4 questions Shreyas Doshi wishes he’d asked himself sooner | Former PM leader at Stripe, Twitter, Google

Shreyas Doshi is a former product leader at Stripe, Twitter, Google, and Yahoo. He’s now a full-time advisor and coach to founders and executives. Shreyas is known for his incredibly insightful writing on products, which has garnered him a passionate following in the PM and startup community. Last week, we sat down together at the very first Lenny and Friends Summit in San Francisco for a special live episode. We covered:

• Why product leaders often feel overwhelmed with work, and how to combat it

• The importance of developing good taste, and how to do it

• How to reduce frustration in your product leadership role

• The critical skill of truly listening as a leader

• Common pitfalls in annual planning and decision-making

• Lots of laughs

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To learn more from Shreyas, check out these courses:

• Improving Your Product Sense: https://bit.ly/product-sense

• Managing Your PM Career: https://bit.ly/pm-career-course

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Find the transcript at: https://www.lennysnewsletter.com/p/shreyas-doshi-live

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Where to find Shreyas Doshi:

• X: https://x.com/shreyas

• LinkedIn: https://www.linkedin.com/in/shreyasdoshi/

• Threads: https://www.threads.net/@shreyas.threads

• Linktree: https://linktr.ee/shreyasdoshi

• YouTube: https://www.youtube.com/@ShreyasDoshiVideos

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Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

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In this episode, we cover:

(00:00) Introduction

(05:35) Question one: Why am I so busy?

(10:08) Annual planning as an example

(16:48) Tactical tips for staying less busy

(25:20) Question two: Do I actually have good taste?

(38:09) Question three: Why does my job feel so frustrating?

(43:29) Question four: Am I really listening?

(44:35) Closing remarks

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Referenced:

• Shreyas Doshi on pre-mortems, the LNO framework, the three levels of product work, why most execution problems are strategy problems, and ROI vs. opportunity cost thinking: https://www.lennysnewsletter.com/p/episode-3-shreyas-doshi

• LNO framework: https://twitter.com/shreyas/status/1492345184171945984

• Time management techniques that actually work: https://www.lennysnewsletter.com/p/time-management-techniques-that-actually

• Part 2: Time management techniques that actually work: .css-j9qmi7{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-flex-direction:row;-ms-flex-direction:row;flex-direction:row;font-weight:700;margin-bottom:1rem;margin-top:2.8rem;width:100%;-webkit-box-pack:start;-ms-flex-pack:start;-webkit-justify-content:start;justify-content:start;padding-left:5rem;}@media only screen and (max-width: 599px){.css-j9qmi7{padding-left:0;-webkit-box-pack:center;-ms-flex-pack:center;-webkit-justify-content:center;justify-content:center;}}.css-j9qmi7 svg{fill:#27292D;}.css-j9qmi7 .eagfbvw0{-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;color:#27292D;}