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309: How to Plan Your Next 90 Days Like a CEO (Without Burning Out)

The Organised CEO Podcast

Release Date: 08/28/2025

The ONE System That's Draining Your Business (And How to Know Which One to Fix First) show art The ONE System That's Draining Your Business (And How to Know Which One to Fix First)

The Organised CEO Podcast

Most founders know something isn't working in their business, but they don't know which thing. So they try to fix everything at once. Which is exhausting. And doesn't work. In this episode, I'm breaking down the 9 systems every business needs (I call them the 9 pillars or 9 stars in your business constellation) - and showing you how to know which ONE system to fix first based on your birth chart. You'll learn: The 9 business systems that run every founder's business How to identify which system is draining you most Why trying to fix everything at once keeps you stuck How your birth chart...

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What to Focus On This Week (By Your Sign) | Nov 17-23: Scorpio New Moon, Death Card, Sagittarius Season Begins show art What to Focus On This Week (By Your Sign) | Nov 17-23: Scorpio New Moon, Death Card, Sagittarius Season Begins

The Organised CEO Podcast

This week’s forecast is anything but surface-level. Scorpio New Moon energy is here to transform, not just inspire, and we’re using it to rebuild the business foundations you're actually meant to run. In this episode, I walk you through what to focus on and what to let go of, sign by sign, without sacrificing your energy or burning yourself out. We’re working with powerful aspects like Sun trine Jupiter and Saturn, Sun conjunct Lilith, and Mercury’s retrograde re-entry into Scorpio. This is a week of deep truth-telling, root-level healing, and planting seeds from a place of total...

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Why Systems Fail: How Your Birth Chart Shows You What to Build Instead show art Why Systems Fail: How Your Birth Chart Shows You What to Build Instead

The Organised CEO Podcast

Why do your business systems keep breaking? You've tried time blocking. Batching. Weekly planning. Content calendars. Some worked for a bit. Most didn't stick. And you blamed yourself. But here's what I need you to know: You're not failing at systems. The systems are failing you. Because they weren't built for YOUR wiring. In this episode, I'm introducing myself as The Astro-Systems Strategist, and explaining why overwhelmed founders need someone who understands BOTH operational systems AND astrological wiring. You'll learn: Why generic productivity advice keeps failing you (and it's not...

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What to Focus On This Week (By Your Sign) | Nov 11-17: Mercury Rx, Jupiter Rx, 11:11 Portal show art What to Focus On This Week (By Your Sign) | Nov 11-17: Mercury Rx, Jupiter Rx, 11:11 Portal

The Organised CEO Podcast

This week's astrology is supporting you in stopping the force. Mercury Retrograde, Jupiter Retrograde in Cancer, and the 11:11 portal are all asking: Are you building for YOUR wiring, or someone else's? In this episode, I break down the week's cosmic energy through a business lens - what to prioritize, what to avoid, and how to work WITH your sign's energy instead of against it. FIRE SIGNS (Aries, Leo, Sagittarius): Complete what you started. Don't launch new. EARTH SIGNS (Taurus, Virgo, Capricorn): Audit your systems. Don't add more. AIR SIGNS (Gemini, Libra, Aquarius): Have conversations....

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Why I Use Birth Charts in Business Strategy (And No, It's Not Woo) show art Why I Use Birth Charts in Business Strategy (And No, It's Not Woo)

The Organised CEO Podcast

Why do some business systems work for everyone else but drain YOU? In this episode, I'm breaking down why I use birth charts in business strategy - and why it's not woo, it's pattern recognition. I walk you through my exact 4-step framework for identifying why certain systems don't work for your wiring, plus three real client examples: the founder who couldn't batch content (Pisces Moon), the founder who needed structure to thrive (Virgo Sun/Rising), and the founder who lost her purpose (and how her chart showed the way back). If you've been forcing batching, rigid 90-day plans, or "just be...

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From Drowning to £30k Months: What Actually Happens in Monthly CEO Support show art From Drowning to £30k Months: What Actually Happens in Monthly CEO Support

The Organised CEO Podcast

What does Monthly CEO Support actually look like? Not the theory - the reality. In this episode, I'm pulling back the curtain on a real client transformation. From October 2024 (drowning, grieving, crying through weekly planning) to October 2025 (£25-30k months, second business launched, speaking on stages, loving her work). I walk you through the exact structure of a Monthly CEO Support session: the capacity audit, the pattern identification, the accountability that makes implementation actually happen. You'll hear what we cover, how we work, and why this model works when courses and DIY...

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Your 5-Day CEO Plan: Claim Your Victory Lap (Week of Oct 27, 2025) show art Your 5-Day CEO Plan: Claim Your Victory Lap (Week of Oct 27, 2025)

The Organised CEO Podcast

This week's cards pulled TWO Pages and the Six of Wands, which means you're being asked to approach your week with beginner's mind while claiming the victory you've already earned. The Wheel of Fortune says cycles are turning. Mars trines Jupiter and Saturn this week, Mercury enters Sagittarius, and the First Quarter Moon in Aquarius gives you the cosmic green light to MOVE. This episode breaks down your mindset anchor (Page of Cups), structure move (Page of Swords), systems action (Knight of Pentacles), and growth energy (Wheel of Fortune) for the week, plus your 5-day action plan to take...

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The Real Cost of How You Spend Your Time (Opportunity Cost Audit) show art The Real Cost of How You Spend Your Time (Opportunity Cost Audit)

The Organised CEO Podcast

You think you're too busy to work on your business. But what if I told you you're spending 15+ hours a week on tasks that will never move your business forward? In this episode, I'm walking you through the Opportunity Cost Audit - a framework for figuring out where your time is actually going, what it's costing you, and what to protect instead. We'll cover: Why busy work feels safer than important work (and how to stop hiding) The real cost of spending 10 hours a week on content that doesn't convert A case study from a Recovery Call with a founder who was spending her entire 12-hour work week...

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Your 5-Day CEO Plan: Face the Truth You've Been Avoiding (Week of Oct 20, 2025) show art Your 5-Day CEO Plan: Face the Truth You've Been Avoiding (Week of Oct 20, 2025)

The Organised CEO Podcast

You know that thing you've been avoiding? The conversation. The boundary. The painful truth you can see but don't want to face? This week, it's time. In this week's 5-Day CEO Plan, I pull tarot for the soul of your business and the cosmos is backing your courage. Mercury conjunct Mars on Monday means your words have FORCE. Scorpio season begins Thursday, asking you to go DEEP. And the Three of Swords showed up as the theme - something hurts, and this week you're finally ready to face it. The cards: Knight of Swords (clarity through action) King of Pentacles (build on solid ground) Nine of Cups...

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Permission to Not Scale Right Now: Why Q4 Stabilisation Beats Sprint Mode show art Permission to Not Scale Right Now: Why Q4 Stabilisation Beats Sprint Mode

The Organised CEO Podcast

Feeling exhausted by Q4 pressure? You're not behind - you're being honest about your capacity. In this episode, I'm sharing why the smartest thing you might do this quarter isn't scaling, but stabilising. I walk you through my Audit → Simplify → Stabilize → Scale framework, the psychology behind why we resist slowing down, and a real Recovery Call story that shows what happens when you try to build from depletion. If you're a founder navigating limited capacity, complex life circumstances, or just feeling done with hustle culture, this one's for you. Plus, I cover what's happening...

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If you’re planning your next 90 days the same way you planned the last, you’re about to repeat the same cycle: overbooked calendar, scattered focus, and another quarter that leaves you exhausted instead of accomplished.

Most founders make the same mistake: they plan like they have unlimited time and perfect circumstances. Real CEOs plan with strategy and reality.

In this episode of The Organised CEO, I share my 6-part CEO Planning Process - the exact framework I use inside my Make It Happen Collective retreats to help ambitious founders create 90 days of momentum without burning out.

You’ll learn:

  • How to reflect like a CEO (and why most founders skip this critical step)

  • The 7 Pillars Diagnostic that reveals your hidden bottlenecks

  • Why aligning your 12-month goals matters more than adding new ones

  • The secret to setting a quarterly theme that filters every decision

  • How to actually execute your plan with the 30-60-90 method

  • The mindset shift that turns plans into reality (instead of day-30 failures)

By the end of this episode, you’ll know how to design a 90-day plan that works with your real life, not against it, so you can reclaim time, reduce overwhelm, and finish the year with strategic momentum.

👉 Ready to go deeper? Book your CEO Operating Audit here: https://hollybray.com/audit