Jamie O'Reilly – Medium

Jamie O'Reilly

Contingency Plan

If I thought you were going to break my heart…

2 min readJan 23, 2022

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Jamie O'Reilly

The Early Days Part 7

Dog Walkers Don’t Tell Lies

17 min readJan 3, 2021

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The Early Days Part 7

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Jamie O'Reilly

The Early Days Pt. 6

Wherein I discover my love for little dogs and make my first (unsuccessful) trip to the dog run

15 min readAug 11, 2020

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The Early Days Pt. 6

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Jamie O'Reilly

The Early Days pt 5: I finally hit the streets. And they hit me back.

“So, how’s New York treating you so far, Jamie?” Nelly actually looked at me and smiled genuinely when she spoke. I was relieved. Nelly…

16 min readAug 7, 2020

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The Early Days pt 5: I finally hit the streets. And they hit me back.

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Jamie O'Reilly

The Early Days Pt 4

“Okay Levi, come on,” I pleaded, tugging on the leash. As soon as Levi felt that tug he plopped right down, and looked at me with a look…

14 min readAug 4, 2020

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The Early Days Pt 4

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Jamie O'Reilly

The Early Days Pt. 3: Wherein I Begin My First Day Training as a Dog Walker

I’ve just woken up to my first day training to be a dog walker in New York City. I have no idea what I am in for.

14 min readMay 26, 2020

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The Early Days Pt. 3: Wherein I Begin My First Day Training as a Dog Walker

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Jamie O'Reilly

The Early Days Pt 2: Tracy Explains Dog Walking to Her Very Ignorant Friend (ME)

In this one, I get back to my new apartment (5a) after my dog walking interview. My friend Tracy tries to prepare me for the horrors of…

21 min readMay 21, 2020

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The Early Days Pt 2: Tracy Explains Dog Walking to Her Very Ignorant Friend (ME)

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Jamie O'Reilly

The Early Days Pt 1: The Interview (January 2009)

Back in January of 2009, I moved to NYC and interviewed to become a dog walker. I had no idea that I was about to start a job that would…

18 min readMay 14, 2020

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The Early Days Pt 1: The Interview (January 2009)

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Jamie O'Reilly

The Dogs Must Be Walked (pt 6)

I’m on the final leg of my day, read on to see how my buddy Rex Thor takes it easy on me in the drifts, and then a beagle named Molly and…

14 min readMay 6, 2020

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The Dogs Must Be Walked (pt 6)

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Jamie O'Reilly

The Dogs Must be Walked (pt 5)

In this one, I seek shelter in my favorite place, take a dog for a spin in Bed Bath and Beyond, and have a god sent encounter with a…

12 min readMay 6, 2020

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The Dogs Must be Walked (pt 5)

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Jamie O'Reilly

Jamie O'Reilly

I own Barks and Rec. NYC, a dog walking and boarding company. I write mostly about my dog friends, and sometimes about other things.

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