The Ledger
Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.
why aren't all 13 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable
Brown-Philpot: There is no pipeline problem finding under-invested venture entrepreneurs
“The second is, is there's no pipeline problem of finding under-invested entrepreneurs. There just isn't. If you talk about what you want to do and do the work, it will happen.”
Brown-Philpot: Founders should delay forming a formal board until Series A
“Don't put a board together until you need one. And sometimes it's perfunctory and you feel like, well, I have to have a board. Think hard about, if you're raising a seed round, do you really need a board yet? Maybe you don't need a board member until there's t…”
Brown-Philpot: Enterprise AI requires human intervention for the final 0.1 percent accuracy
“Even with companies now trying to bring a, elements of artificial intelligence into how they run their business, it's not plug and play, because the data isn't secure enough, or It's not a hundred percent accurate. It's 99.9% accurate, which is not enough if y…”
Brown-Philpot: Diligence from major institutional LPs takes three to nine months
“We raised a lot of institutional capital. And when you're raising from Ford Foundation and JP Morgan and Mass Mutual and Goldman Sachs, these funds, these firms have a process, and their process is three to nine months, depending on when you start, how much yo…”
Brown-Philpot: The best board members ask questions rather than give advice
“The one thing that I learned from that board, the first thing that I learned was, it's not about the advice that you give, it's about the questions that you ask. The best board members in that room ask the best questions.”
Sandberg told Brown-Philpot to lead Google's Black employee network herself
“And she said, no, because I'm not Black, and you are the person that needs to do it. And she says, Stacy, at one point, you have to realize that you're the person that we've been waiting for to make these things happen.”
Direct reports should speak for 25 minutes of a 30-minute one-on-one
“This meeting is about the person that you're leading, and that person needs to talk for 25 minutes in the 30 minute meeting in order to be effective in their job.”
Half of TaskRabbit users had a bad experience under the bidding model
“50% of the people had a bad experience, and they told 10 times more people than the people who had a good experience. That just wasn't gonna work for the long term.”
Brown-Philpot: Venture capital requires a 10-year horizon, unlike quarterly operational OKRs
“I've gone from running a company by the quarter, really every three months you have OKRs and objectives and things that you have to get done, to thinking about what can we, what value can we create in 10 years? So I have to think a lot longer term in what I'm …”
Brown-Philpot: Recruiters offering her CEO roles ultimately invested in Cherryrock Capital
“And so once I decided to start a venture firm, all those people who wanted me to do something else, some of them invested in my fund, super excited, to this day, send me great opportunities.”
Brown-Philpot: Cherryrock Capital's fundraise took two years from launch to final close
“We started January of 2023. We had our final close in January of 2025. It took two years.”