What's New

November 24th, 2020

The way we communicate with our healthcare professionals is broken. Why can’t I text my doctor’s office when I can live-chat in virtually every other industry? No, I don’t just want to “Text C to confirm your appointment,” I want to text back to find a new time. And while I’m at it, how about asking how to find my latest bill? How am I still missing patient intake forms that go directly to my spam folder? How is it possible I missed an important update about my health plan because it came in a paper envelope that my mail carrier sandwiched between a credit card offer and this week’s grocery specials?

When I met Guillaume de Zwirek in 2018, he painted a picture of a future I’d long hoped for. It was one where I’d have a single ... Read More


November 17th, 2020

Today, I’m pleased to share that Jackson Square Ventures led Trust & Will’s $15 million Series B. For the unfamiliar, Trust & Will is the easiest way to securely create and maintain estate plans online. We are beyond excited to work with the world class Trust & Will team as they modernize a core tenant of family life.

Trust & Will founding team, Cody Barbo, Brian Lamb, and Daniel Goldstein

About a year after my son was born, a friend asked me who I used for estate planning. At first I was struck by the fact that estate planning is ... Read More


April 30th, 2020

There’s no simple formula for venture capital recruiting. So much of what makes a great team member comes from intangible qualities. It is no secret that we look for operators and entrepreneurs to join our team at Jackson Square Ventures; the unique experience they have gained in the trenches just cannot be duplicated. Former founders can model themselves after the kinds of investors with whom they have worked who have added the most value. As you’ve heard us say before, this job isn’t just about sourcing deals; it’s knowing how to select the right companies and, more importantly, supporting teams through good times and bad. Mastering those skills—sourcing, selection, and stewardship—is a prerequisite for tackling the most difficult ... Read More


December 11th, 2019

Last month, the JSV Book Club, in partnership with Silicon Valley Bank, Cooley LLP, and the Computer History Museum, had the pleasure of hosting Margaret O'Mara, author of The Code: Silicon Valley and the Remaking of America. For those who haven’t read it, in what the New York Times called an “accessible yet sophisticated chronicle of Silicon Valley,” The Code offers the true, behind-the-scenes history of the people and institutions that built Silicon Valley, shaping Big Tech in America in the process. Margaret was joined at JSV by our Co-founding Partner and Managing Director, Greg Gretsch, for a conversation about Margaret’s groundbreaking research.

During their conversation, we ... Read More


by Josh Breinlinger

October 14th, 2019

Today, Jackson Square Ventures is excited to announce that we’ve closed our third and largest fund of $193 million. We are proud of the meaningful relationships we have formed with the entrepreneurs leading the 30+ portfolio companies from our first two funds. We are honored by and thankful for the trust that our limited partners—both existing and new—have placed in us to continue doing what we do best.

Launching a new fund presents an opportunity to reflect on what makes our firm different and how those attributes have contributed to our success. This is best articulated in our Anti-Hype Ethos.

Jackson Square Ventures’ Anti-Hype Ethos

“I very frequently ... Read More


by Josh Breinlinger

June 20th, 2019

A few months ago, at the annual Marketplace Conference, I gave a talk that covered two fundamental components of marketplaces: pricing dynamics and feedback systems. Among other topics, I covered how marketplace companies should think about the rake they can charge and why five star ratings are useless. Here is my presentation:


June 14th, 2019

Last month at the quarterly JSV Book Club meetup, in partnership with Silicon Valley Bank, we had the privilege of hosting Geoffrey Moore, renowned management theorist and author, to discuss two of his best-selling books, Crossing the Chasm and Zone to Win.

In Crossing the Chasm, Moore shows that in the Technology Adoption Lifecycle—which begins with innovators and moves to early adopters, early majority, late ... Read More