Category Archives: Advice

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

VCs buy your stock, not your product.

Last Friday, I had the honor of speaking on a panel at the MIT Sloan Sales Conference, alongside Peter Levine (MIT, Andressen Horowitz), George Roberts (ex-Oracle, OpenView Partners), Jules Pieri (The Daily Grommet), and Lara Shackelford (QlikTech). No one has … Continue reading

Posted in Advice, Entrepreneurship, Product philosophy, Venture capital | Leave a comment

Interviewing the Yoda of venture capital

I’ve been a bit absent from this blog, thankfully working on some very exciting projects that will soon see the light of day. More blogging to come soon, so hang in there! In the meantime, I would like to draw … Continue reading

Posted in Advice, Venture capital | 1 Comment

10 secrets of super-effective networking

Spring is in the air, or at least it will be once all this darn snow melts away. Maybe it’s the good weather (all relative, Bostonians), or maybe it’s the graduating seniors/MBAs, but I always feel like I meet tons … Continue reading

Posted in Advice, Entrepreneurship | 3 Comments