Entrepreneur, Explorer, Angel.

Sometimes all at Once.

24TH September 2018

Business Tricks - Creative problem Solving - Good Story - Parenting - Timeless - Uncategorized

The Sharpless Method: We suffer more in imagination than in reality

The title quote is from Seneca. I grew up with a different phrase, but it still worked for me: “80% of the sh*t we spend time worrying about never happen anyways” ~Herbert “Sharpless” Spencer And it’s not that these guys were fearless. Rather, they broke down those fears, those worries, those paralyzing doubts and categorized them in bite sized pieces. My grandfather was a rifleman in WW-I; life expectancy in the trench wasn’t too good. But he survived to marry, to have and to raise twelve kids, to send some to college, and to comb the hair of his grandchildren… which numbered like [33] by the time he passed away. This was his system for dealing with worry and anxiety: Name each fear that keeps you up in explicit terms: […]

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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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Ding. Look at me.

Digital addiction has gripped society in less than a decade. The smartphone era dates from Apple’s introduction of the iPhone in 2007… before that, the closest thing to a digital pavlovian response was hearing AOL’s goofy “You’ve got Mail”. Either way, it is a nanosecond in human evolution. No matter what we think we know now, we simply don’t know what the long-term effects of digital devices/smartphones are or will be, any more than generations past could glean [...]

Fortnight and the next great Battle for Screentime

It seems the big parenting battle of the summer might be over FortNite. This survival-action game developed by Epic Games and People Can Fly is a bit like what you’d get if you combined a sandbox-building game like Minecraft with an action shooter like Call of Duty. On one hand, it’s getting major points with kids and parents alike for building teamwork and thoughtful collaboration. On the other hand, it’s a combat-based game with tons of guns and violence. And the desi [...]

19TH February 2018

Cuba - Entrepreneurs - Family and Friends - Food - Havana Culture - Leadership - Timeless - Uncategorized

On Celebrations and Cigars

The most appreciated gift I bring home from Havana is cigars. Wrapped by the best hands in the business, they seem to imply… “party coming soon”. I’m told this by aficionados because I certainly am not one. Usually, the reason to celebrate this way is having a baby, closing a financing, manifesting an exit. Sometimes it’s a personal best that takes a lot of work and has a defined moment worth savoring. They also combine very well with Cuban rum, which isn’t a coincidence either. So here’s my offer: tell me about your recent financing, exit, acquisition, or similar entrepreneur or life triumph in 100 words or less, I’ll send you a box of the best Cohiba’s I have. I’ll do it just for the happy story.  

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