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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WAITING FOR AN ANSWER

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on
October 29, 2019

Boston Medical Center is one of the city’s bigger hospitals. It’s known for housing one of the top trauma centers and the Boston University teaching hospital.  Unfortunately, the campus is close to 3 Methadone clinics (“Methadone Mile”) and several homeless shelters, so the neighborhood can sometimes be a little sketchy.  I…


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LOVE, TRUST & THE COLLEGE EXPERIENCE

By
on
September 30, 2019

One of my more popular conversation options is Dating Advice… and why not? The LOVE department affects everyone and there are always questions or concerns; sometimes, Dating Advice turns into Venting Sessions, another popular choice.  On this particular day, I picked up two different guys who were heading off to college in the…


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LOCAL HERO

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on
September 18, 2019

I seem to pick up a lot of people with some version of an English accent, and because I lived in Australia for two years and my great grandmother was from New Zealand, I always try to guess which country they may be from.  The Aussie accent has a little…


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WHAT NOW?

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on
August 23, 2019

Randi looked disoriented as she settled in for a ride downtown. I could tell she was really distracted. Perhaps it was her pregnancy (5 months along, I guessed).  Randi was not American, I observed from her talking on the phone.  As we headed off into the endless stream of…


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ZUMA: A REVIEW

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on
August 6, 2019

I have to be honest here and admit I have an obsession… it’s true and I can’t deny it any longer, it’s time to just be totally transparent here, OK I’m a FOODIE!  There I did it and it was pretty painless.  Yes…I, like many of you out there simply love…


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THE IMPOSTER SYNDROME

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on
July 16, 2019

THE IMPOSTER SYNDROME

Had I been sleeping under a rock?  I usually felt ahead of the curve in life, catching trends early on, but until Cindi brought up what she was suffering from I was totally in the dark on this one!

*Cindi

I picked her up in the Allston neighborhood…


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A FISHY CAREER PATH

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on
June 12, 2019

Sometimes our careers can take an unusual path to get to where we currently are, and a while back I wrote a post called HOW DID I GET HERE ANYWAY? , about how sometimes it just doesn’t make sense how we got to our current position.  By taking a…


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DON’T WORRY, BE HAPPY???

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on
June 2, 2019

 
When people pop into my car it’s quite easy to gauge if they want to have a conversation or not.  Some people are so locked into their own world, they don’t look up from their phones or computers. I always respect everyone’s space, but most people immediately engage…


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AN UBER DILEMMA

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on
April 29, 2019

My days start early and because I am semi-retired, I end my day around 2pm. At this time I either get some errands done, write, work out or just take a well-deserved nap… oh, and I do look forward to the nap choice!  On this particular day, after a…


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AGENTS OF CHANGE

By
on
April 16, 2019

Here is the most recent post I wrote for ALLEY that deals with the topic of change, that I thought you might find interesting…

Agents of Change

On one particular day recently, I picked up four individual rides with people all going through one form or another of a big change…

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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