Myth-Making and the “Authentic Founder”

Giff Constabletechnology, venture capital

One of my pet peeves about startup-land is myth-making. I refer to the stories that get made up about a startup’s founding and trajectory. Entrepreneurs spin tales for two reasons: to get press, and, particularly, to get funding. Investors have a name for their intuitive filtering — they call it pattern recognition. But at the early stage, it seems to …

The Cold Reality of First-Time Funding

Giff Constablestartups, venture capital

Earlier today, I watched Fred Wilson and Ben Horowitz debate lean vs fat fundraising approaches (very different from “lean startup” concepts even if often confused). The reality is very very simple: unless you are a celebrity/proven founder, “lean” is your only option. I don’t buy for a second that Horowitz would write a “fat” check to an unproven entrepreneur no …

The “Past is Prologue” Objection

Giff Constablestartups, venture capital

One of the most annoying things for an entrepreneur to hear, and one of the hardest things for a venture capitalist to navigate, is the “past is prologue” doubt. By that I mean: “your idea failed before, so why will it work this time around?” Given that most Web 2.0 ideas were conceptualized, attempted, and failed, during Web 1.0, this …

Investors & Customers – sometimes there’s an early stage disconnect

Giff ConstableAprizi, startups, venture capital

peHub just wrote an article titled “VCs love Blippy, but do users?” Some of you correctly guessed that Blippy was the company I was referring to when I wrote, “Don’t let another startup throw you off your game”. And it’s true, there are a lot of VCs really excited about that company. Aprizi, Blippy, Bynamite, Swipely and a number of …

Startup Tools: equity and investment (cap table) model

Giff Constablestartups, venture capital

As an entrepreneur, have you struggled to figure out what your ownership stake looks like over multiple rounds of dilution from investors and employee options? In the spirit of sharing modeling tools I use when thinking about a startup, here is an Excel spreadsheet for modeling out cap table equity and dilution across a number of capital raising rounds.  There’s …

Applauding Hornik

Giff Constableventure capital

David Hornik over at Venture Blog has a marvelous post up called “Venture Capitalist At Your Service”.  He recognizes that his LPs are his customers, yet he also recognizes that: “The executives of my portfolio companies are my clients. But all entrepreneurs are potential clients. And I need to behave accordingly.” Easily said, right?  The lovely thing about David is …