2Bobs—with David C. Baker and Blair Enns
Jun 3, 2026 · 27 min · 12 segments
Which segments of our field will thrive in the near future and which ones will slowly lose relevance, and why? David wants creative entrepreneurs to continue being resilient and reinventing themselves…
Blair EnnsHostEven though I'm a really heavy user of it and I've got many clients who are heavy into it, it's not clear to me yet.
I could have written this article four years ago before AI was really big, so yeah.

So you're basically taking a guess at firms that are likely to survive at some point in the future, and then you've got a list of the strongest traits or elements that you'd favor in any position, and then you've got the most at risk, and then the most endangered species, and you do have a section titled "The Role of AI."

But like you said earlier, we're not doing direct AI episodes, but it's informing a lot of what we're doing.

At the top of the list of firms that you have as most at risk, you've got software platforms.

Even though I'm a really heavy user of it and I've got many clients who are heavy into it, it's not clear to me yet.
I could have written this article four years ago before AI was really big, so yeah.

So you're basically taking a guess at firms that are likely to survive at some point in the future, and then you've got a list of the strongest traits or elements that you'd favor in any position, and then you've got the most at risk, and then the most endangered species, and you do have a section titled "The Role of AI."

But like you said earlier, we're not doing direct AI episodes, but it's informing a lot of what we're doing.

At the top of the list of firms that you have as most at risk, you've got software platforms.

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