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Meet Neal Hruby of Date the City

Today we’d like to introduce you to Neal Hruby.

So, before we jump into specific questions, why don’t you give us some details about you and your story.
Almost eight years ago, I was a 25-year-old bushy tailed young guy amongst the city of Chicago nightlife insanity. Positioned as a dating entry-level candidate amid the multitude of junior associates and senior level professionals I had to figure out a way to stand out in the date scene pecking order. Coincidentally, my weekends were filled with adventuring to new parts of the city on a mission to find foods less discovered, bars rarely entered and interesting places to learn something new. Dragging my friends, sometimes unknowingly, along for the ride was commonplace and turned these long-winded excursions into a thing they called “Neal Adventures”.

After honing my skills I realized that by geographically combining bars, restaurants and cool places at the perfect moments it would create unforgettable good times due to a parlay effect making 1+1+1 > 3. It took me some time to understand that I could use this approach to planning dates with the “lucky ladies” I met. Not only was this way more fun than blandly staring at each other in a restaurant but opened up a world of adventuring with my date. On top of that, being of the younger persuasion with not the deepest pockets these good times could be less expensive because I’d wind happy hours with free visits to galleries, museums, or parks with quick bites at walk up windows or stands. Think the date scene with Matt Damon and Minnie Driver from Good Will Hunting and you’ll get my drift.

I would plan these dates at my work desk and write the stops on a Post It note with their addresses, phone numbers, what times to arrive & how long it would take to walk to the next location. Now that I’ve settled in LA I figured why not create the digital representation of these Post Its and share them with everyone to enjoy and experience their city in a whole new way, with an agenda, without a need to plan, with just the need to do.

Great, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?
Unfortunately not. The creative end of the spectrum isn’t naturally in my blood so massaging that part of my brain has been a challenge. Whether it’s taking photos, editing them, making videos, writing copy it has all been extremely fun but also a challenge. BUT working on writing and editing has brought up excellent opportunities like working with Overheard and being featured in Locale Magazine.

Date the City – what should we know? What do you do best? What sets you apart from the competition?
Date the City is a pure passion project built out of the fun that I’ve had over the years putting together date nights for my girlfriends or friends.

Every week I create a new date that anyone can text to their partner or group of buddies to follow along and do in their free time. These dates are made so you can search through our database, pick one that looks fun, and follow along any day you want (as long as it fits the agenda of course).

I really want folks to experience the most of this city! But there is so much out there and it’s so easy to get lost in the insanity. With an agenda thats been tested you’re going to have a good time, in a new part of town, and have a completely different experience than just going to your regular sushi joint or bar.

What I’ve been massively proud of is having people DM me saying that they had a blast on a date of mine…that’s what it’s all about right there. That is worth it all!

What moment in your career do you look back most fondly on?
Probably getting featured in Locale Magazine. It is crazy to see your words in print especially coming from a guy who got Cs and Ds in English classes my entire life. It wasn’t about just having the print done but the whole experience of working with a professional team, editors, photographers…there were models involved! It was insane.


  • As of right now we are free to date the city.

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