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300: This Isn't Coaching. It's the System That Replaces It.

The Organised CEO Podcast

Release Date: 06/27/2025

301: The Only Question Every Overwhelmed Founder Needs to Ask show art 301: The Only Question Every Overwhelmed Founder Needs to Ask

The Organised CEO Podcast

Feeling overwhelmed and essential to everything in your business? You're not alone. In this episode, I reveal the ONE question that will transform how you think about delegation, systems, and your role as CEO. If you're drowning in daily operations while strategic decisions wait, this framework will help you identify what actually needs YOUR brain versus what just needs someone's hands. In this episode, you'll discover: The simple question that separates CEO work from busy work Why being "essential to everything" is actually hurting your business growth Real examples of what to keep vs. what...

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300: This Isn't Coaching. It's the System That Replaces It. show art 300: This Isn't Coaching. It's the System That Replaces It.

The Organised CEO Podcast

Welcome to The Organised CEO era! In this milestone episode, I'm breaking down exactly why traditional productivity advice keeps you trapped as the bottleneck in your own business, and introducing the CEO Operating System that changes everything. This isn't about colour-coded calendars or perfect morning routines. This is about building a business that runs WITH you leading it, not you holding it all together. What you'll discover: Why "fake organised" productivity advice is keeping you stuck The 7-pillar CEO Operating System that eliminates overwhelm Real client transformations (from 60-hour...

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299: Why I Walked Away from 'Busy to Boss' & Built The Organised CEO show art 299: Why I Walked Away from 'Busy to Boss' & Built The Organised CEO

The Organised CEO Podcast

In this vulnerable and strategic episode, I share why I walked away from a decade of brand recognition and completely rebranded my business. If you've ever felt like you're operating at a level your current structures can't support, this story will challenge everything you think you know about business evolution. I dive deep into the moment I realised my brand no longer fit who I'd become, the difference between structural problems and surface fixes, and why sometimes the scariest thing isn't failing - it's succeeding so much that you outgrow everything you thought you were supposed to be. Key...

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298: 4 Signs Everything Depends on You (And You Don't Even Realise It) show art 298: 4 Signs Everything Depends on You (And You Don't Even Realise It)

The Organised CEO Podcast

Are you overwhelmed not because you're doing too much, but because you're essential to everything, everywhere? In this episode, I reveal the 4 hidden signs that you're the bottleneck in your own business - and why this isn't a time management problem, it's an energetic structure problem. You'll discover why you can never actually finish your work, why delegation keeps bouncing back to you, and how to transform from being energetically essential to everything into being strategically essential to the right things. I share my personal story of working every Sunday while 8 months pregnant, and...

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297: Why You Can't Actually Switch Off (Even When You Take Time Off) show art 297: Why You Can't Actually Switch Off (Even When You Take Time Off)

The Organised CEO Podcast

Can you take a day off without mentally running through your to-do list? Go on holiday without checking if everything's okay? Enjoy family time without part of your brain managing work decisions? If you're successful but can never truly disconnect - even when you're physically away from work - this episode is for you. Here's what you'll discover: Why you still feel "on" even during downtime The real reason your brain never stops managing business decisions How to finally be present at your kid's recital without thinking about client emails Why everything still depends on your approval (even...

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296: When Your Productivity System Stops Working (Here's What to Do Instead) show art 296: When Your Productivity System Stops Working (Here's What to Do Instead)

The Organised CEO Podcast

When your planning system stops working, it's not because you're broken - it's because you've grown. In this episode, I'm sharing why productive systems fail, the concept of "soft structure," and how I rebuilt my rhythm when everything felt too rigid. Plus, I'm introducing The Profitable Hour - the framework that saved my sanity and business when traditional productivity advice stopped working. If you're successful but exhausted, or feeling resistance to systems that used to work, this episode is for you. LINKS: 📥 Get The Profitable Hour framework:   🔍 Ready for deeper support?...

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295: When Your Business Holds You Hostage: Breaking Free from the Capacity Gap show art 295: When Your Business Holds You Hostage: Breaking Free from the Capacity Gap

The Organised CEO Podcast

Tired of colour-coded plans that fall apart by Wednesday? You're not behind - you're building on a system that was never designed to hold you. In this episode, systems strategist Holly Bray reveals why your perfect Sunday night plans only work when you're at 100%, and how to shift from planning harder to building smarter. Discover the "Capacity Gap" that's keeping high-achieving business owners in survival mode, learn the 3-step system reset that stops you from carrying everything in your head, and find out how to design a business that breathes with your real life - not your ideal week. If...

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294: You Don’t Need Another Plan - You Need a System That Holds You show art 294: You Don’t Need Another Plan - You Need a System That Holds You

The Organised CEO Podcast

In this powerful episode of the Busy to Boss podcast, Holly Bray gets honest about the quiet burnout behind the scenes of “successful” businesses, and the myth that ease and strategy can’t coexist. She breaks down the five hidden tensions keeping high-capacity creatives stuck in cycles of hustle, guilt, and fragmentation, and introduces a new rhythm rooted in clarity, capacity, and systems that actually support your life. Whether you’re scaling fast or spiralling quietly, this is your permission to stop building for your highest-energy self and start structuring your business for who...

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293: From Survival Mode to Systems Strategist: The Truth Behind My OBM Pivot show art 293: From Survival Mode to Systems Strategist: The Truth Behind My OBM Pivot

The Organised CEO Podcast

What happens when your business can’t run without you - and your life demands you step back? In this episode, I’m sharing the story behind my shift from overwhelmed coach to OBM and systems strategist. It’s raw, grounded, and honest - the exact moment I knew I couldn’t keep building a business that only worked when I was at 100%. You’ll hear how I went from willpower to rhythm, from burnout to breathing room, and why building a business that holds you isn’t a luxury, it’s a lifeline. If you’re ready to create more spaciousness, clarity, and sustainable growth - not by...

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292: The Messy Middle: 4 Months Off, 4 Months On & What I’m Learning About Sustainable Growth show art 292: The Messy Middle: 4 Months Off, 4 Months On & What I’m Learning About Sustainable Growth

The Organised CEO Podcast

In this special heart-to-heart episode of Busy to Boss, I’m sharing the story behind the season that changed everything. After stepping away from my business for four months, I returned with more clarity than I expected, and more questions, too. This is a real-time glimpse into what it looks like to rebuild your business after having to take a step back, slow down to speed up, and start anchoring sustainable growth from the inside out. We’ll talk about the messy middle that so many entrepreneurs find themselves in - that space between “I can’t do it like this anymore” and “I’m...

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More Episodes

Welcome to The Organised CEO era! In this milestone episode, I'm breaking down exactly why traditional productivity advice keeps you trapped as the bottleneck in your own business, and introducing the CEO Operating System that changes everything.

This isn't about colour-coded calendars or perfect morning routines. This is about building a business that runs WITH you leading it, not you holding it all together.

What you'll discover:

  • Why "fake organised" productivity advice is keeping you stuck
  • The 7-pillar CEO Operating System that eliminates overwhelm
  • Real client transformations (from 60-hour weeks to 35 hours with 40% revenue increase)
  • My complete offer suite designed to take you from chaos to clarity to systems mastery

If you're tired of being essential to everything and ready to start being essential to the right things, this episode shows you exactly how.

Ready to get started?

This is your invitation to stop being the system and start building it.