Gillian O'BrieninEntrepreneurship HandbookSo, You Raised a Series A — Now What? I Interviewed 8+ Founders to Find OutThere’s no shortage of content out there targeted at founders who are in the process of fundraising for their startup. The advice is all…Jul 13, 20236Jul 13, 20236
Gillian O'BrieninChief of Staff NetworkWho, What, When, Where: How to hire a Chief of StaffOne of the most common requests I get is to help people with CoS hiring. Here’s how to get it right.Mar 1, 2022Mar 1, 2022
Gillian O'BrieninChief of Staff NetworkMy first year as Chief of Staff at Dover: 7–40 employees, 3–23M in funding, 60–150+ customersWhat a CoS does at a seed/Series A startup, and how my role evolved over time.Aug 10, 20211Aug 10, 20211
Gillian O'BrieninChief of Staff NetworkI 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…Dec 8, 2020Dec 8, 2020
Gillian O'BrienindoverhqHow I found an amazing job (during the pandemic)Sharing a framework I came up with (The 5 Ps and 6 Bs) for evaluating jobs.Sep 1, 20204Sep 1, 20204
Gillian O'BrienFiguring out what’s next after shutting down your companyThe 4 stages of conversations I had, using my network to ultimately understand what I wanted to do next with my career.Jul 20, 2020Jul 20, 2020
Gillian O'BrienCherry is Shutting Down + Our StoryAfter 17 months of helping workplaces become more personalized, we’ve made the difficult decision to shut Cherry down. While Cherry helped…May 4, 20203May 4, 20203
Gillian O'BrieninFemale Founders Lead the Way: Startups, Pitching, Marketing, Building, Investing🦠 Fundraising During COVIDIn 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…May 4, 20202May 4, 20202
Gillian O'Brien💰 How Not To FundraiseIn 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…May 4, 20201May 4, 20201
Gillian O'Brien💡 How It StartedIn 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…May 4, 20201May 4, 20201