113. Why you Keep Saying, "Someday": The Permission Problem

113. Why you Keep Saying, "Someday": The Permission Problem

From How to Lose the Wait by Holly Toscanini

April 27, 2026 · 15 min · Season 5 · Episode 113

About this episode

Holly Toscanini discusses the 'someday cycle' and how to break free from the conditions that hold you back from achieving your desires.

The someday cycle isn’t a character flaw. It’s a specific pattern — Desire + Condition — and once you see its shape, you can start to break it. Take the Free Unwaiting Audit- a short assessment that identifies exactly where in the W.A.I.T. Framework you’re currently stuck. You have something you want to do. And you’ve attached a condition to it. I’ll do it when the kids are older. When work settles down. When I feel more ready. When the timing is right. The desire is real. The condition sounds reasonable. And the thing itself stays exactly where it’s been for months — sometimes years. This is the someday cycle. And in this episode — week three of the W.A.I.T. Framework series — Holly Toscanini names the specific structure that keeps it running, explains why the condition is almost never genuinely the issue, and teaches you how to use two Unwaiting Method tools to start loosening the pattern’s hold. In this episode, Holly covers: The Desire + Condition structure — the specific shape of the someday cycle and why the condition is chosen to stay just out of reach Three versions of the pattern: the moving goalpost, the condition swap, and desire dilution — the slow erosion of a desire…

People in this episode

Host: Holly Toscanini

Topics covered

  • someday cycle
  • Desire + Condition
  • W.A.I.T. Framework
  • Unwaiting Method
  • Micro-Moves
  • personal development

Keywords

  • someday cycle
  • Desire + Condition
  • W.A.I.T. Framework
  • Unwaiting Method
  • Micro-Moves
  • personal growth
  • goal setting

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