The Organized Coach - Productivity, Business Systems, Time Management, ADHD, Routines, Life Coach, Entrepreneur

113 | I Didn’t Deserve an Organized Home Until Now with Kerstin Sheppard

Get on the Organized Life Academy waitlist before June 1st: https://simplysquaredaway.com/waitlist 

Or, if its June, Join OLA now: https://simplysquaredaway.com/ola 

Ever felt like your clutter was more than just stuff—it was a story about who you are?

That’s exactly what Kerstin Sheppard realized after joining Organized Life Academy. In this heart-opening interview, Kerstin shares how her journey from childhood beliefs of being “messy” to becoming an organized CEO transformed more than just her home—it shifted her identity.

She’s a content strategist from Melbourne who used to feel stuck in her clutter, even though she could plan complex vacations like a pro. You’ll love hearing how her mindset, motivation, and home radically changed when she stopped believing she didn’t deserve to be organized.

Get ready for insight after insight, relatable truths, and the kind of shift that just might change the way you see your own clutter...and your own identity.

We chat about:

• The belief that kept her stuck (and how she finally questioned it)

• How grief triggered her desire to declutter—and leave a legacy

• Why starting small (literally half a shelf!) is her new go-to strategy

• The moment she let go of her corporate wardrobe (and identity)

• How organizing is helping her build her new digital product

What you’ll learn:

• Why your identity might be sabotaging your organizing efforts

• How clutter affects your nervous system, productivity, and peace

• The power of planning and accountability (especially from the other side of the world!)

• Why letting go of physical stuff often requires letting go emotionally first

• How mindset work overlaps with organizing—every single time

I want to hear what YOUR biggest takeaway is. Message me and tag me on Instagram.

For the full transcript, notes, links, and more, go to:  https://simplysquaredaway.com/113

112 | 10 Things To Stop Doing Today To Get Organized

Stop Doing These 10 Things to Get Organized

Ever feel like organizing means adding more to your plate? More lists, more tools, more tasks? What if I told you that getting organized might actually mean doing less?

In this episode, I’m sharing 10 things you can STOP doing right now to feel more in control of your life and business. These aren't just tips—they’re real-life habits that sneakily create clutter, chaos, and unnecessary stress.

Plus, I’m spilling the beans about something big launching soon...my Organized Life Academy is opening its doors on June 1st. Get in at HALF off for the rest of the year - one month free!

If you're constantly printing things you never read, ordering Instagram gadgets that disappoint, or moving the same pile from one surface to another, this one’s for you.

What you’ll learn:

• Why stopping might be the key to getting organized

• The truth about printing, buying, and dropping

• How your car, laundry room, and email habits are sabotaging your systems

• A hilarious sushi-making fail (and the lesson I learned)

• How emotional avoidance fuels disorganization

• What to do instead of saying “I don’t know”

Join the waitlist for Organized Life Academy now to get a special bonus when doors open on June 1st --> https://simplysquaredaway.com/waitlist

For the full transcript, notes, links, and more, go to: https://simplysquaredaway.com/112

 

111 | Overwhelmed? Do Less and Set Boundaries using a To-Don’t List with Michelle Gauthier

If you’ve ever thought, “I’m doing too much and still not getting the results I want,” this episode will hit home hard.

Michelle Gauthier—life coach for overwhelmed working women—joins me for an honest, funny, and energizing convo about what it takes to stop the hustle and start living and working from a place of peace.

We bonded over our love of organization and our eerily similar life paths (living in the same three states, fate, and a whole lot of serendipity!).

Michelle shares the story of her leap from corporate life into coaching, how she built belief in herself from scratch, and the systems she uses to help women achieve more by doing less.

We dive into the life-changing power of creating a "To-Don’t List,” setting boundaries like a boss, and making business decisions that actually support your life—not steal from it.

And yes, you’re going to want to make your own To-Don’t List right after this.

What you'll learn:

• What Michelle did before she had belief in herself—and how you can do it too

• Her “To-Don’t List” concept (and why it’s so freeing!)

• How to stop recreating your corporate job in your business

• The truth about working more to solve overwhelm (spoiler: it doesn’t work)

• Why you should never make your kids' lunches (ha—seriously, you’ll see)

• The Sunday system Michelle swears by to keep her week on track

• Tips to finally stop overbooking your calendar and start feeling peace!

For the full transcript, notes, links, and more, go to:  https://simplysquaredaway.com/111

 

110 | My Exact Organized Podcast Pitching Process You'll Want To Copy

Think pitching podcasts has to be chaotic, time-consuming, and full of awkward emails? Think again.

For a limited time, the Podcast Bundle is 50% off. It includes the workshop replay, podcast dashboard, tutorials, and Pixie 🧚‍♀️ --> https://simplysquaredaway.com/pod

In this episode, I’m sharing exactly how to streamline your entire podcast pitching process—so it’s organized, sustainable, and actually fun.

This isn’t about just getting visible. It’s about building real connections that lead to collaborations, clients, and unexpected opportunities.

I walk you through my full system, including my custom podcast dashboard, a 35-minute screen-sharing workshop, and your new AI BFF—Pixie! She’s a GPT assistant that helps you brainstorm pitch-worthy topics, draft irresistible emails, and sound like a pro (even if you don’t feel like one...yet).

Here’s the truth: Pitching doesn’t have to be hard. You just need a process that works for you.

Ready to get organized and finally start pitching like a pro?

In this episode, you’ll learn:

• The difference between visibility and connection—and why connection wins every time

• How to research podcasts that are actually aligned (without getting lost in the scroll)

• What to track when you're pitching (and how to keep it all organized in one spot)

• Why follow-up is everything—and how to do it without feeling pushy

• How to craft juicy, problem-solving topics that make podcast hosts say YES

• The structure of a high-converting podcast pitch email that won’t get ignored

• How Pixie (my custom GPT assistant) helps you pitch faster and better

For the full post, notes, links, and more, go to:  https://simplysquaredaway.com/110

109 | Million Dollar Lessons, Systems, and Mindset Shifts with Debbie Shadid

Ever wonder what’s really happening behind the scenes of a coach who’s scaling toward a million dollars?

In this episode, Debbie Shadid shares the real story—no sugarcoating, no "just work 10 hours a week and it'll happen" myths. 

We talk about how she built her business from the ground up (before digital ads even existed!), what she’s had to rework to hit her next goals, and why it’s not about finding the “perfect” automation—it’s about showing up, building skills, and doing the work.

Debbie also gets honest about switching industries, embracing tech even when it was hard, and the mental shifts she had to make to stop "dabbling" and step fully into leadership. Plus, she gives practical advice for how YOU can start thinking about your business like a brick-and-mortar boutique—and why that mindset will change everything.

Here’s what we dive into:

• Debbie’s journey from publishing to coaching—and why her skills translated perfectly
• Why success takes more than a certification (hint: it’s sales, baby)
• The radical decision that changed everything in her business
• How to build systems BEFORE you think you’re ready
• Why a boutique mindset will totally change how you show up
• The real truth about working "easy" hours vs. working hard
• What it actually takes to make a million dollars

For all the notes, links, and more, go to:  https://simplysquaredaway.com/109

108 | Tired of Social Media? Grow Your Audience Like This Instead With Kylie Kelly

What if I told you that you could build a thriving business and grow your email list—all without using social media?

In this episode, I sit down with Kylie Kelly, host of the No Socials, No Worries podcast and founder of The Email Collab, who helps coaches, course creators, and service providers grow their email lists through relationship-based strategies, not reels and DMs. Kylie shares her personal journey from burnt-out wedding photographer to email marketing pro—and exactly how she makes collaborations her growth superpower.

We dive into how to ditch social without ditching your growth, how to use bundles, summits, and freebie swaps to grow your list, and how Kylie organizes it all without a team. Plus, we cover her “V2 Collaboration Framework” and how to choose the right strategies for long- and short-term list-building wins.

Thinking about quitting Instagram? This is your permission slip.

What you’ll learn:

• How Kylie grew her email list from zero to 600 in one event (without social media)

• Why social media made her feel stuck—and how she finally let it go

• What a 9-grid is and how she uses it as a digital storefront

• Her favorite high-converting collab strategies (summits, bundles, swaps)

• The #1 mistake people make when joining bundles (and how to avoid it)

• Kylie’s “V2 Collaboration Framework” for choosing smart list-building strategies

• How she organizes all her collaborations with a simple Google Sheet

• The real talk on FOMO, unsubscribes, and promo fatigue—and how to manage them

For the notes, links, and more -->  https://simplysquaredaway.com/108

Work with me: https://simplysquaredaway.com/appointments

Learn the only five folders I use to organize my business: https://simplysquaredaway.com/5files

107 | The ONE Habit That Will Save You Hours Every Week

Do you ever feel like your computer is one big junk drawer?

If you're constantly hunting down files, re-downloading things, or wondering where in the world you saved that doc, this episode is your digital rescue plan.

I'm sharing the two simple habits I’ve been coaching on over and over lately—and they’ll help you actually stay organized after your initial digital cleanup. Whether you're just starting your organizing journey or you've got a shiny new file structure, these tips are your maintenance BFFs.

Plus, I’m breaking down:

• Why organizing is a project AND a lifestyle (yep, like eating veggies and flossing)

• The foundational mindset shift to think of organizing like a 12-week sprint

• My go-to Google Drive tip to save time and reduce decision fatigue

• What to do if your desktop is turning into a clutter crime scene

• How to download smarter (not just dump everything in "Downloads")

And if you’ve ever felt guilty seeing 94 PDFs piled on your screen...you’re not alone. But this episode gives you a no-shame plan to fix it.

💡What You’ll Learn:

• The two habits that will help you maintain your digital organization long-term

• Why you don’t need to be perfect—just consistent

• How to “name and home” like a pro

• How to adjust your habits based on your clutter tolerance

• Why maintenance routines (just like brushing your teeth) matter for your digital life

• How to use Tracy’s File Naming Formula and 5-File System to simplify everything

For the full transcript, notes, links, and more, go to: https://simplysquaredaway.com/107

106 | No One Buying Your Coaching Offer? Do This. with Candy Motzek

Ever feel like your coaching business is stuck in no-man’s-land? You’ve got your offer, your socials are active, maybe you've even had a few clients—but now it’s crickets. No one’s buying, and you're starting to question... everything.

In this episode, I sit down with business coach Candy Motzek to unpack what’s really going on when the clients stop coming. From the real reason people don’t want “coaching” (spoiler: no one does) to the mindset shifts that get you back into momentum, this conversation is equal parts strategy and soul-search.

Whether you’re in a dry spell or just need to reignite your belief in your offer, Candy offers the wisdom, tools, and compassion every coach needs to hear.

We cover:

• How to shift out of discouragement and get back into aligned action

• Why people aren’t buying your “coaching package” (and what they do want)

• How to market research the right way (hint: use Amazon!)

• What gamifying your client-getting strategy might do for your energy

• Mindset hacks to fall back in love with your business again

• The surprising power of journaling and how to use it to get unstuck

• When to pivot your offer (and how to know it’s the right time)

What You’ll Learn:

• Why even great coaches hit dry spells—and how to handle them

• The #1 shift that will make your offer more sellable instantly

• What to ask your dream client to uncover irresistible copy

• The simple journaling prompt Candy swears by

• How to know if it’s time to pivot (or just repackage your offer)

For the full transcript, notes, links, and to connect with Candy Motzek, go to:  https://simplysquaredaway.com/106