Free Time with Jenny Blake

258: To Do—A Small Business Owner’s Checklist (Rolling in D🤦🏻‍♀️h Crossover)


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What’s on your business owner to-do list? Here’s a peek at mine, full of items large, small, and existential. This is another crossover from Rolling in D🤦🏻‍♀️h, a recent essay that was an unexpected runaway hit—the most popular to date in the six months since I started on Substack.

I had no idea (as usual) whether it would resonate or not when I hit “publish,” until my friend Adam texted to say how much he could relate. “Your comments are blowing up!” he said, sending a screenshot of other people letting me know that I wasn’t alone in my itemized anxiety.

Enormous thanks to those of you who have already subscribed, read, commented, and shared—it means the world to me!


📝 Permission

To reward yourself with something fun after you complete the most annoying #adulting item on your to-do list.


✅ Do (or Delegate) This Next

Delegate one thing you are dreading on your own to-do list.


🔗 Resources Mentioned
  • NaNoWriMo cofounder Grant Faulkner
  • Rolling in Doh: To Do—One Small Business Owner’s Checklist; An Honest Accounting Part One, Part Two, Part Three—Emojij Balance Sheet
  • Articles: Jennifer Egan’s “To Do”, Todd Sattersten’s publishing magic number for book sales, Julia Cameron’s Artist Dates
  • Cartoon: “Alice in Responsibilityland” by Liana Finck for The New Yorker
  • Apps: Substack

    📚 Books Mentioned
    • The Art of Brevity by Grant Faulkner
    • Free Time: Lose the Busywork, Love Your Business
    • Pivot: The Only Move That Matters Is Your Next One
    • Life After College

    • 🎧 Related Episodes
      • Free Time: 238: Why Revenue Goals Don’t Work (For Me)
      • 226: Is your business a hot mess? If yes, let's celebrate — Rolling in D🤦🏻‍♀️h
      • 236: Ignore the Odds — Rolling in D🤦🏻‍♀️h
      • 250: Do what you love and the money will follow . . . IF you meet at least 3 of these 20 criteria

      • 🌟Enjoying the show? The best way to thank us is by leaving a rating or review

        ✍️ Check out Jenny’s personal business essays on Substack, Rolling in D🤦🏻‍♀️h

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        Free Time with Jenny BlakeBy Jenny Blake

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