Archive FM

The Digital Junk Drawer

Messy Action: Escaping the Planning Trap

In this episode, I dive into the messy world of business planning—real, actionable planning that doesn’t wait for perfection. Forget about the “perfect” systems and overcomplicated workflows that keep you stuck. I share my personal journey of escaping the “planning to plan” trap and offer practical strategies for embracing controlled chaos and launching your ideas into the world.
Broadcast on:
10 Jan 2025

Hey there, I’m Kathleen Stewart, your host and resident weirdo! Welcome to The Digital Junk Drawer, where creative service-based businesses come for practical advice and actionable strategies.

In this episode, we’re tackling business planning—not the kind that keeps you waiting for everything to be perfect, but the kind that gets you to take messy, imperfect action. If you’ve ever been stuck in a cycle of spreadsheets, color-coded plans, and “just one more tool” procrastination, this one’s for you.

I’ll be sharing:

  • My own cringeworthy story about being trapped in the procrasti-planning trap for years.
  • Why over-planning keeps you stuck and how to break free.
  • How to embrace planned experimentation to make progress in a strategic but messy way.

If you’re ready to move forward with your ideas—even if they’re imperfect—this episode will help you take that first step.

 

Tiny Stepper of the Day
I’ve got a tiny stepper for you today: Take one small, imperfect action.

  • Schedule a 15-minute brain dump for your next big idea.
  • Send a DM to a potential client.
  • Create the smallest version of your big passion project and see where it takes you.

 

Links and Resources Mentioned

  • Turn your beautiful mess into strategic success! Visit TheMainStage.ca to explore how we can help.
  • Want the unfiltered, behind-the-scenes chaos of running a business? Follow me on Threads: @TheMainStage.ca

 

In this episode, I dive into the messy world of business planning—real, actionable planning that doesn’t wait for perfection. Forget about the “perfect” systems and overcomplicated workflows that keep you stuck. I share my personal journey of escaping the “planning to plan” trap and offer practical strategies for embracing controlled chaos and launching your ideas into the world.