Jul 14, 2026 · 31 min · 11 segments
Not all failures are created equal. The question isn't just *did* it fail, it's whether it was a good miss or a bad miss. And knowing the difference might be the most important leadership skill you're…
It's, it's a book that I'm like, I feel like I'm doing well with and then also, like, navigating.
And it's a-- What's helpful for me, the whole book really from the title, I've never thought about failure as an investment.
And I, and I love that he, he writes not about like, "Hey, uh, did we fail?" Which we, we've talked about reflecting, right? I think this chapter is a great ask that, well, what kind of failure was it?
And he says that not all failures are created equal, and I'm like, I'm-- I don't know that I've ever thought about it that way, so this will be a fun conversation.
This chapter was spe- specifically choosing your failures wisely or basically like-
I mean, we-- if you think about it in, you know, basketball terms, was that three-point shot a good risk, meaning you had a good look at the rim and you could have made it? Or was it just you threw it up, and it was unlikely to go in and so that was a bad risk? Or if you think about in, um, in investing, was that-
... you know, penny stock a wise investment that just failed, or was that a, you know, you did the research, you did the, you did the work to figure out, hey, there's a, there's a really good chance this might blow up.
This might do well, right? Uh, so how do you know if the risk or the failure rather was a good thing or a bad thing? And he gives us seven criteria to help us evaluate that.
Uh, which is, which is an interesting one 'cause it almost felt like it contradicted-
You know, he talks about the idea that, um, you know, did we acknowledge that, hey, this is just not working.
It's, it's a book that I'm like, I feel like I'm doing well with and then also, like, navigating.
And it's a-- What's helpful for me, the whole book really from the title, I've never thought about failure as an investment.
And I, and I love that he, he writes not about like, "Hey, uh, did we fail?" Which we, we've talked about reflecting, right? I think this chapter is a great ask that, well, what kind of failure was it?
And he says that not all failures are created equal, and I'm like, I'm-- I don't know that I've ever thought about it that way, so this will be a fun conversation.
This chapter was spe- specifically choosing your failures wisely or basically like-
I mean, we-- if you think about it in, you know, basketball terms, was that three-point shot a good risk, meaning you had a good look at the rim and you could have made it? Or was it just you threw it up, and it was unlikely to go in and so that was a bad risk? Or if you think about in, um, in investing, was that-
... you know, penny stock a wise investment that just failed, or was that a, you know, you did the research, you did the, you did the work to figure out, hey, there's a, there's a really good chance this might blow up.
This might do well, right? Uh, so how do you know if the risk or the failure rather was a good thing or a bad thing? And he gives us seven criteria to help us evaluate that.
Uh, which is, which is an interesting one 'cause it almost felt like it contradicted-
You know, he talks about the idea that, um, you know, did we acknowledge that, hey, this is just not working.
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