Entrepreneur, Explorer, Angel.

Sometimes all at Once.

03TH February 2019

Angel Investor - Entrepreneur - Football - Leadership - sport - Timeless - Uncategorized - Vision

Communicating with teams in motion

I really enjoy mentoring start-up founders, and I’m happy to call that my avocation these days. Most, but not all, of these founders are young or younger (I took it as a compliment this week when one founder said “we could use some salt and pepper in our founder recipe”). And, with luck and hard work, some of them will grow teams in the hundreds in the coming years, though the majority will not. That’s why I was struck by this interview with LJ Spinnato, a prep school football coach who gives very few interviews, which seems counter-intuitive for a post about communication. But what LJ has done at Choate was inspiring to honing my craft, though most of my kids are a little older and wouldn’t know what “Double […]

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20TH September 2018

500 Start Ups - Angel Investor - Entrepreneur - Family Office - Football - Timeless - Uncategorized

Closing? Should be called Opening…

Closing is the most worst name in the financing dictionary. I know, it’s the day or week when money changes hands. Back in the day, Wall Street-ers would hold a dinner and, after the wire went out (or came it) at 4:31pm everyone would head to the bar to celebrate. But the world of start ups, and start up financing is so different! Funnel and Filter – for years, I have had the good fortune of a funnel of opportunities that keep coming my way, and I’m very grateful for every one. I’ve always followed the lead of [Bear Bryant from this epic post]- be nice, be helpful, and be quick about it. When it’s time to apply the filter, I stick to a couple of basic theses described on the […]

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07TH February 2017

Football - Good Story - Leadership - Legends and tales - sport - Timely - Vision

Hold My Beer.

Ok, you are down 25 points in the third quarter. You need to score two touchdowns, two two point conversions, win a coin toss and engineer a touchdown drive to win the seminal event of your chosen profession. A profession from which you were suspended earlier in the year. Ok. Got it. So… Hold my beer. So said a man’s man in last night’s Super Bowl. And then he went out and completely ignored the probability chart. Tomas T. said it perfectly: The problem with predictive analysis like this is they never capture all the variables. They don’t account for great players like Tom Brady can increase their level of play, the emotional swing of a team building momentum, those moments when people enter what Csikszentmihalyi called Flow.  Brady and […]

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