The Creative Pragmatist

The Creative Pragmatist

Almost Reckless

Do You Know When to Stop?

#5 of Top 10 Reasons why I wrote Almost Reckless

Amy Smilovic's avatar
Amy Smilovic
Nov 30, 2025
∙ Paid

Do you now when to stop? It’s a loaded question, allow me to frame it so you can understand what I mean.

At dinner recently, my friend Amy G. who is EVP Head of Programming at HBO (there are other elements to her title way to long to lay out here), was asked by a Gen Z member at the table: “Did you always have this in your goals, to be where you are to…

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