liquid gold. You want to live inside of him, you want to connect with him. You want to own him.

No wonder that man told me he sold candy bars.

Now, if he responds poorly (I’m a janitor, bus driver, student or shaman/mystical healer) you might take a sharp inhale to brace yourself.

You might count the minutes of how long you’ve graced this man with your presence. You’ll wonder who will pay the bill and if you should walk home now because you’re not sure he’ll order you an Uber. Do you even want to see him again? The level of attraction is cut in half, if not squelched entirely.

Am I right or am I right?

First dates, or dates in general, or all based on the external accolades we possess, and how quickly we can use them to snag the attention of the opposite sex.

But there’s something intangible that can overrule all of this.

Ambition. When a man shows interests outside of his profession, it can flare up even the coldest of hearts. For most, elevation means money, translating into secure careers. But success can also be wrapped in the simple personality trait of determination and passion.

Whether we know it or not, we want someone who can make us better, push and elevate us.

It’s one of the reasons why artists, no matter how little income they bring to the table, will always have a variety of women to choose from. Passion is the real bait, for women have a tendency to latch onto potential and try our best to nurture it, watching it flourish under our touch.

A contemporary painter/Starbucks barista? Aspiring music producer/barber? A beautiful writer/Hershey bar distributor? They may not be CEOs, but they’re still hella attractive, even without all of the money to make them glow.

Concrete identifiers like job titles may make romantic decisions easier but they shouldn’t be the only thing we focus on. In the same way the size of a penis is kept a mystery until in use, we should do our best to table the importance of careers until after we actually get to know the person.

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Speek On It

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