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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Cherry Blossoms in Boston…

By
on
April 29, 2015

Hey there… don’t fret that you have missed out on the Cherry Blossoms down in Washington D.C.
After talking with a passenger who recently moved up here (in the Winter) from DC, she was lamenting on how she missed out on the Cherry Blossoms back in DC.  I told her…


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UBER: Some basic tips if you are a passenger…

By
on
April 28, 2015

Are you using UBER?  Are you thinking about using UBER?  If so, then you should consider the following practical procedures.1)- Most people when wanting to get an Uber simply do a simple “pin drop” for their current location… this is a no no!  Pin drops are the easiest and…


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Will the real Lauren please stand up…

By
on
April 28, 2015

I picked up Lauren today… Lauren and her work mate… dropping them off on Broadway in Cambridge, MA.  I always confirm the name first because if you don’t you will end up delivering the wrong people and not get paid for it… it happened to me once and I…


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A Review: The Kirkland Tap & Trotter

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on
April 26, 2015

Several of my passengers have mentioned I should try this place out… the chef owner is Tony Maws of “Craigie on Main” fame.  So I met one of my daughters there to try out their brunch.The menu is not vast but, quite interesting:ENTRÉESMushroom & Reggiano Frittata (v) cured sea trout &…


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Amazing Jullian

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on
April 26, 2015

So after I dropped Kelly off… I knew it would not take long for my next ride… that always happens when I am in Roxbury.  Roxbury is slowly changing and becoming more gentrified … re-engineered like the rest of Boston… which means of course rents going up and people…


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Kelly… a young woman on a mission

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on
April 26, 2015

Kelly is an LA girl but loves the northeast and especially Boston.  She feels LA is filled with too many people that are too focused on their bank accounts and their bodies.  Kelly is a senior at Boston Conservatory and wants to sing and dance and act for her…


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Jen, A Young Rabbi…

By
on
April 26, 2015

Sunday Sunday… always the best day to drive into Boston/Cambridge.  The roads in the morning are empty and you can watch the city wake up.  My first ride today I picked up in Newton… a young woman going to the airport to head down to a conference in Washington…


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Back Story

By
on
April 25, 2015

So here I am… coming close to my first anniversary driving for Lyft then Uber (and sometimes both at the same time).  After 30+ years in B2B sales & working for a few companies that disappointed me… I felt I needed to take a step back, take some time…

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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