Sajith Pai
Writings on VC, Tech & Culture
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PMF Convo #15 – Ranjeet Singh, Pratilipi

December 9, 2023 By Sajith Pai in PMF Convos, Venture Capital / Startups No Comments Tags: product market fit, Startups

Ranjeet is one of the more interesting figures in Indian startup twitter. I have, for long, enjoyed his tweets and thoughts on the challenges and learnings from building a content platform in India, Pratilipi; one that paved the way for a wave of vernacular language apps to inspire and follow and expand the market. Hence, I was excited to get him aboard for a PMF Convo. And he didn’t disappoint. …

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Podcast Notes & Excerpts: Peter Attia on Colossus w Patrick O’Shaugnessy

December 3, 2023 By Sajith Pai in Fitness, Miscellany, Podcast Notes No Comments Tags: Fitness

Link to podcast + transcript.

Sajith: Peter Attia is a well-known longevity and wellness guru; has a popular podcast The Drive, covering these topics. Recently, he published Outlive, a how to book giving advice on living to 100+ years. The podcast gives you a quick overview of his thinking and perspectives on this topic. Some excellent advice here that can be readily implemented including 1) the importance of primary …

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Why CM2+ Matters for Startups

November 5, 2023 By Sajith Pai in Product Market Fit / PMF Essays, Venture Capital / Startups No Comments Tags: product market fit, Startups, Venture Capital

The term ‘CM2+’ (pronounced CM2 positive) is frequently used in startup conversations, but often its true meaning and significance are misunderstood or not apparent. In this note I explain it significance and why becoming CM2+ is a key goal that early stage startups should strive for, and why it is integrally linked with getting to PMF (product-market fit). 

In the essay I have used CM2+ as a shorthand for ‘CM2 …

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PMF Convo #14 – Vinay Hiremath, Loom

November 4, 2023 By Sajith Pai in PMF Convos, Venture Capital / Startups No Comments Tags: product market fit, Startups

Vinay Hiremath is the first tech leader I have had a chance to interview through all these episodes of PMF Convo. Vinay and I were connected by Jai Relan, an impressive young builder / hustler who is presently an Associate at The Council Fund. Now, I have always been curious as to how tech looks at PMF (product-market fit), and this talk did help in getting that perspective. Now, …

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Podcast Transcript: Mike Maples, Floodgate Ventures, on Kauffman Podcast w Code Cubitt

October 27, 2023 By Sajith Pai in Podcast Notes, Venture Capital / Startups No Comments Tags: Venture Capital

1 June 2022 | Link to podcast episode.

Sajith: I have always found Mike Maples’s views interesting. He is a provocative thinker, and backed by a terrific track record. So that makes his views always worth a listen. As was this podcast episode. A few thoughts stood out to me – a) success in the first five years helps a lot in your career as VC. I cant but …

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Podcast Transcript: Elizabeth ‘Beezer’ Clarkson on 20VC w Harry Stebbings

October 26, 2023 By Sajith Pai in Podcast Notes, Venture Capital / Startups No Comments Tags: Venture Capital

18 October 2023 | Link to podcast

Beezer is one of the few LPs who shares her thoughts publicly on social media. She continues in much the same vein here, sharing her perspectives in an entertaining chat with Harry Stebbings, on how LPs view the venture market post the end of the go-go years of ’20 and ’21. What I found interesting in Beezer’s comments: a) funds that returned 3x+ …

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Podcast: Sarah Paine on The Lunar Society Podcast w Dwarkesh Patel

October 22, 2023 By Sajith Pai in Podcast Notes 2 Comments Tags: History

Sarah Paine is a Professor of History and Strategy at the US Naval War College, as well as the author of several acclaimed books on Military History. This was an extraordinary podcast. Grateful to Dwarkesh Patel for reading Prof Sarah Paine’s books and interviewing her. Riveting exposition of military strategy or specifically grand strategy by Prof Paine, Grand Strategy is the coordination of all instruments of national power incl economic …

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Reflections on Completing Five Years in Venture Capital

October 19, 2023 By Sajith Pai in Venture Capital / Startups 2 Comments Tags: Startups, Venture Capital

In this essay, I reflect on my past five years in venture, my learnings and evolution. My evolution, of course, echoes the evolution of the Indian venture and startup landscape too, and cannot be seen in isolation. So we will take a deeper look at the Indian startup and venture landscape too. In addition, we will try and cover a few questions I (and perhaps other venture capitalists or VCs) …

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Podcast: Elizabeth Zalman and Jerry Neumann on The Logan Bartlett Show

October 9, 2023 By Sajith Pai in Podcast Notes, Venture Capital / Startups No Comments Tags: Startups, Venture Capital

15 September 2023 | Link to podcast episode

Really candid episode where a founder Liz Zalman, and her investor Jerry Neumann discuss the challenges of being a startup founder, fundraising and venture capital from their distinct perspectives, as a founder and as a VC. Liz doesnt hold anything back, talking abt her investors who dont get into the nitty gritties with her, or dont really come prepared to board meetings, …

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Podcast: Nikhil Basu Trivedi, Footwork Ventures, on 20VC w Harry Stebbings

September 20, 2023 By Sajith Pai in Podcast Notes, Venture Capital / Startups No Comments Tags: product market fit, Startups, Venture Capital

6 September 2023 | Link to podcast

Enjoyed this wide-ranging chat between Nikhil (NBT) and Harry Stebbings. Having enjoyed Nikhil’s writing previously, this was a concentrated dose of NBT that I was happy to have. What stood out for me from the convo – his perspectives on how he prioritises traction (or early signs of PMF) over the market when it comes to picking, how he tries to avoid getting …

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Recent Posts

  • The Four Routes to Starting Up
  • Interleavings: Notes and thoughts on recent reads, 27 April ’25
  • Interleavings: Notes & thoughts on recent reads, 13 April ’25
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  • Book Highlights & Notes: ‘Unreasonable Hospitality’ by Will Guidara

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