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Category Archives: Entrepreneurship
Go after monolithic markets
One of the great things about moving from one place to another is all the free stuff people leave behind. A few weeks ago, Highland shuffled out of its decade-long digs on Route 2W in Lexington, MA and headed over … Continue reading
Posted in Advice, Entrepreneurship, Technology
2 Comments
Peter Thiel and the definite future
I attended a discussion with Peter Thiel yesterday at Harvard Business School. This is my second time hearing Peter speak in the last 12 months, and I find his brand of intellectual honesty quite refreshing in the age of politicized, … Continue reading
Posted in Entrepreneurship, Technology
7 Comments
“Strategic” customers are a myth.
Lots of small companies will do anything to sign up a big customer. Startups often make concessions of two varieties: We’ll give you more stuff (read: features/support). You give us less stuff (read: money). Often, when we meet companies who … Continue reading
Posted in Advice, Entrepreneurship
4 Comments
interview to venture: Episode 2, Bit9
Last time on interview to venture, I sat down with Boris Revsin, co-founder & CEO of CampusLIVE. Boris is a first-time CEO in his 20’s and is building a consumer internet company that is transforming the way college kids interact … Continue reading
Posted in Advice, Entrepreneurship, Interview, Software, Technology
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How to build a sales-driven financial model (a.k.a. The post I ALMOST wrote)
We’ve all had it happen. One evening, you sit down at your dining room table to write a killer blog post. You fire up your Mac Book Pro, brew some herbal tea, and put WordPress.com into “quiet mode.” With a … Continue reading
Posted in Advice, Entrepreneurship, Finance, Venture capital
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Focus, focus, focus.
Last week, my friends at OpenView Labs published an interview of me and a few other VCs (Phin Barnes, Brad Feld, and Rob Go). Each of us was asked the same two questions. You can read the full article here, … Continue reading
Posted in Advice, Entrepreneurship, Venture capital
Tagged Advice, Business, Business and Economy, Chief executive officer, Mistakes, Startups, Venture capital
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Are you practicing too much?
Practice makes perfect. Whether memorizing lines for a play, learning to play a rockin’ guitar solo, or pitching your company, practice is an important part of getting your message across. Everyone knows this, so everyone practices as much as they … Continue reading
Posted in Advice, Entrepreneurship
1 Comment
The puzzle piece that doesn’t exist.
(Warning: this post gets a bit “meta.”) After 10 years of iTunes usage, I finally shelled out $17.99 to buy my first audiobook: Malcolm Gladwell’s What the Dog Saw. With Gladwell seemingly whispering in my ear in his unmistakable tenor, … Continue reading
Posted in Advice, Entrepreneurship, Venture capital
2 Comments
But, does it scale?
Venture capitalists can ask a bunch of dumb questions. Well, maybe “dumb” is the wrong word; “repetitive” is probably more accurate. How many times do you have to explain how you acquire users, how big your market is, or what … Continue reading
Posted in Advice, Entrepreneurship, Software, Technology
4 Comments
interview to venture: Episode 1, CampusLIVE
This week, I took a break from the written word and videotaped myself interviewing Boris Revsin, CEO and co-founder of one of Highland’s newest portfolio companies: CampusLIVE. I’ll be doing more of this in coming weeks, so stay tuned for … Continue reading
Posted in Advice, Entrepreneurship, Interview
1 Comment