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Matt MacInnis

Published podcast speaker

Claims
16
Episodes
1
Shows
1
Named items
3

Books, apps, and tools

The evidenced stack.

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book / recommends

The Effective Executive

“Okay. Two or three books. You give me a heads-up on this. So one book is Conscious Business. I don't have Conscious Business in front of me because it's actually at the office because we have Conscious Business Reading Club at Rippling. And every member of my current, my product leadership team is going through this right now, Conscious Business, Fred Kofman. It's been used in many businesses, LinkedIn most notably, as a framework for thinking about ... effectively, it's a user manual for human beings. So if you are a leader, a manager, an executive, whatever, particularly younger people in their 20s and 30s who are just sort of getting the hang of being a CEO or a product leader for the first time, this book is absolute fucking gold. It was recommended to me by Bryan Schreier at Sequoia when he was on my board at my previous company. I took way too long to take him up on the advice, wished I had read it sooner. Highly recommend Conscious Business. Changes your life. Number two, Thinking in Systems, Donna Meadows. I always mispronounce her name, Donella Meadows. She died partway through writing this manuscript. Her fellow professors picked it up and finished it for her. It is the best generic framework for thinking about how systems work. You will extrapolate from this book to every aspect of your life after you read it. And then the third is classic 1960s, The Effective Executive. It's an anachronism. It uses weird pronouns for the secretary and the executive. I'll let you guess which ones. But the book itself is so chock-full of simple enduring advice on how to be effective at leading teams. And the good shit is the stuff that's been in print for 70 years, and that's one of them.”

Lenny's Podcast · 28 Dec 2025

Evidence receipt · Source ↗

book / recommends

Conscious Business

“Okay. Two or three books. You give me a heads-up on this. So one book is Conscious Business. I don't have Conscious Business in front of me because it's actually at the office because we have Conscious Business Reading Club at Rippling. And every member of my current, my product leadership team is going through this right now, Conscious Business, Fred Kofman. It's been used in many businesses, LinkedIn most notably, as a framework for thinking about ... effectively, it's a user manual for human beings. So if you are a leader, a manager, an executive, whatever, particularly younger people in their 20s and 30s who are just sort of getting the hang of being a CEO or a product leader for the first time, this book is absolute fucking gold. It was recommended to me by Bryan Schreier at Sequoia when he was on my board at my previous company. I took way too long to take him up on the advice, wished I had read it sooner. Highly recommend Conscious Business. Changes your life. Number two, Thinking in Systems, Donna Meadows. I always mispronounce her name, Donella Meadows. She died partway through writing this manuscript. Her fellow professors picked it up and finished it for her. It is the best generic framework for thinking about how systems work. You will extrapolate from this book to every aspect of your life after you read it. And then the third is classic 1960s, The Effective Executive. It's an anachronism. It uses weird pronouns for the secretary and the executive. I'll let you guess which ones. But the book itself is so chock-full of simple enduring advice on how to be effective at leading teams. And the good shit is the stuff that's been in print for 70 years, and that's one of them.”

Lenny's Podcast · 28 Dec 2025

Evidence receipt · Source ↗

book / recommends

Thinking in Systems

“Okay. Two or three books. You give me a heads-up on this. So one book is Conscious Business. I don't have Conscious Business in front of me because it's actually at the office because we have Conscious Business Reading Club at Rippling. And every member of my current, my product leadership team is going through this right now, Conscious Business, Fred Kofman. It's been used in many businesses, LinkedIn most notably, as a framework for thinking about ... effectively, it's a user manual for human beings. So if you are a leader, a manager, an executive, whatever, particularly younger people in their 20s and 30s who are just sort of getting the hang of being a CEO or a product leader for the first time, this book is absolute fucking gold. It was recommended to me by Bryan Schreier at Sequoia when he was on my board at my previous company. I took way too long to take him up on the advice, wished I had read it sooner. Highly recommend Conscious Business. Changes your life. Number two, Thinking in Systems, Donna Meadows. I always mispronounce her name, Donella Meadows. She died partway through writing this manuscript. Her fellow professors picked it up and finished it for her. It is the best generic framework for thinking about how systems work. You will extrapolate from this book to every aspect of your life after you read it. And then the third is classic 1960s, The Effective Executive. It's an anachronism. It uses weird pronouns for the secretary and the executive. I'll let you guess which ones. But the book itself is so chock-full of simple enduring advice on how to be effective at leading teams. And the good shit is the stuff that's been in print for 70 years, and that's one of them.”

Lenny's Podcast · 28 Dec 2025

Evidence receipt · Source ↗

Claim ledger

What Matt said.

3 transcript-backed records

01 / preference

If you ask them for advice, they will always give it, but if you ask them for relevant experience, they rarely have any to offer, and if they don't have any to offer, then don't ask for their advice. So ask people for relevant experience, and I try to do this with my own entrepreneurs when I work with them, it's like, let me offer you whatever relevant experience I have, and my relevant experience on this topic of when to quit is like, I think we could have called it after the second or third pivot, which was somewhere around year four.

“If you ask them for advice, they will always give it, but if you ask them for relevant experience, they rarely have any to offer, and if they don't have any to offer, then don't ask for their advice. So ask people for relevant experience, and I try to do this with my own entrepreneurs when I work with them, it's like, let me offer you whatever relevant experience I have, and my relevant experience on this topic of when to quit is like, I think we could have called it after the second or third pivot, which was somewhere around year four.”
Speaker
Matt MacInnis
Publisher
Lenny's Podcast

02 / preference

So your ideal stock is a very high alpha, very low beta stock. They don't really come in that shape because alpha and beta tend to be correlated, but that's what you want when you buy a financial asset.

“So your ideal stock is a very high alpha, very low beta stock. They don't really come in that shape because alpha and beta tend to be correlated, but that's what you want when you buy a financial asset.”
Speaker
Matt MacInnis
Publisher
Lenny's Podcast

03 / preference

" What we missed was there was a fucking feature flag, a fucking feature flag. And I'm not allowed to say feature flag without fucking in front of it because feature flags are the bane of my existence and the worst things in the world that constantly cause problems.

“" What we missed was there was a fucking feature flag, a fucking feature flag. And I'm not allowed to say feature flag without fucking in front of it because feature flags are the bane of my existence and the worst things in the world that constantly cause problems.”
Speaker
Matt MacInnis
Publisher
Lenny's Podcast
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