Tips for dating on Wall Street—yep, she thinks you're a jerk
A few weeks ago, I was talking to this girl at a bar and she asked me what I did. I told her I am a comic but I used to work on Wall Street. She said, "Thank god. Because all Wall Street guys are douchebags."
I asked why she thought that and her response was, "Well, I don't really know any Wall Street guys. It seems like you guys all make a lot of money so you must be doing something shady."
It may be hard out there for a pimp — but it's even harder out there for a Wall Street guy!
Wall Street guys are thought of as self-absorbed jerks who don't care about anyone else. That is the universal perception ever since the 2008 financial crisis. Basically before 2008, it was cool to say your boyfriend was a Wall Street guy — kind of like being a doctor or lawyer. Now, everyone thinks of Wall Street guys as the ones who ruined the economy, so we're now one step above used-car salesmen!
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For the record, the typical Wall Street guy is not Jordan Belfort, the "Wolf of Wall Street." The typical Wall Street guy is married with two kids. He coaches his son's Little League team on the weekend and likes to go out once or twice a week with his friends to blow off steam.
If you are single, you have to go the extra mile like getting on the board of a charity, being extra patient to your grandmother when she calls and claiming "When Harry Met Sally" was the greatest movie of all time. You do all this to prove you aren't the typical Wall Street guy. Other single guys start with a clean slate — not us.
But Wall Street guys don't get beat by the system — even if it is unfair. We pride ourselves on figuring out the system, adapting — and placing our bets. We know how to win.
(Read more: Wall Street guys will bet on anything—from the Super Bowl to Olympic curling)
So here are a few tips to help all you Wall Street "jerks" win over the ladies in this post-financial crisis, post-"Wolf of Wall Street" world — and just in time for Valentine's Day!
Remember: This isn't about you. Ask about her incessantly and don't talk about yourself and your Wall Street exploits (she couldn't care less). Pay her one genuine compliment about her eyes, nails, clothes, shoes, hands, elbows, jawline — whatever — and it will land well!
When she asks about you, never explain what your actual role is. Keep it simple: Bond trader. Investment banker. Nobody cares if you are a Latin American retail equity portfolio manager. Just say Latin American trader and know five important words in Spanish like beautiful, dinner, wine, penthouse and Cabo San Lucas.
If you work on a trading desk, never say you are an analyst. Don't advertise you are the lowest man on the totem pole. Unless you want her next sentence to be, "Great. Can you go to Starbucks and grab me an venti iced half-caf vanilla frappuccino with two Splendas?"
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When she asks where you work, always say Goldman Sachs. It just sounds better. It's like saying you went to Harvard, your watch is a Rolex or your cocaine is Colombian. If she calls your bluff, say you used to work there but left because of the cut-throat culture. You love the people and the culture better at your new firm, Intellectual Capital. She'll say, "Ooh, that sounds smart!"
Get on the board of a charity — preferably one that involves dogs. It will show that you have a heart. Like Gordon Gekko said, "That's the one thing you have to remember about WASPs: They love animals and hate people." Also, make sure the charity has one good party/fundraiser per year. That way you can invite her to this cool event, with a three-hour open bar and, if you play it right, a nightcap at your place.
On your second date, take her somewhere out of your comfort zone. This will show you are vulnerable. Take her to a place where you are the only Wall Street person there — like a karaoke bar. There is nothing that shows character more than going in front of a group of strangers and singing her a ballad. I suggest, "I Can't Help Falling in Love" by Elvis or for a duet, try"Just Give Me a Reason" by Pink. (You saw "Top Gun," right? That stuff works. "You never close your eyes...")
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Always overtip. There is nothing in the world people hate more than rich people — except cheap rich people! Tip 30 percent. If the meal is $150, who cares about the extra $15? You don't think the bartender is talking crap about you when you are in the bathroom? You want him on your side. If you have the waiter, bathroom attendant and parking valet on your side — you are golden.
Be yourself. Unless you are a total douchebag. Then watch "The Notebook" and try and be more like Ryan Gosling.
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— By Raj Mahal
Raj Mahal (that's his stage name) is a former Bank of America trader-turned-comedian.Catch his next stand-up show at Gotham Comedy Club in NYC on Feb. 25 at 8pm. Follow him on Twitter @RajMahalTweets.