High Signal Podcasts Evidence ledger
Method
Browse

Public evidence record

Matt LeMay

Published podcast speaker

Claims
17
Episodes
1
Shows
1
Named items
2

Books, apps, and tools

The evidenced stack.

Browse the grouped index →

book / recommends

The Wisdom of Insecurity

“Radical Focus, by Christina Wodtke, is obviously, I cite it a lot in my book, I think it's the best book about OKRs. I love her style of writing. I love the way she tells stories. I love the focus on focus, this idea that again, the way you do it is less important than the result of the way of doing it. I just find that so inspiring, always. The other book, this is a bit of a curveball, is by Alan Watts, the Buddhist philosopher. It's called The Wisdom of Insecurity. And a lot of the way I talk about control, and giving up control, comes from that book. It also has a concept. It opens with a concept called the law of reverse effort, which is that sometimes, the harder you try, the worse you make things. When it comes to setting goals, doing OKRs, doing strategy, I think about this a lot, that there is a tendency sometimes to put effort towards the overcomplication of things, which in turn makes those things less effective, what they're ultimately intended to achieve. So, highly recommend that book. It helped me a lot through some dark times, mentally. There's an idea in the book. He talks about how trying to keep yourself perpetually safe in an imagined future is effectively killing yourself to the present. And ooh, that hit hard. That hit me really, really, really hard. So, highly recommend that book. If the things we've talked about today make you even a fraction of, as anxious and fearful as they make me when I navigate them in my work, then I highly recommend The Wisdom of Insecurity, by Alan Watts.”

Lenny's Podcast · 14 Aug 2025

Evidence receipt · Source ↗

book / recommends

Radical Focus

“Radical Focus, by Christina Wodtke, is obviously, I cite it a lot in my book, I think it's the best book about OKRs. I love her style of writing. I love the way she tells stories. I love the focus on focus, this idea that again, the way you do it is less important than the result of the way of doing it. I just find that so inspiring, always. The other book, this is a bit of a curveball, is by Alan Watts, the Buddhist philosopher. It's called The Wisdom of Insecurity. And a lot of the way I talk about control, and giving up control, comes from that book. It also has a concept. It opens with a concept called the law of reverse effort, which is that sometimes, the harder you try, the worse you make things. When it comes to setting goals, doing OKRs, doing strategy, I think about this a lot, that there is a tendency sometimes to put effort towards the overcomplication of things, which in turn makes those things less effective, what they're ultimately intended to achieve. So, highly recommend that book. It helped me a lot through some dark times, mentally. There's an idea in the book. He talks about how trying to keep yourself perpetually safe in an imagined future is effectively killing yourself to the present. And ooh, that hit hard. That hit me really, really, really hard. So, highly recommend that book. If the things we've talked about today make you even a fraction of, as anxious and fearful as they make me when I navigate them in my work, then I highly recommend The Wisdom of Insecurity, by Alan Watts.”

Lenny's Podcast · 14 Aug 2025

Evidence receipt · Source ↗

Claim ledger

What Matt said.

5 transcript-backed records

02 / belief

How can we understand this?" So I think the challenge, when things are going well, is to keep that curiosity going, and to keep celebrating the things, not just that your team is doing, but that everyone is doing, and to take that time, where you have a little bit more leeway, where there's less pressure on you in the moment, to build those connections with other parts of the organization, to see where that really good work is happening.

“How can we understand this?" So I think the challenge, when things are going well, is to keep that curiosity going, and to keep celebrating the things, not just that your team is doing, but that everyone is doing, and to take that time, where you have a little bit more leeway, where there's less pressure on you in the moment, to build those connections with other parts of the organization, to see where that really good work is happening.”
Speaker
Matt LeMay
Publisher
Lenny's Podcast

04 / belief

If your team is not a good investment for the business or you don't really know if your team is a good investment for the business, but you figure you're showing up, so probably it's fine, you guess, then that puts you in a really tenuous position, and a position that I think we've all seen not work out terribly well for everybody in recent history.

“If your team is not a good investment for the business or you don't really know if your team is a good investment for the business, but you figure you're showing up, so probably it's fine, you guess, then that puts you in a really tenuous position, and a position that I think we've all seen not work out terribly well for everybody in recent history.”
Speaker
Matt LeMay
Publisher
Lenny's Podcast

05 / belief

I think that there are certainly situations where revenue goals would be too broad or not exactly what the business needs, but at the end of the day, money is how the impact of most teams is going to be measured.

“I think that there are certainly situations where revenue goals would be too broad or not exactly what the business needs, but at the end of the day, money is how the impact of most teams is going to be measured.”
Speaker
Matt LeMay
Publisher
Lenny's Podcast
Search evidence