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  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: […]
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 […]
25TH October 2017
Good Story - Open Angler - Timely - Uncategorized
Founder Profiles: Alicia Aloe of Open Angler
(Charleston, SC) Here’s another profile of one of the talented CEO’s I get to work with regularly, Alicia Aloe from Open Angler. Open Angler is the fastest growing platform for fisherman, captains, and marinas to easily book boat time. Think Open table for fishing trips… or as I like to say, it makes better fish tales easier to tell. Anyways, I love Alicia’s tenacity and ability to focus, which really comes through in this interview. Question One: An Entrepreneurs DNA Miles: Alicia, tell me about your entrepreneurial DNA. How did you, growing up, become influenced to someday want to start running a business? Alicia: I think that it’s the only experience that I could ever imagine for myself. I don’t know if this was born or bred into, but I definitely came from two hard-working […]
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 […]
01TH October 2017
Adventure - Cuba - Good Story - Incubator - Innovadores Foundation - Timely
What’s up with the Cuba Sonic Mystery?
(Washington, DC) I was at the WaterGate Hotel, the mecca of silly spycraft, just having a burger and catching up with John and Jono of Innovadores fame. The breadth of what their humanitarian accomplishments in two years is pretty amazing, as their regular updates will attest. It has been a breakneck sprint (relatively) since Obama loosened relations with Havana in 2015. The Foundation has sponsored three years of fantastic Cuban entrepreneurs to intern at Grand Central Tech, and everyone has returned to do good things in Cuba. Several have begun to launch businesses, and we stand ready to assist again. But recently, the US Embassy in Havana cut staff 60%, just two years after opening for the first time in 50+ years. Guidelines on doing business- mostly tourism– are expected to further curtail […]
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, […]
16TH June 2017
Adventure - Good Story - sport - Timely - Uncategorized
Hold my beer, #2. Free Solo of El Cap.
Here is my second crack at writing about someone that inspired me, and maybe some others. They are moments so utterly manly I call them “Hold my Beer”. Alex Honnold climbed the route known as Freerider on El Capitan free solo. That’s no ropes, no partner. It involves a complex system of cracks and a notoriously hard section about two-thirds of the way up with holds the width of a pencil. Guides say to allow four days to do the climb. Mr. Honnold did it under four hours. (See photographs of his ascent.) One more time: Guides say to allow four days to do the climb. Mr. Honnold did it under four hours. You talk about a state of FLOW, this guy had it. If one could possibly set aside the fear, the […]
30TH April 2017
Family and Friends - Legends and tales - Parenting - Timeless - Uncategorized
Oh Father, my Father… this is your success.
I looked through some family pictures on my Birthday, and this one made me think of what my father has given me. He’s given me something more permanent than good hair, and more powerful than money. He’s given me values and meaning, though it took me years to discover that. And when I did, I was drawn to the story of what his father gave him. And the father before him, and the father before him, all the way back as far as Spencer legend will go. This is quite far when you are a Spencer, and you don’t let too many facts ruin a good story, which is the what is about to happen here… It is was actually deSpenser to start, which means the steward or butler […]
04TH April 2017
Baseball - Good Story - sport - Timeless - Uncategorized
As baseball begins… Respect
As baseball begins again, all teams have hope. At least for the day. What caught my eye this year was this NY Times story about a kid named Frazier. Since George Steinbrenner bought the Yankees in 1973, players on the team have been prohibited from wearing beards and long sideburns, and have been required to keep their hair above the collar. In recent years, the policy has been adhered to largely at the insistence of Jennifer Steinbrenner, one of the four Steinbrenner children who now share in the ownership of the team. Call it the Yankee code. Call it old fashion. Call it out of touch with today’s society. But, if you do, keep on eye on the scoreboard: the Yankees’ clean cut locks have been as much a part […]
07TH March 2017
Good Story - Leadership - Legends and tales - Timeless - Uncategorized
Gladiator is a love story
I like to write about being a man’s man, maybe because I think it’s a lost art today, and it shouldn’t be. Charlemagne had it. So did Bonaparte, despite his complex. Robert E. Lee makes the list. Winston Churchill for sure. But examples of this behavior are so singular today they deserve calling out, even if they only lived on a screen and 17 years ago at that. I remember seeing the movie in Ohio with a friend, and it was so impactful. Which is why today I write about Maximus… “My name is Maximus Decimus Meridius, Commander of the Armies of the North, General of the Felix Legions, loyal servant to the true emperor, Marcus Aurelius. Father to a murdered son, husband to a murdered wife… (you know the rest) […]
- The Sharpless Method: We suffer more in imagination than in reality
- September 24, 2018
- Closing? Should be called Opening…
- September 20, 2018
- Ding. Look at me.
- June 28, 2018
- 10 Things to ask before Investing with someone
- May 08, 2014
- Angel investing for Family Offices: What if you knew ‘Zuck… back then.
- July 10, 2013
- Now I really want to be like Peter Thiel
- June 11, 2016