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An entrepreneur turned VC.
Interests: Baseball (Red Sox diehard), politics (free-market Democrat, progressive policy wonk, The Alliance for Business Leadership), education reform (Facing History and Ourselves)
Recent Activity
As a venture capitalist, I spend my time thinking about talent. Who are the best people in the world to invest in? How do I help them attract the best people in the world to team with them to build... Continue reading
Posted 7 days ago at Seeing Both Sides
For the last few years, many leaders in the Massachusetts innovation community have been arguing that non-compete agreements should be eliminated. Article after article has been written in support of putting this policy forward to increase the dynamism of our... Continue reading
Posted 7 days ago at Seeing Both Sides
When the Cold War ended, President Bush (senior) used to talk about the peace dividend, the downstream economic benefit of reductions in defense spending. Echoing these words, one of my CEOs declared to me the other day that last week's... Continue reading
Posted Mar 30, 2014 at Seeing Both Sides
When this 10s decade is over, we will look back and be amazed that a mere ten years prior, a few, absolutely massive financial institutions controlled the global banking industry. Software is eating the world, as Marc Andreessen famously observed,... Continue reading
Posted Mar 27, 2014 at Seeing Both Sides
Every year for the last four years, Fred Wilson has been kind enough to come up from NYC and join my Harvard Business School class. It is always entertaining, enlightening and fun. As always, I asked the 80 students in... Continue reading
Posted Mar 5, 2014 at Seeing Both Sides
"Opportunity is who we are. And the defining project of our generation is to restore that promise." - President Obama, 2014 State of the Union In a past blog post last summer, I fretted that the latest wave of innovation... Continue reading
Posted Feb 12, 2014 at Seeing Both Sides
I love dressing informally, maybe too much. My wife frequently reprimands me for dressing down. I recently met with a US Senator in slacks and a collar shirt (which I thought was being respectfully dressy!) and he wryly cracked that... Continue reading
Posted Feb 5, 2014 at Seeing Both Sides
I was excited to see's successful IPO yesterday for multiple reasons. First, it augurs well for 2014 as another strong IPO year in genearl and for technology companies in particular. A University of Florida professor has a nice analysis... Continue reading
Posted Jan 25, 2014 at Seeing Both Sides
A year ago, I felt 2013 would be the Year of Grit - a year characterized by toughing things out in uncertain times. Well, we certainly did that, and 2013 has ended up looking a heck of a lot better... Continue reading
Posted Dec 27, 2013 at Seeing Both Sides
Last week, I used Aileen Lee's excellent TechCrunch article on Unicorns as a jumping off point to analyze the role of the MBA in creating these unusually valuable companies. This week, I want to take a local lens and analyze... Continue reading
Posted Dec 1, 2013 at Seeing Both Sides
I like being a contrarian. As a kid, if a certain TV show was popular amongst my buddies, I’d purposefully ignore that show and search for other shows that were less well known (e.g., Hogan's Heroes was a personal favorite... Continue reading
Posted Nov 25, 2013 at Seeing Both Sides
The art of Product Management continues to evolve. I've enjoyed spending time with many VPs of product in the last year since I co-authored an HBS note on the role of the Product Manager to develop more insights, materials and... Continue reading
Posted Oct 24, 2013 at Seeing Both Sides
I spent last week visiting Israel with a group of fellow venture capitalists touring Start Up Nation - a trip sponsored and organized by CJP. We had a terrific time - despite being in the midst of a pretty tough... Continue reading
Posted Oct 9, 2013 at Seeing Both Sides
I make a lot of lists. It’s an old habit that started when I was in grade school. Lists of to dos, lists of goals, lists of workouts. Lists, lists, lists. I’m also a nostalgic person and so I tend... Continue reading
Posted Sep 30, 2013 at Seeing Both Sides
Every year, I give an open talk to the returning students at Harvard Business School on what makes the Boston start-up scene special. I do it for two reasons: 1) as an advocate for the local innovation ecosystem, I want... Continue reading
Posted Sep 8, 2013 at Seeing Both Sides
I’ve been thinking a lot lately about the unsung hero of many start-ups: the other founder. A lot has been written about the founder/CEO and her growth and evolution as a company grows. But little is written about the (nearly... Continue reading
Posted Aug 21, 2013 at Seeing Both Sides
I've been thinking a lot lately about scaling sales. In every start-up, finding initial product-market fit is a magical moment. Before this occurs, the sales process is a craft or an art - custom-made by the founder or evangelist sales... Continue reading
Posted Jul 11, 2013 at Seeing Both Sides
Today's IPO by Tremor Video is seen by many as a harbinger for the adtech community (full disclosure: Tremor Video is a Flybridge portfolio company). Rightly so. Tremor is the first public offering of an adtech company since Millenial Media's... Continue reading
Posted Jun 27, 2013 at Seeing Both Sides
Think about all of the amazing technology innovation that has impacted businesses over the last three years. Since 2011, we have seen an explosion in cloud computing, in mobile, in technology-enabled business services and in globalization. All of us feel... Continue reading
Posted Jun 10, 2013 at Seeing Both Sides
Today is Demo Day for Techstars Boston. I love Techstars Demo Days for many reasons, not the least of which is the amazing community that gathers to hear the brief, well-rehearsed pitches from the various start-ups who have spent months... Continue reading
Posted May 23, 2013 at Seeing Both Sides
I was invited to testify at a Senate hearing tomorrow in front of the US Senate Committee on Commerce, Science and Transportation. Below is my planned testimony. (update: the video of my initial statement is below and the full hearing... Continue reading
Posted May 7, 2013 at Seeing Both Sides
I was born and have lived in the Boston area almost all my life. I went to school here, met my wife and married her here, built a family and pursued my career here. I am a rabid fan of... Continue reading
Posted Apr 16, 2013 at Seeing Both Sides
I gave a talk at Harvard Law School this week to a VC and Entrepreneurship class on raising your first round of financing. It was good fun and forced me to rethink my usual presentation and add some practical elements.... Continue reading
Posted Apr 12, 2013 at Seeing Both Sides
My first time jumping into the start-up world was as a freshly minted Harvard MBA in 1995. As my classmates were rushing off to high-paying, high-powered jobs on Wall Street, I joined a Series A start-up with 30 employees as... Continue reading
Posted Apr 1, 2013 at Seeing Both Sides
In classic economics, deflation - a downward trend in prices - is a dangerous force that leads to recessions (see: Japan, economic disaster - a case study). In the world of the Internet, deflation viewed as a positive force, leading... Continue reading
Posted Mar 18, 2013 at Seeing Both Sides