Interesting people, places, conversations, experiences & insights brought to you by a guy, who took some time off from corporate enterprise sales to take an Uber sabbatical... and that sabbatical continues 4 years later! ...Please note: Unless a person of fame, I do change the names and all vital particulars that might identify the people I write about (for their privacy).


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DREAMS DO COME TRUE!

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on
November 5, 2018

It’s not every day you meet someone who had a dream come true, but I did, and you can read about it through my latest article posted  for www.Alley.com … Here is the link:https://www.alley.com/post/uber-insights-dreams-do-come-true I hope you enjoy!!!!


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MENTAL TOUGHNESS

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on
October 22, 2018

You don’t have to look too far or deep to notice how mental health issues have mushroomed in recent years.  Just turn on the evening news and it is no surprise anymore to learn of a tragic event caused by someone with a mental health problem.  I personally cannot…


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PERSPECTIVE IS EVERYTHING…

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on
October 8, 2018

A Change in the CityI am not sure people realize how much the Greater Boston area has changed over the past 20 years. A simple glance at the skyline reveals the physical change.  Rough neighborhoods are quietly transforming into revitalized landscapes with new construction at every turn.  This transformation,…


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HOW DID I GET HERE ANYWAY?

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on
September 6, 2018

 On a beautiful day this Summer I picked up a guy from the Cambridge office of ALLEY ( www.alley.com ).  Alley is a Verizon venture start-up with offices right now in NYC & Boston… It is similar to WeWork, a co-share work space, but it is more of an incubator…


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NO ROOM TO DATE

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on
August 9, 2018

Whenever I get a ride near MIT (Massachusetts Institute of Technology), I never know exactly who might pop in. Let’s see, there was the “RAT NERD” who was obsessed with getting rid of rats in his whole neighborhood, there was the cute Chinese couple that I took to City…


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RUNNING LATE… ZEN STYLE!

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on
June 17, 2018

Starting my drive just outside of Boston in the early morning, it was a beautiful drive heading down route 117.  I know from experience, if I make it to Waltham without getting that first ride it’s never a good sign, as most pickups in this town don’t seem to…


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TEACHING KINDNESS?

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on
May 21, 2018

When an Indian man named Sandeep got in my car, he seemed perplexed.  He looked at my sign offering options for conversation and asked, “You offer life coaching and venting sessions?”I responded, “Absolutely, so, what’s on your mind today?”Sandeep is a C-level executive at a start-up company in Boston….


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A SECOND CHANCE TO GET IT RIGHT

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on
May 9, 2018

What would you do if you were heading to the airport, and your boss called to tell you that he is laying off 250 people and your company may face bankruptcy?I picked Scott up at the airport as he was returning from a NYC business trip. He immediately noticed…


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NEW JOB, NEW CITY… NO FRIENDS

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on
April 25, 2018

After a quick pick-up in Brookline, I looked in my rearview mirror at her and asked, “So, how’s BU going?” She smiled and replied, “No, I’m out of school and working.”“Oh, great! And what are you doing for work?” I asked.  “I’m an animator, but not the kind you…


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THE CURE FOR TOO MUCH HAPPINESS…

By
on
April 17, 2018

One of my loves is driving early in the morning, so I usually start driving at 5:00 AM.  The sights and sounds that you experience in the city are like no other.  Sometimes if you are lucky, you will catch a sight that is quite out of the ordinary……

Jim
Greater Boston, MA

Long story short: I started with Lyft (4) years ago as a sabbatical from enterprise B2B sales. I did not like Lyft for some of their policies and the way they ran their business so, I switched to Uber which I prefer for many reasons. I have found driving for Uber in Boston to be one of the most engaging gigs I have ever experienced.

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