The Context Window with David Deming Podcast
Sep 9, 2026 · 1 hr 23 min · 11 segments
In today's episode, David talks to Cate Hall about her book, written with Sasha Chapin…
So in the beginning of your book, Kate, you, you advise people, I, I, I found a very memorable passage where you said you want people to stare into the abyss, and you gave some-
I have to give credit always to my friend Ben Kuhn, who came up with the, um, the framing, which I think is just so good.
Um, staring into the abyss is basically, like, the, the key concept here is, um, we all have these questions that sort of lurk on the edge of our awareness that we-
Um, and that might be like, am I only doing this major because my parents want me to? Or it could be, you know, if you're somebody my age, like, am I in the wrong marriage, um, and afraid to get-
... we all have these, like, questions where we're like, "Oh, maybe if I could go back and do it again, I would answer that question differently," but we sort of don't allow ourselves to ask them ordinarily 'cause it's, we don't wanna find out the answer.
... and so staring into the abyss is really about trying to figure out what those questions are and deal with them honestly.
... and so do you think that's something that you were always able to do? Like, is this a skill that you can acquire with practice, or is it something-
So in the beginning of your book, Kate, you, you advise people, I, I, I found a very memorable passage where you said you want people to stare into the abyss, and you gave some-
I have to give credit always to my friend Ben Kuhn, who came up with the, um, the framing, which I think is just so good.
Um, staring into the abyss is basically, like, the, the key concept here is, um, we all have these questions that sort of lurk on the edge of our awareness that we-
Um, and that might be like, am I only doing this major because my parents want me to? Or it could be, you know, if you're somebody my age, like, am I in the wrong marriage, um, and afraid to get-
... we all have these, like, questions where we're like, "Oh, maybe if I could go back and do it again, I would answer that question differently," but we sort of don't allow ourselves to ask them ordinarily 'cause it's, we don't wanna find out the answer.
... and so staring into the abyss is really about trying to figure out what those questions are and deal with them honestly.
... and so do you think that's something that you were always able to do? Like, is this a skill that you can acquire with practice, or is it something-
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