Medium

Gillian O'Brien

In

Entrepreneurship Handbook

by

Gillian O'Brien

·

Jul 13, 2023

So, You Raised a Series A — Now What? I Interviewed 8+ Founders to Find Out

There’s no shortage of content out there targeted at founders who are in the process of fundraising for their startup. The advice is all…

So, You Raised a Series A — Now What? I Interviewed 8+ Founders to Find Out

In

Chief of Staff Network

by

Gillian O'Brien

·

Mar 1, 2022

Who, What, When, Where: How to hire a Chief of Staff

One of the most common requests I get is to help people with CoS hiring. Here’s how to get it right.

Who, What, When, Where: How to hire a Chief of Staff

In

Chief of Staff Network

by

Gillian O'Brien

·

Aug 10, 2021

My first year as Chief of Staff at Dover: 7–40 employees, 3–23M in funding, 60–150+ customers

What a CoS does at a seed/Series A startup, and how my role evolved over time.

My first year as Chief of Staff at Dover: 7–40 employees, 3–23M in funding, 60–150+ customers

In

Chief of Staff Network

by

Gillian O'Brien

·

Dec 8, 2020

I interviewed Chiefs of Staff from Google, Lyft, Twilio, Uber, Chime & more. Here’s what I learned.

I shut down my company in response to COVID & have been documenting my work experiences since — including my journey to determine my…

I interviewed Chiefs of Staff from Google, Lyft, Twilio, Uber, Chime & more. Here’s what I learned.

In

doverhq

by

Gillian O'Brien

·

Sep 1, 2020

How I found an amazing job (during the pandemic)

Sharing a framework I came up with (The 5 Ps and 6 Bs) for evaluating jobs.

How I found an amazing job (during the pandemic)

Gillian O'Brien

·

Jul 20, 2020

Figuring out what’s next after shutting down your company

The 4 stages of conversations I had, using my network to ultimately understand what I wanted to do next with my career.

Figuring out what’s next after shutting down your company

Gillian O'Brien

·

May 4, 2020

Cherry is Shutting Down + Our Story

After 17 months of helping workplaces become more personalized, we’ve made the difficult decision to shut Cherry down. While Cherry helped…

Cherry is Shutting Down + Our Story

In

Women Founders Network Startups, Pitching, Marketing, Building, Investing

by

Gillian O'Brien

·

May 4, 2020

🦠 Fundraising During COVID

In October 2018 my Co-Founder Emily & I came up with the idea for Cherry. We moved to San Francisco to go through Y Combinator in early…

🦠 Fundraising During COVID

Gillian O'Brien

·

May 4, 2020

💰 How Not To Fundraise

In October 2018 my Co-Founder Emily & I came up with the idea for Cherry. We moved to San Francisco to go through Y Combinator in early…

💰 How Not To Fundraise

Gillian O'Brien

·

May 4, 2020

💡 How It Started

In October 2018 my Co-Founder Emily & I came up with the idea for Cherry. We moved to San Francisco to go through Y Combinator in early…

💡 How It Started

Gillian O'Brien

Gillian O'Brien

General Manager @ Remote + Venture Partner @ CRV | YC alum | former Chief of Staff | NYU grad | gillianroseobrien.com

Following

Help

Status

About

Careers

Press

Blog

Store

Privacy

Rules

Terms

Text to speech