22: Purposeful Planning Problems with Maddie Peschong

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One of the most frequent questions I get is about what kind of planning system I use and how I manage to run my business without getting overwhelmed. In today’s episode, I’m speaking with my friend Maddie Peshong about why that question is so much more than just a matter of a digital vs. paper planner; it asks why so many entrepreneurs struggle to find a system that works for them. Maddie and I are diving into the root causes behind small business owners’ struggles with schedules, plus what our current routines and systems look like and what’s especially working for us. 

The Shoot It Straight Podcast is brought to you by Sabrina Gebhardt, photographer and educator. Join us each week as we discuss what it’s like to be a female creative entrepreneur while balancing entrepreneurship and motherhood. If you’re trying to find balance in this exciting place you’re in, yet willing to talk about the hard stuff too, Shoot It Straight Podcast is here to share practical and tangible takeaways to help you shoot it straight.

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This episode is brought to you by my Sustainability Guide Freebie, where I’m walking you through 10 steps to a sustainable business. Whether you’re just starting out or you’ve been in business for years, this guide will help you review the different facets of your business and clarify whether or not you’re set up for long-term sustainable success.

Review the Show Notes:

Get to know Maddie (3:03)

Digital vs. paper planning (5:05)

Our current planning systems and what’s working (7:45)

Combing a digital and paper planning system (12:55)

Planning as a form of self-care (16:27)

Putting yourself first is the key to stressful seasons (18:18)

The deeper story behind planning problems (22:01)

Figure out what you want from your planning (28:35)

Rapid-fire questions (32:28)

Mentioned in this Episode:

Creative’s Guide to Sustainability

Sustainable Schedule Mini-Course

Connect with Maddie:




Rebrand Program Waitlist

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