New York, United States
Olga, 31
Senior Strategist at an ad agency
see her New York city guide

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What do you do and why do you do it?

I'm Senior Strategist at an ad agency. Basically, I help brands tell their stories.

You’re broken hearted - what tracks does your heartbreak playlist consist of?

It'd be a messy mix of Bon Iver, James Blake, Banks, and WET. Then maybe when I'm over it and wanna get my spirits back up, I get into a little Rihanna and AlunaGeorge.

What are the best TV shows of all time?

Black Mirror, Breaking Bad, Friends, and I Love Lucy. What can I say, I'm random.

Name some spots in New York that are good for a Tinder date.

Any coffee shop, because a person can really only have one cup of coffee. So, if it starts going bad, you have an excuse but if it's going great then you have some energy for later.

Who’s your hero and where in New York would you take them out for a serious hang?

I'm really into Anna Kendrick right now. She's hilarious and witty and seems like she'd be a really fun person to hang with. I'm a huge music fan, so I'd probably take her to a Sofar Sounds show. Basically you can sign up to attend intimate concerts at a variety of different unique venues, but you won't find out who's performing or where until the day of the show. It's the coolest thing and very New York.

Where do you buy those fabulous clothes of yours?

A mix of H&M, Zara, Urban Outfitters, and good ol' TJ Maxx.

What’s the area/ spot in town you’ll never be caught dead in?

Times Square, hands down.

What’s the thing you LOVE to do in your city that you never get to do?

I love just walking around Brooklyn Heights and Dumbo. It's such a beautiful part of town, but I rarely get to go over to that part of Brooklyn.

What’s the most decadent / extreme dish you ever ate in New York and where did you get it?

Oh man, this is tough. I think probably either the Crispy Pork Belly or the Grilled Skirt Steak at The Spotted Pig in the West Village. So good, but I basically had to get rolled into a cab after that meal.

Is there a hidden bar / hole in the wall in New York that you particularly like?

I really really love Bo's. It's this amazing little cocktail bar nestled around the corner from Eataly. Great bourbon, great music, great vibes.

What’s the most expensive restaurant / spa / hotel you’ve ever been to in New York? How much did it cost and what did you get there?

I think one of the pricier areas is West Village/Meatpacking. I went to this great speakeasy there, Employees Only. I went with two friends and decided to be a boss and buy a round of the Billionaire Cocktail and half a dozen oysters...it ended up costing me $75...not including tip. Ouch. But the drink was definitely delicious.

What restaurant in New York looks crap, but the food’s amazing?

Tortilleria Mexicana Los Hermanos is this unassuming factory/taco spot, but the food is so so good and it's BYOB.

Where can you get the best cocktail in New York? Which one do you like?

I like to test out the quality of the bar by ordering an Old Fashioned. It's surprisingly an easy drink to get wrong. I know it's known for Negroni, but I'm absolutely obsessed with Caffe Dante's old fashioned. It's spectacular.

Where would you take your partner in New York if you wanted to really pamper them?

I'd rent a room at the McKittrick Hotel and then go experience Sleep No More. Then grab brunch at Gallow Greens the next morning.

Which snacks can you only get in your country, and which ones do you recommend?

I mean, if you're in NYC you gotta eat some pizza. Go for variety, though. Grab a slice of $1 pizza from Joe's in the West Village but then make sure you try something a bit more upscale too like DiFara or Roberta's in Brooklyn.

What’s the one place you think is overrated in New York?

Times Square.

What’s the one place you think is underrated in New York?

DUMBO. Such a cool hood with lots of beautiful views of the city and great food and drink options.

What are the New York spots a first-time visitor can’t miss?

The High Line, Chelsea Piers, and Brooklyn Bridge Park. Also the new William Vale hotel in Williamsburg has fantastic views of the city. Go right before sunset.

Tomorrow’s your last day in New York. How do you spend it?

Honestly, I'd just walk. I'd start on the west side and walk through SoHo, Little Italy, and Chinatown. Then I'd cross the Brooklyn Bridge and grab a pizza at Juliana's. I'd cab it up to Williamsburg from there for some ice cream at Van Leeuwen. Then probably grab some cocktails at Miles or Yours Sincerely in Bushwick, then cap my night off with a show or some dancing at Good Room.

What’s your favorite vacation city in the world and why?

I love London. It's so rich in history, but also has so many different and diverse communities. I was recently in London and fell in love with Brixton and Shoreditch. Both have such different vibes, but have this lively and diverse energy to them.

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