Entrepreneur, Explorer, Angel.

Sometimes all at Once.

21TH May 2019

Cuba - Social - Timeless - Uncategorized

Old. White. Male.

I think this will become the pejorative term of the 2020 election, if not commentary on our shifting cultural landscape itself. Outside of tech, finance, and maybe horse racing, is it possible for an Old White Male to “get it” anymore? Can they even see, let alone appreciate the needs and aspirations of the rising younger masses? Can they be trusted to represent the interests of the nation’s growing youth, let alone how they think and what they prioritize? The difference may lie in maintaining a youthful outlook. When I look at some of the current front runners in the US 2020 race, I see an average age of 77. You can add Congresspersons Pelosi (79) and McConnell (77) to this list of “spring chickens- not”. Bernie Sanders – (77) […]

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20TH May 2019

Geopolitical - Good Story - Social - Timeless - Uncategorized

Hold my Beer #7- Riley Howell

Look, I don’t even know if Riley Howell would have a beer. But his actions inspired me to add to this collection of courageous people. He was exactly what the moment needed, even if that moment meant it was one of his last. In an alert that flashed across computer and phone screens all over the UNC- Charlotte campus, the instructions were spare but urgent: “Run, Hide, Fight. Secure yourself immediately.” Riley had everything to lose; a long future, a wonderful relationship, friends, family. There’s no way to know what went through his mind. No way to know if he paused and asked “why me? why now?”. He tackled the gunman and curtailed the carnage that was about to ensue. However it came down, the result was embodied in the […]

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30TH April 2019

500 Start Ups - Angel Investor - Business Tricks - Family and Friends - Geopolitical - Good Story - Incubator - Legends and tales - Social - Timeless - Vision

The Black Tulip…springtime flowers, trends & bubbles. Yeah!

Tulip futures, anyone? It’s tulip season around here; The New York Times had a wonderful story today on Rembrandt and dutch tulips. They’re pretty, but I love them for more than their looks… A very special person to me loves tulips. I do too, and I also love them as a reminder of bubbles- financial ones. Tulips are the first great bubble in modern recorded history, as detailed in the wonderful book called Extraordinary Popular Delusions and the Madness of Crowds. It’s an early study of crowd psychology by Scottish journalist Charles Mackay, first published in 1841. It’s still in print, and cited by financial wizards from Bernard Baruch to Michael Lewis. Tulips had quite a run in in the 17th century. As the flowers grew in popularity, professional growers paid […]

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18TH April 2019

Angel Investor - Business Tricks - Family and Friends - Timeless - Uncategorized

Busy could, sometimes, just be BS

We’ve been talking an awful lot about work norms. Goldman Sachs no longer requires suits. IBM allows flex time. MasterCard permits video attendance at weekly touch base calls. This is all terribly progressive, and probably helps with attracting, retaining, and motivating A Players. But one thing remains a fallacy; the common safe place called “being busy”. Maybe it’s the old puritan work ethic. Maybe it’s from back in the days when people- most- billed by the hour. Those warriors who worked on weekends. Brought files along on vacations. Always had a conference call, or a reason to burn the midnight oil. How impressive. What a workhorse. Such a team player. An animal. We gave you a pass because you were full on, all day. Frantically moving from one thing to […]

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13TH April 2019

Business Tricks - Entrepreneur - Leftovers - Platforms - Timeless - Uncategorized

We are the Factory

I’ve spent the last two years super optimized on one platform- I can’t believe the increased efficiency, and the decreased anxiety of this move. I credit Don Dalrymple. First, about my work: I mentor startup founders, and I am quite active in that role. Which means I have to be able to plug and play into their systems seamlessly. I do not, hell I can not dictate which conference line to use, which product management tool, which crm, etc. I have to adapt, quickly, to whatever they choose. It used to be maddening, but I flipped that; now I enjoy the challenge of learning how they communicate by diving in quickly, so we can get to the real stuff. Which meant my stuff had to be super organized. It wasn’t. […]

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08TH April 2019

Business Tricks - Entrepreneur - Food - Good Story - Incredulous - Timeless - Uncategorized

Avocados also come with Values!

Entrepreneurs are mad for Avocados- in shakes, on toast, even guacamole. it’s perfect as protein, and even better as a value reminder. Yes, true! I caught Seth’s Godin mention the Avocado principle recently: it’s a well cited mantra in the Bay and especially at 500 where I learned so many incubator scale tricks. It goes something like this: If you wait until you really want an avocado, the market won’t have any ripe ones. You need to buy them in advance. But… If you eat an avocado that’s not quite ripe, you won’t enjoy it. AND, you won’t have a chance to enjoy it tomorrow, when it would have been perfect if you had only waited. If you live your life based on instant gratification and little planning, you’ll either never have […]

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05TH April 2019

Angel Investor - Incubator - Leftovers - Social - Timeless - Uncategorized

Happy Collisions are actually a Developers Mantra

I don’t write about real estate much- I don’t invest there. But I wanted to write about Clay Fowler and Spinnaker, who have another project going up, along the I-95 corridor in Norwalk- you can’t miss it. I completely love his philosophy of design and space, where he goes out of his way to encourage interesting, curious people from different walks of life to have space for “happy collisions” on a regular basis. I’ve lived and done business in his buildings- which have done a lot to make Sono the cool place it has been for… 20+ years. And each time I return there, I find something new and different. A bakery inspired by Martha’s kitchen. A pool table in the lobby of an office building. A rooftop with community […]

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29TH March 2019

Baseball - culture - Good Story - Parenting - Social - sport - Timeless

Ichiro is Life Well Played.

I like to write about baseball in spring. It reminds me of life and life lessons. Ichiro played a final game in Tokyo this week as the Mariners opened their season in Japan. It was fitting that he got to go out that way, to adoring fans, on the Island where he began his journey. A journey in which he squeezed out of his baseball body and life every ounce that could be squeezed. His dedication and discipline was amazing, but up close, it’s been said he almost looked like a prisoner. He had been playing baseball for 42 of his 45 years. And there’s the rub; he has made no bones about the tortuous training regimen his father forced upon him.. beginning at age three… making him at once […]

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28TH March 2019

Entrepreneur - Entrepreneurs - Family and Friends - Geopolitical - Incubator - Leadership - Timeless

Passion can be Painful

I wonder if founders appreciate that the origin of the word “passion” . It’s the Latin word for “suffer.” I didn’t know that until recently, on a Founder touch base call, where a very passionate argument was made and didn’t land. [It makes perfect sense; passion requires a commitment so pure that mere suffering would not deter i]t. I hear about- and see- Founders everyday that are bursting with passion about their product, the problem it solves, and the business they are building around it. Problem is, many forget the suffering that comes with it. So here are a few of the pain points each founder must learn to stomach; Suffer the humility of defeat; by this, I mean the realization that it is time to quit pressing the idea as […]

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22TH March 2019

Food - Leftovers - Social - Timeless - Uncategorized

A Diet should include ANYTHING you consume.

We did a Whole 30 diet this year… plantains seemed to be the most appreciated Whole 30 hack… I probably ate too many of them. But otherwise, I learned to have a discerning eye for labels, looking for sugar, additives and sneaky stuff I had never noticed before. So, with a little self control, I was pretty much able to regulate anything that entered my body… But with all this effort around regulating what goes into our body, what about what goes into the mind… “George Orwell got it backward. Big Brother isn’t watching. He’s singing and dancing. He’s pulling rabbits out of a hat. Big Brother’s busy holding your attention every moment you’re awake. He’s making sure you’re always distracted. He’s making sure you’re fully absorbed. He’s making sure […]

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