Skyflow’s CEO + COS: “The Art of the Pivot: 3 Lessons from 50+ Investments”

8 Sept 2023 · 15 min
14:39

In this live presentation, Skyflow’s co‑founder and CEO Anshu (Jason M. Lemkin) and Chief of Staff Radzi walk the audience through what a true pivot really is, why most so‑called pivots fail, and how to execute a successful pivot. They contrast a genuine pivot – which keeps one core element (technology, go‑to‑market, or customer base) fixed like a foot planted on a basketball pivot – with “traveling,” which is merely a change of strategy without a stable anchor. Through case studies (Slack, Segment, MongoDB, PayPal, HubSpot, Yelp) they illustrate pivots versus evolutions, emphasizing the importance of pivoting around something that is already working, avoiding sunk‑cost bias, and leveraging deep customer knowledge over pure engineering focus. The talk concludes with three practical pivot criteria: (1) identify the immutable element (the foot), (2) decide whether the pivot is technology‑centric or market‑centric, and (3) ensure the pivot is grounded in customer value rather than code. The speakers also share their own Skyflow mission to protect PII, setting the stage for why understanding pivots matters for founders and investors.

Chapters

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