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8 In Advice/ People

Entrepreneur Dating in The City

Entrepreneur Dating In The City

Where does one begin with a post of this nature? I am a twenty-eight year old woman who runs two successful companies, I have a lot of things going for me. I also consider myself pretty but one thing is missing from the equation – someone to share it with. This isn’t a woe is me — preaching to all the single girls of the world post. This is my insight on the business of online dating from that standpoint of an entrepreneurial woman. 

Dating is just really different from when I was in college, sometimes I even see why women got Mrs. Degree’s back in the day: feminist please save me the rants and nasty emails. As a women, we all know dating is not easy. Yes, I am pretty and people assume men ask me out all the time but I will stop you there. Guys stare at me but they do not ask me out or go out of their way to say hello. These days even, holding the door open for women seems like a hard concept for them. I literally can count on one hand how many times I’ve been asked out by a guy in real life in the last four years.

So here enters online dating — I have tried a multitude of sites: Christian Mingle, OkCupid, Plenty of Fish, Match.com and as of lately, Tinder. Ironic because I found it reading Mashable. One day I was talking to my friend Kathleen and she mentioned all the AWESOME guys she was meeting on Tinder. I mean what girl doesn’t want to date a professional guy who gets to travel the world? Sign me up.

In my last three years of using online dating, I can honestly say I just hope one day I’ll meet THE guy while in the frozen food aisle in Wholefoods. Yes, lots of hot eligible bachelors are in there ladies. Hey at least you know from the start you both are focused on healthy living.

Just like the world of anonymous blogger commentators, people post their best photos and write the most captivating bio’s that reel you in. Some men do not write bio’s at all and post the worst photo’s ever. Like seriously – you have crazy eyes and you have a cat in the photo!

In this time, I have learned most guys do not comprehend what it means to run a consulting firm or run a content based site dedicated to women entrepreneurs- what this entails. They think I am rather strange and too darn independent for my own good — that also shows me they aren’t my guy. Trust I would never settle, I am too good for that. The messages I get range from me thinking – okay Ill give him a chance, to OMG let me block and cuss out Kathleen for referring me to this site.

I don’t like being called sexy and I loathe the – “why are you single, your hot” question. I really don’t like being asked if their genitalia size matters without even saying hello. Yes! A guy who was super hot and a lawyer asked me – does size matter? That was his first question to me — he didn’t even say hello first. Rude much? laughs.

Online dating is not easy but when you add to the mix that you don’t follow the rules, you actually throw some guys for a loop. I was even told I was high maintenance – ONLINE. They never met me but saw I was carrying a designer purse. Ummm – if I am not asking you to buy my Fendi bag or my Prada pumps, you have no right to call me high maintenance. I am a girl who buys her own stuff, Mister.

Being told I am too ambitious and why would I want to run a business is insulting. Some guys even assumed I did nothing all day. They wondered how can one make money with a content based website, some didn’t even know what a content based site was. I see why actors date actresses-they understand the person’s life.

No I don’t need to be told the cliche of: when you stop looking he will come. I am actually not “looking.” I am just trying to add someone to my eighty hour, self-employed work week that is cool and down to earth.

Can a girl want company to go to Farmer’s market on Saturday’s?

What are your online dating experiences? Share some with me and we will compare notes.

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