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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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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06TH January 2018

Angel Investor - Cuba - Family and Friends - Family Office - Havana Culture - Incubator - Innovadores - Innovadores Foundation - Interns - Leadership - Parenting

Fire and Fury? Well, Havana’s safe as ever, guys. (IMHO)

I don’t know much about the current book dominating the headlines, except for how it applies to my personal experience in Cuba. Last year, much was made about travel to Cuba being suddenly suspect or dangerous. With nearly a year to look back now, I see a few main themes that may explain 2017: Roll back on any Obama initiative one can find. Lob an unprovable grenade as justification. Even though “Sonic Attacks” sounds more like “Remember the Maine” each day, it got the job – confusion- done well. Exert pressure on Havana citizens by closing the US Embassy and closing off visa applications. This isn’t much fun. Poke the Cuban Military by blacklisting hotels and travel business they control. Since the State Department published it’s “no-go” list in November, […]

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01TH January 2018

Cuba - Entrepreneur - Family and Friends - Leadership - Parenting - Timeless - Uncategorized

An Entrepreneur’s Life

Honestly, it’s been hard to understand it [entrepreneurship] myself, let alone explain it to others.

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20TH November 2017

Angel Investor - Business Tricks - Creative problem Solving - Entrepreneur - Family Office - Good Story - Leadership - Parenting - Portfolio - Timely - Uncategorized

Vaux Founder Profile- Theresa Claire of “Mixed Emotions”

Today, I couldn’t be happier to feature Theresa Claire, Founder of the Mixed Emotions Game. In her first pitch to me, even on the first slide, she told me all the reasons I should not get involved… I’m a solo entrepreneur- and Mom! I’m not the first mover. I don’t have a PhD. to my name. I need a side hustle to make this all work. To which I responded; so what. I tested the game with my kids, their friends, their parents, their teachers… and it totally rocked! Which is not the first reaction you would expect when discussing the subject of card games that teach kids emotional awareness. But here we are, launching a Kickstarter less than a month later and crushing it on social media. Because it […]

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13TH October 2017

culture - Geopolitical - Good Story - Leadership - Timeless - Timely

Hold my Beer- Jacques DeMolay

  On the way to dinner, with Cuban entrepreneurs no less, we got into a discussion of the hex of Friday the 13th, and no one knew the origin. It’s actually an 800-year-old entry in the “Hold my Beer” Series: the name is Jacques De Moulay, last of the Knights Templar. [French King] Philip wanted the Templars arrested and their possessions confiscated to incorporate their wealth into the Royal Treasury and to be free of the enormous debt he owed the Templar Order. Molay was in Paris on 12 October, where he was a pallbearer at the funeral of Catherine of Courtenay, wife of Count Charles of Valois, and sister-in-law of King Philip. In a dawn raid on Friday, 13 October 1307, Molay and sixty of his Templar brother knights were arrested. Philip then had the […]

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11TH August 2017

Angel Investor - Creative problem Solving - Entrepreneur - Family Office - Platforms - Portfolio - The Way - Timeless - Uncategorized

Vaux Founder Profiles: Brandon DuFour of SHRPR

(Watertown, CT) Today I am talking with Brandon DuFour of SHRPR, fka Next Street, a tech platform for in-person learning driven by personal improvement and curiosity. He also invented the verb “decal-ing”… This is part of an ongoing series of rambling interviews loosely with Founders in the Vaux portfolio structured as five questions. Don’t miss Lilly B. from Fashion Snoops and Tom O’Reilly of Aptaris. Question #1; The Entrepreneur’s DNA Miles: So Brandon, I’m really interested in how you grew up as a kid in your formative years, and what DNA you had in your family or in your neighborhood that contributed to you wanting to be an entrepreneur. Brandon:  So it’s in my blood and in my DNA on both sides of my family. So on my father’s side, […]

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07TH August 2017

Angel Investor - AppTaris - Creative problem Solving - Family Office - Good Story - Leadership - Legends and tales - Portfolio - Timeless - Timely

Founder Profile #3 – Tom O’Reilly of Aptaris

(Tampa, FL) My sit-down with Lilly from Fashion Snoops was so much fun I decided to continue with more; it’s one of the most rewarding parts of my work because I believe the talent is in there, somewhere, and it’s just my job to ask questions that bring it to the surface. In the case of Tom O’Reilly, we have an epic story of a scrappy entrepreneur just figuring out how to literally rebuild an airplane while he was flying it. Literally, another story of “Hold my beer, I got this”. So how did it happen? Well, he stuck to the values he learned as a little boy; use the tools of the day to stay in close contact with your customers. Here are Tom’s 5 Questions Question #1; Where’s the DNA from? Miles: Tom, […]

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23TH June 2017

Creative problem Solving - Entrepreneur - Fashion Snoops - Timely - Uncategorized

Founder Profiles- Lilly B.- Fashion Snoops

As an angel/operator (new nomenclature, old practice) I (happily) spend a LOT of my time mentoring CEO’s in the Vaux portfolio; it is truly one of the most rewarding parts of my work. I often say the talent is in there, somewhere, and it’s just my job to ask questions that bring it to the surface. With Lilly Berelovich, the talent doesn’t hide much. I sat down with her recently to talk about the mega-trend in our industry, a/k/a “the retail apocalypse”. Because even as creative destruction wreaks havoc, it builds new leaders. Fashion Snoops is emerging as one of them. Here’s a great video of Lilly to explain all that, and here are my five questions for Lilly: Question #1: Is the educated consumer is now the scary-educated consumer? Miles: […]

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16TH May 2017

Creative problem Solving - Fashion Snoops - Timely - Uncategorized

Opportunity and the Retail Apocalypse

Alexa- I need to reorder my shirts. Make it so. No more chilling words could be spoken to an outdated- one might say outmoded- industry. It might as well be a eulogy to Fashion Avenue. Vaya con Dios, Garmentos. You had flair. There have been nine retail bankruptcies in 2017—as many as all of 2016. J.C. Penney, RadioShack, Macy’s, and Sears have each announced more than 100 store closures. Sports Authority has liquidated, and Payless has filed for bankruptcy. Last week, several apparel companies’ stocks hit new multi-year lows, including Lululemon, Urban Outfitters, and American Eagle, and Ralph Lauren announced that it is closing its flagship Polo store on Fifth Avenue, one of the several brands to abandon that iconic thoroughfare. From what I see, it happened in five subtle steps. Here […]

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