Coaching practices for There Are a Handful of Things I've Been Telling Myself Someday About for Years the Health Stuff the Writing the Friendships I Let Drift and Another Whole Year Just Slipped by Without Me Starting Any of Them and I Can't Keep Pretending I'll Get to Them Eventually

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Does this sound like the set of challenges you might be facing?

  • There are a handful of things I’ve been telling myself "someday" about for years
  • There’s a thing I’ve told myself I’ll do "someday" for years now
  • There’s one thing I genuinely want to do that I keep saying I’ll get to "next year," and it never moves because I’ve never once put real money or an actual date on it
  • My list throws "try that recipe this month" in with "write a memoir before I die" as if they’re the same size
  • My list of dreams is just one long undated jumble, and because nothing on it has a "when," it all feels equally far off and equally deferrable

Practices that may help

  1. Identify your unstarted Quadrant 2 projects
    Name the important-but-not-urgent things you keep meaning to start — they represent your real priorities.
    The Eisenhower Life Audit
  2. Distinguish genuine deferral from disguised refusal
    An item that has been on the someday list for two or more years is not deferred — it has been declined without being acknowledged.
    The Someday List
  3. Fund and schedule one item now
    Put money and a date on one item before the session ends — nothing else converts intention to action as reliably.
    The Bucket List Method
  4. Give someday items a time horizon to distinguish near and far
    Not all someday items are equal — some are waiting for next month, others for retirement.
    The Someday List
  5. Categorize list items by time horizon
    Sort items into near (this year), medium (this decade), and distant — then schedule the near-term ones immediately.
    The Bucket List Method
  6. Schedule deliberate investment in your important friendships
    Identify your most important friendships and make a concrete plan to reach out this week — not when conditions are easier.
    The Regret of the Dying
  7. Migrate tasks deliberately at the end of each month
    At the month’s end, rewrite unfinished tasks by hand — only those worth the effort of rewriting survive.
    The Bullet Journal Method, Made Practical
  8. Use the someday list as a values barometer
    What you keep adding to the someday list — and what you keep not doing — reveals what you actually value versus what you think you value.
    The Someday List
  9. Stop postponing your life
    The greatest waste of life is putting it off — “the whole future lies in uncertainty: live immediately.”
    Seneca on Time, Made Practical
  10. Activate someday items when life opens up, not just when you decide to
    The someday list is not just a holding pen — it is a menu for the next season of life.
    The Someday List

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