Listen to the original at Lenny’s Podcast ↗lennysnewsletter.com
By Lenny Rachitsky · with Sam Schillace · lennysnewsletter.com · @lennysan on X · YouTube · LinkedIn
Sam Schillace, Microsoft corporate vice president and deputy CTO, and the creator behind Writely and Google Docs, discusses how disruptive innovation happens and why it often looks like a toy at first. The conversation covers optimism versus pessimism, first-principles and 'what-if' thinking, the link between user laziness and product adoption, and his current views on AI as a platform that will make pixels and software far more dynamic.
01Key learnings
- Treat 'why not' objections as signals to examine, and answer them with 'what if' questions about how far an idea could go if it works.
- Judge disruption by polarization: if people either love or hate something, it is more likely disruptive than something met with mild indifference.
- Make experiments cheap and fast so you can test ideas quickly, since you will almost always be wrong about the product until you put it in front of people.
- Stay optimistic and receptive to surprises, because a pessimistic frame of mind causes you to miss interesting failures and unexpected results.
- Validate that a product delivers real user value; users are lazy, so adoption requires the benefit to far outweigh the effort of learning and signing up.
- Pick concrete north-star goals when exploring new technology so experimentation produces learning rather than aimless tinkering.
- Balance rigid commitment to your mission with flexibility toward feedback, and know when to persist versus move on.
- Work on what you are good at and enjoy with high intensity; impact tends to follow from that, and the best work often feels like play.
“It's much better to be optimistic and wrong than pessimistic and right, I think.”Sam Schillace · Lenny’s Podcast · 00:09:26
“AI isn't a feature of your product. Your product is a feature of AI.”Sam Schillace · Lenny’s Podcast · 01:03:01
“From error comes virtue.”Sam Schillace · Lenny’s Podcast · 00:53:49
02Frameworks mentioned
Summary and takeaways written by PM Atlas; quotes are short excerpts. © the original author.