How Hard Can It Be? Podcast
1) Subscribe to my new #AskTrap Podcast!
First of all THANK YOU for being a loyal subscriber to How Hard Can IT Be?... after a couple years of it I’ve decided to take a bit of a hiatus, and use the opportunity to create a new pod I really wa...Show More
2) HHCIB 036 Castle Island Ventures Matt Walsh
Matt Walsh has a pretty unique perspective on the blockchain and cryptocurrency space. If you know Matt it's likely as "the Fidelity guy" on some crypto panel in Boston or New York, or from today's ne...Show More
3) HHCIB 035 Hometap CEO Jeff Glass
How does a kid from Brooklyn became one of Boston's top startup CEOs? We invested on Hometap because it's a market opportunity on the scale of a whole new capital class, and because my friend Jeffrey ...Show More
4) HHCIB 034 128 Technology President Sue Graham Johnston
My conversation with Sue Graham Johnston, the President of G20 portfolio star 128 Technology. Sue actually came to Boston in 2017 to help run 128, a next generation networking company that closes the ...Show More
5) HHCIB 033 Data Intensity CEO Kirk Arnold
My guest this week is Kirk Arnold, a veteran tech industry CEO, public board member, and lecturer at the MIT Sloan School of Management. Kirk was most recently the CEO of Data Intensity, a 650-person ...Show More
6) HHCIB 032 Bitcoin Foundation CoFounder Patrick Murck
You could say Patrick Murck is the man who made Bitcoin respectable. The cryptocurrency’s journey from preferred medium of exchange for mail-order cocaine to Next Big Thing was a long, strange trip i...Show More
7) HHCIB 031 Flipside Crypto Founder Dave Balter
My guest this week is Dave Balter, Founder and Partner of Flipside Crypto, a data solutions and investment club for cryptocurrencies. Dave really is a pillar of the Boston startup community… an innova...Show More
8) HHCIB 030 CarGurus CFO Jason Trevisan
My guest this week is Jason Trevisan, Chief Financial Officer of Boston-based IPO darling CarGurus. After funding itself for its first 8 years with less than $5 million of total venture capital, CarGu...Show More
9) HHCIB 029 Carbonite CEO Mohamad Ali
Meet Carbonite President & CEO Mohamad Ali to hear his remarkable immigrant story, and learn the approach to business value creation that's not only transformed Carbonite into an exciting Boston compa...Show More
10) HHCIB 028 Peach Co - Founder & CEO Janet Kraus
Peach co-founder & CEO Janet Kraus grew up in a household with two people living as “their best selves,” realizing their potential and doing what they loved. She’s spent the better part of her time si...Show More