Overview
Cheryl Liu is the Founder and CEO of Raspberry AI[1]. Liu previously held the position of Head of Business Operations at Catawiki from 2017 to 2018[6], after serving as Country Manager for New Markets in the Rest of World Region at the same company from 2016 to 2017[7]. Liu worked at DoorDash in New Verticals from 2020 to 2022[4] and held the role of Senior Technical Product Manager for Machine Learning EC2 Instances at Amazon in 2019[5]. Earlier in their career, Liu was a Private Equity Analyst at KKR & Co. Inc. from 2014 to 2016[8] and co-founded Moneythink in New York, serving in that role from 2011 to 2014[9]. Liu holds an MBA from Stanford University Graduate School of Business[11] and a Bachelor of Arts in Applied Statistics from Columbia University[12].
Profile introduction
raspberry.ai
Career history
- Founder, CEONov 2022 to presentRaspberry AI
- New Verticals2020 to 2022DoorDash
- Senior Technical Product Manager - Machine Learning EC2 Instances2019 to 2019Amazon
- Head of Business Operations2017 to 2018Catawiki
- Country Manager - New Markets / Rest of World Region2016 to 2017Catawiki
- Private Equity Analyst2014 to 2016KKR & Co. Inc.
- Co-Founder (NYC)2011 to 2014Moneythink
- Investment Banking Summer AnalystJun 2013 to Aug 2013J.P. Morgan
- Private Equity AnalystKKR
Education
Bachelor of Arts (B.A.), Applied StatisticsColumbia University
Insights & ideas
The through-line Across the little Cheryl Liu has said publicly about running a company, one idea holds everything together: the drama usually attributed to founding a startup is overstated, and what actually carries a company is unglamorous. She would retire the phrase "startup highs and lows," or at least the lows half of it, because in her experience most setbacks are minor and reversible [1]. In place of that emotional narrative she puts two things that are harder to romanticise, granular attention and daily repetition.
On retiring the "highs and lows" Liu notes that the highs-and-lows framing comes up in nearly every founder conversation she has, and that the lows are real enough in number but wrong in weight [1]. Her correction is one of proportion: "A lot of the lows, it's just a bump in the road. It's just you missed your train. There's another one coming in 5 minutes" [1]. The same logic applies to the decisions founders agonise over, since in her view "every bad decision isn't going to take your company" [1]. The practical effect is to lower the stakes of any single moment, which makes it possible to keep working through it.
On operating at the lowest level of detail The most underrated founder skill, in her account, is working at the lowest possible level of detail [1]. She frames this against the expectation placed on founders to be "very visionary very high level change the world," which she accepts as part of the job, but treats the two as conditions of each other rather than alternatives: "in order to do all those things I think we also have to operate at the lowest possible level of detail and be super in the weeds with everything that we do" [1].
On consistency as the real surprise What surprised her most about building the company was not any single event but the sheer level of consistency required [1]. She describes it as a matter of attendance rather than inspiration: "You have to show up every day when you're down, when you're sick, when whatever things happen. Just showing up to bat every single day" [1]. Read alongside her impatience with the lows narrative, the two positions reinforce each other, since a founder who treats each setback as a passing bump is better placed to keep turning up.
Takeaways
- Liu would retire the "startup highs and lows" phrase, particularly the lows, because most setbacks are temporary: "It's just you missed your train. There's another one coming in 5 minutes" [1].
- She holds that no single bad call is fatal, since "every bad decision isn't going to take your company" [1].
- She names working at the lowest possible level of detail as the most underrated founder skill [1].
- She sees vision and being "super in the weeds" as complementary rather than competing demands on a founder [1].
- The biggest surprise of company-building for her was the discipline of daily consistency, showing up "when you're down, when you're sick, when whatever things happen" [1].
Media & appearances
- Cheryl Liu discusses startup leadership challenges, noting that founders must retire the narrative of extreme 'highs and lows' since most setbacks are temporary obstacles. She emphasizes that the most underrated skill for founders is operating at the lowest level of detail while maintaining a visionary perspective. Liu reflects that the most surprising aspect of building her company has been the level of daily consistency and discipline required to show up and execute regardless of circumstances.YouTubeBuilding the Future of Fashion: Raspberry AI CEO Cheryl Liu ...
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