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How Hard Can It Be?

Up close and personal with the real people behind the hits and misses in Boston's venture capital big time.

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HHCIB 036 Castle Island Ventures Matt Walsh

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 "... Read more

14 Aug 2018

34mins

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HHCIB 035 Hometap CEO Jeff Glass

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 oppor... Read more

11 Jul 2018

45mins

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HHCIB 034 128 Technology President Sue Graham Johnston

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 Bosto... Read more

18 May 2018

30mins

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HHCIB 033 Data Intensity CEO Kirk Arnold

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 Schoo... Read more

14 Feb 2018

40mins

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HHCIB 032 Bitcoin Foundation CoFounder Patrick Murck

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 o... Read more

19 Jan 2018

42mins

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HHCIB 031 Flipside Crypto Founder Dave Balter

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 cryp... Read more

3 Jan 2018

30mins

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HHCIB 029 Carbonite CEO Mohamad Ali

HHCIB 029 Carbonite CEO Mohamad Ali

Meet Carbonite President & CEO Mohamad Ali to hear his remarkable immigrant story, and learn the approach to busines... Read more

8 Aug 2017

34mins

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HHCIB 028 Peach Co - Founder & CEO Janet Kraus

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 t... Read more

27 Jun 2017

46mins

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HHCIB 027 Nanigans CEO Ric Calvillo

HHCIB 027 Nanigans CEO Ric Calvillo

Meet Nanigans Co-founder & CEO Ric Calvillo, hear lessons learned from the ups and the downs of the startup journey,... Read more

20 Jun 2017

33mins

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HHCIB 026 Michelle Dipp & Making A Difference

HHCIB 026 Michelle Dipp & Making A Difference

My guest the week is healthcare VC superstar Michelle Dipp. Dr. Dipp is a co-founder and Partner of Longwood Fund, havi... Read more

6 Jun 2017

54mins

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