How to get funded now: VCs Reid Hoffman, Aileen Lee, and Stacy Brown-Philpot, with Van Jones
Reid Hoffman, Stacy Brown-Philpot, and Aileen Lee are three of the most successful, legendary leaders and investors in Silicon Valley. (The term “unicorn” for a startup valued at a billion dollars? Well, Aileen coined that.) This power trio sat down with journalist Van Jones live onstage at the 2025 Masters of Scale Summit, October 8 in San Francisco, to share candid snapshots of the investor’s mindset during this time of rapid change. Learn why VCs have dramatically shifted the way they invest in entrepreneurs this year, how companies can stand out in the crowded AI space, their personal green lights or red flags, and how players on all sides can adapt.
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How to raise $172M for the underinvested, with Stacy Brown-Philpot
After wildly successful stints at Google, as CEO of Taskrabbit, and on prominent boards, Stacy Brown-Philpot decided it was time to start her own venture capital fund. She talks with host Jeff Berman about how she raised $172 million for Cherryrock Capital, why she’s focusing on underinvested founders, and how she owes it all to a six-day silent retreat.
Read a transcript of this episode: https://mastersofscale.com
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Taskrabbit’s Stacy Brown-Philpot — Keep humans in the equation
You may think that to scale you need to cut humans out of the equation. The opposite is true. You can harness the power of the “human cloud” to solve almost any problem — as long as you keep the word “human” in the equation. That’s what former TaskRabbit CEO Stacy Brown-Philpot champions for this community of people who work with each other, teach each other, and continually learn from each other.
"All-Star Episodes" are part of a special series designed to center some of the most timely — and timeless — business wisdom in the Masters of Scale feed. These episodes best encapsulate the kind of transformative, unconventional insights you hear in the series. Have an idea for an All-Star Episode from our library? Let us know at hello@mastersofscale.com.
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Rapid Response: TaskRabbit's Stacy Brown-Philpot: “A pandemic doesn’t see money.”
TaskRabbit remains open for business, says CEO Stacy Brown-Philpot. As the magnitude and severity of the pandemic became clear – and as workers across the U.S. were furloughed and services cut – TaskRabbit leaned into the work they do: providing services to those who need them and empowering Taskers with new opportunities for income, including virtual tasks, and Tasks for Good, which connects vulnerable individuals in need with local volunteer Taskers. TaskRabbit was founded during the 2008 financial crisis and then and now, says Stacy, the business remains a necessity, for the community, and for the gig economy. Interviewed by editor Bob Safian.
Read a transcript of this episode: https://mastersofscale.com
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Keep humans in the equation, w/TaskRabbit's Stacy Brown-Philpot
You may think that to scale you need to cut humans out of the equation. The opposite is true. You can harness the power of the "human cloud" to solve almost any problem — as long as you keep the word “human” in the equation. That's what TaskRabbit CEO Stacy Brown-Philpot championed for this community of people who work with each other, teach each other, and continually learn from each other. With cameos by DeLashea Strawder (Mosaic Youth Theater in Detroit) and Whitney Johnson (Author, Build an A-Team).
Read Build an A-Team: Play to Their Strengths and Lead Them Up the Learning Curve by Whitney Johnson
Read a transcript of this interview at: https://mastersofscale.com/stacy-brown-philpot-keep-humans-in-the-equation-masters-of-scale-podcast/
Subscribe to the Masters of Scale weekly newsletter: https://mastersofscale.com/subscribe
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Keep humans in the equation, w/TaskRabbit's Stacy Brown-Philpot
You may think that to scale you need to cut humans out of the equation. The opposite is true. You can harness the power of the "human cloud" to solve almost any problem — as long as you keep the word “human” in the equation. That's what TaskRabbit CEO Stacy Brown-Philpot championed for this community of people who work with each other, teach each other, and continually learn from each other. With cameos by DeLashea Strawder (Mosaic Youth Theater in Detroit) and Whitney Johnson (Author, Build an A-Team).
Read Build an A-Team: Play to Their Strengths and Lead Them Up the Learning Curve by Whitney Johnson
Read a transcript of this interview at: https://mastersofscale.com/stacy-brown-philpot-keep-humans-in-the-equation-masters-of-scale-podcast/
Subscribe to the Masters of Scale weekly newsletter: https://mastersofscale.com/subscribe
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Recode Decode: Stacy Brown-Philpot, CEO, TaskRabbit
TaskRabbit CEO Stacy Brown-Philpot chats with Recode's Kara Swisher about how her company and others are changing the definition of work. During her previous stint as TaskRabbit's COO, Brown-Philpot oversaw a major shift in how the company defines itself and made its service far more reliable, at the cost of a yearlong restructuring and employee layoffs. She discusses what's next for the sharing economy and why consolidation may be ahead. Brown-Philpot also talks about being one of the few black female CEOs in tech, and what can be done at all levels of a company to improve the diversity conversation.
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a16z Podcast: Getting That First Board Seat
When you're going for a board interview -- especially when it's your first board seat -- you're actually not supposed to go into it advocating for yourself and trying to convince people that you're a good operator, as you might in a job interview. So what does the board interview involve then? Is all the common advice we hear about getting on boards (e.g., "don't talk about strategy") really true?
TaskRabbit COO Stacy Brown-Philpot, who was just announced to the HP Inc board (in Hewlett Packard's first major board shuffle since it split into two companies), answers these questions and shares other interesting nuggets from her experience getting her first board seat. She also shares why she went for a public board, as well as what other factors you should consider -- and really matter -- when considering board service. Joining her is Matt Levy, who manages a16z's board and mentor talent network as part of the executive talent team. For more resources on boards, see http://a16z.com/tag/board-matters-series/.
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Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.
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