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The Boat-Dragging Problem

The Boat-Dragging Problem

Update: 2026-01-09
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When you hold on too long, something that served you can begin to own you.


Every year, when the calendar turns, most people ask themselves a series of simple questions:

  • What am I adding this year?
  • What new habits will I build?
  • What new resolutions can I create?

I ask myself something very different:

  • What am I leaving behind?
  • What am I quitting?
  • What boat am I dragging that no longer fits the terrain ahead of me?

•••

Apple CEO Tim Cook called my first book "a powerful call to action to think deeply about what lights you up."

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The Boat-Dragging Problem

The Boat-Dragging Problem

Sahil Bloom