Entrepreneur, Explorer, Angel.

Sometimes all at Once.

04TH June 2019

Angel Investor - Entrepreneur - Incredulous - Uncategorized

Incredulous #5; White House no longer “that important”

  Mr. President; We respectfully decline your kind invitation because… it’s just no longer *that* important we show up at the White House now that we have social media to reach our fanbase. So said LeBron and Steph last year, or something like that… Any bets for this time around?   Hey! If you liked that, you may like the next one:  Some snotty little kid made poor choices on social media… and got Mom Fired For her Instagram Antics Or, check out all the Incredulous episodes here… For Boomers, the party never ends! Jimmy Buffett opening a Retirement Home Erasing History at Washington & Lee. Is that really what we want to do? Sign of the Times; Giuliani Gets Booed at Yankee Stadium Duh! English Teacher Corrects White House Letter […]

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24TH May 2019

Angel Investor - Entrepreneur - Incredulous - Uncategorized

Incredulous #4; White House letter graded by Elementary Teacher: F-

Dear Mr. President; does sloppy spelling lead to sloppy leadership? Maybe. Maybe not. But I got a kick out of one teacher who, after receiving a response from Pennsylvania Avenue, took her red marker out and cut the letter to shreds. She was pretty funny about it. It doesn’t take that much to get it right. ( I hope this post is spell checked!)   Hey! If you liked that, you may like the next one:  Note; I’m not picking on the President today but here’s an example of  Social Media being more powerful than a White House visit. Or, check out all the Incredulous episodes here… For Boomers, the party never ends! Jimmy Buffett opening a Retirement Home Erasing History at Washington & Lee. Is that really what we […]

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16TH May 2019

Angel Investor - Entrepreneur - Incredulous - Uncategorized

Incredulous #3; America’s Mayor Booed in his own Hometown

Rudy! Rudy! Mayor Giuliani was a hero of 9/11 for just being there, for the country, answering question, and getting things done. He was adored at Yankee stadium then. But lately, working for a new boss on assignments that seem, well, a little out of touch, Rudy got a very different welcome: the dreaded Bronx Cheer. What changed?   Hey! If you liked that, you may like the next one:  Where an elementary teacher corrects a White House letter. Basically, an F. Or, check em all out here. For Boomers, the party never ends! Jimmy Buffett opening a Retirement Home Erasing History at Washington & Lee. Is that really what we want to do? Sign of the Times; Giuliani Gets Booed at Yankee Stadium Duh! English Teacher Corrects White House […]

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12TH May 2019

Angel Investor - Entrepreneur - Incredulous - Uncategorized

Incredulous #2; On General Lee

Erasing History at Washington & Lee is about a West Point graduate, Lincoln’s first pick for the Union Army, and a soldier who refused to fire upon his neighbors. One of the great military leaders of our country, but he actually led the Confederate Army; General Robert E. Lee. Is erasing that history really what we want to do?     Hey! If you liked that, you may like the next one:  Sign of the Times; I will never forget Rudy, having walked all the way to City Hall on 9/11 to take questions and assure everyone that, while disaster had struck, he was on duty and ready to pull us back together. America’s Mayor. So how do times change such that he Gets Booed at Yankee Stadium? Have a look… […]

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10TH May 2019

Angel Investor - culture - Entrepreneur - Entrepreneurs - Family Office - Incredulous - Leadership - Uncategorized

Introducing Incredulous… a little show about cultural shifts, discomfort and opportunity.

Over the past few months, I’ve worked with the best PR firm in the nation, Gregory FCA, to develop something we talk about at the dinner table each night. Incredulous is about culture, emerging trends, generational conflict… and some damn silly stuff we get upset about. Sometimes it’s an opportunity. Other times, it’s just something to laugh about. In this flight… For Boomers, the party never ends! Jimmy Buffett opening a Retirement Home Erasing History at Washington & Lee. Is that really what we want to do? Sign of the Times; Giuliani Gets Booed at Yankee Stadium Duh! English Teacher Corrects White House Letter Trumped; Social Media more powerful than White House visit. Teach your parents well. Mom Fired For Kid’s Instagram Antics FOMO built this. Beanie Babies Empire won’t […]

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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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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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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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