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PODCAST

The Strategic Entrepreneur

Cindy Gordon - Strategic Business Coach for Female Entrepreneurs

The Strategic Entrepreneur helps female business owners and women entrepreneurs move past strategy fatigue to decision precision. Hosted by Cindy Gordon, business strategist and coach who built and sold four digital businesses, this podcast delivers pattern recognition frameworks and data-driven clarity for entrepreneurs ready to stop second-guessing every move.Whether you"re a solo entrepreneur drowning in strategies that aren"t working, a small business owner managing 1-4 contractors who needs to

business entrepreneurship

All Episodes

7:19

199: The Tiny Habits Revolution: How Micro-Motivators...

The Strategic Entrepreneur ·

2025/08/19

Send us a text The Tiny Habits Revolution: How Micro-Motivators Create Unstoppable Momentum for Busy Entrepreneurs Tired of waiting for motivation to magically appear? What if you could trigger motivation on command with tiny habits your brain can't resist? In this episode of Thrive in Five, business coach Cindy Gordon reveals how micro-motivators create unstoppable momentum for busy entrepreneurs who don't have time to wait for perfect inspiration. In this episode, you'll discover: Why your ...

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6:47

198: The 5-Minute Monthly Planning Ritual That...

The Strategic Entrepreneur ·

2025/08/18

Send us a text The 5-Minute Monthly Planning Ritual That Actually Works Struggling to stick to monthly planning routines that actually work? Most entrepreneurs abandon their monthly plans by week two, leaving them feeling reactive and overwhelmed. In this episode of Thrive in Five, business coach Cindy Gordon reveals her proven 5-minute monthly planning ritual that busy entrepreneurs actually maintain month after month. Discover why elaborate monthly planning systems fail for entrepreneurs (a...

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6:45

197: The Setback Success Method: How to Transform...

The Strategic Entrepreneur ·

2025/08/15

Send us a text The Setback Success Method: How to Transform Business Challenges Into Your Greatest Opportunities Hit with a major business setback and feeling like quitting? Your biggest challenge might actually be your greatest opportunity in disguise. In this episode of Thrive in Five, business coach Cindy Gordon reveals her proven Setback Success Method that transforms business challenges into competitive advantages. Discover why successful entrepreneurs experience just as many setbacks as...

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6:36

196: The Truth About Why To-Do Lists Don't Work for...

The Strategic Entrepreneur ·

2025/08/14

Send us a text The Truth About Why To-Do Lists Don't Work for Busy Entrepreneurs (Plus 3 Better Alternatives) Feeling overwhelmed by your endless to-do list that never seems to get shorter? Your to-do list isn't working because it wasn't designed for the complex reality of running a business. In this episode of Thrive in Five, business coach Cindy Gordon reveals the truth about why traditional to-do lists fail entrepreneurs and shares three proven alternatives that successful business owners ...

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7:13

195: How to Create a Motivation Corner That Actually...

The Strategic Entrepreneur ·

2025/08/13

Send us a text How to Create a Motivation Corner That Actually Boosts Your Energy (Even in Small Spaces) Feeling drained and unmotivated in your home office? Your environment might be sabotaging your entrepreneurial energy. In this episode of Thrive in Five, business coach Cindy Gordon reveals how to create a motivation corner that actually boosts your productivity and drive - even if you're working from a tiny space. In this episode, you'll discover: Why your physical environment directly im...

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6:09

194: How to Organize Your To-Do List When You Feel...

The Strategic Entrepreneur ·

2025/08/12

Send us a text How to Organize Your To-Do List When You Feel Overwhelmed (Brain Dump Method) Drowning in an overwhelming to-do list that never seems to get shorter? In this episode of Thrive in Five, business coach Cindy Gordon reveals her game-changing Brain Dump Method that transforms chaotic task lists into organized, actionable calendar systems. In this episode, you'll discover: Why your brain can only handle 7 pieces of information at once (and what this means for your productivity)The B...

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5:41

193: How to Get Back on Track When You Feel...

The Strategic Entrepreneur ·

2025/08/11

Send us a text Feeling overwhelmed and completely off-track in your business? You're not alone. In this episode of Thrive in Five, business coach Cindy Gordon shares her proven 5-Minute Reset Method that helps overwhelmed entrepreneurs get back on track fast - without the guilt or burnout. Learn why overwhelm happens (hint: it's not about having too much to do), how your brain gets hijacked when you're spinning your wheels, and the exact three-step system that successful female entrepreneurs ...

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6:12

192: The 15-Minute Weekly Review System That Prevents...

The Strategic Entrepreneur ·

2025/08/08

Send us a text The 15-Minute Weekly Review System That Prevents Overwhelm Feeling scattered and reactive every week? In this episode of Thrive in Five, business coach Cindy Gordon shares the exact weekly review system that overwhelmed entrepreneurs use to stay focused and in control. In this episode, you'll discover: The 3-step weekly review framework that takes just 15 minutesEssential weekly review questions that reveal your productivity patternsHow to create a weekly planning routine that ...

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6:20

191: How to Build Motivation Habits That Actually...

The Strategic Entrepreneur ·

2025/08/07

Send us a text How to Build Motivation Habits That Actually Last (Make Motivation Automatic) Tired of waiting for motivation to magically appear? In this episode of Thrive in Five, business coach Cindy Gordon reveals how to build motivation habits that create sustainable drive automatically, so you never have to rely on hoping you'll feel like taking action. In this episode, you'll discover: Why relying on motivation feelings keeps you stuck in endless cyclesThe daily motivation trigger syste...

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6:38

190: How to Think Like a CEO About Your Calendar...

The Strategic Entrepreneur ·

2025/08/06

Send us a text How to Think Like a CEO About Your Calendar (Stop Being an Employee in Your Own Business) Are you the owner of your business but still scheduling like an employee? In this episode of Thrive in Five, business coach Cindy Gordon reveals the critical mindset shifts you need to think like a CEO about your calendar and stop being an overworked employee in your own business. In this episode, you'll discover: The difference between employee thinking and CEO mindset when it comes to sc...

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6:36

189: How Does the 1-3-5 Rule Work? A Simple Daily...

The Strategic Entrepreneur ·

2025/08/05

Send us a text How Does the 1-3-5 Rule Work? A Simple Daily Productivity Framework Feeling overwhelmed by endless to-do lists? In this episode of Thrive in Five, business coach Cindy Gordon explains exactly how the 1-3-5 rule works as a daily productivity framework that transforms chaos into focused action. In this episode, you'll discover: How the 1-3-5 method works: 1 big task, 3 medium tasks, 5 small tasks per dayWhy limiting yourself to 9 daily tasks makes you more productive than trying ...

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6:06

188: How to Do a Brain Dump That Actually Clears...

The Strategic Entrepreneur ·

2025/08/04

Send us a text How to Do a Brain Dump That Actually Clears Mental Chaos Feeling mentally overwhelmed with racing thoughts that won't quiet down? In this episode of Thrive in Five, business coach Cindy Gordon teaches you the structured brain dump technique that transforms mental chaos into clarity in just 10 minutes. In this episode, you'll discover: The 3-step brain dump method that actually works (not just random journaling)How to sort your thoughts into Do, Decide, or Dump categoriesWhy 60%...

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6:21

187: What to Do When You Don't Feel Motivated (Real...

The Strategic Entrepreneur ·

2025/08/01

Send us a text What to Do When You Don't Feel Motivated (Real Talk for Entrepreneurs) Feeling unmotivated and don't know how to get moving again? In this episode of Thrive in Five, business coach Cindy Gordon shares the real talk about lack of motivation and three practical strategies to get back on track without forcing yourself. In this episode, you'll discover: Why having no motivation doesn't mean you're lazy or brokenThe "ridiculously small" approach that creates momentum when you don't ...

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4:14

186: The 60-Second Strategy That Calms Chaos and...

The Strategic Entrepreneur ·

2025/07/31

Send us a text t’s 2 PM, and your day has completely derailed. The meetings ran over, your inbox is exploding, and you’re drowning in overwhelm. You don’t need a full reset. You need one powerful minute. In today’s Thrive in 5, I’m teaching you the One-Minute Reset, a simple technique that interrupts the chaos, settles your nervous system, and gets you back into intentional action fast. This isn’t about being perfect. It’s about having a tool you can use any time your brain starts spiraling. ...

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4:17

185: Intentional Gratitude: The Strategic Habit That...

The Strategic Entrepreneur ·

2025/07/30

Send us a text Gratitude isn’t soft. It’s strategic. In today’s Thrive in 5, I’m breaking down how intentional gratitude shifts your brain from scarcity to abundance and why that shift creates real momentum in your business and life. You’ll learn how to recognize what’s already working, how gratitude fuels confidence and clarity, and why this mindset shift impacts everything from client loyalty to your next opportunity. It’s not magic. It’s momentum. And it starts with three simple habits you...

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4:14

184: The Productivity Fix That Starts With a Pen and...

The Strategic Entrepreneur ·

2025/07/29

Send us a text Is your brain juggling 37 tabs right now? No wonder you feel scattered. In today’s Thrive in 5, I’m giving you one of the simplest, most powerful tools to clear mental clutter and instantly boost productivity. This isn’t just a brain dump. It’s a system that turns chaos into clarity. You’ll learn how to do a structured brain dump, organize it into four powerful categories, and walk away with just three priority tasks that will move the needle today. It’s quick, it’s game-changi...

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4:26

183: How to Work Your Business When the Kids Are Home

The Strategic Entrepreneur ·

2025/07/25

Send us a text Summer break is here, and if you're a mom running a business while juggling snacks, playdates, and work deadlines, your routine has probably gone off the rails. In this episode of Thrive in 5, I’m giving you the mindset shift and mini systems you need to stop spinning and start adapting. You’ll learn how to turn small time blocks into real progress, protect your priorities with flexible routines, and set up simple systems that work with your season, not against it. This is how ...

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4:33

182: Feel Stuck? Try These Tiny Mindset Shifts That...

The Strategic Entrepreneur ·

2025/07/24

Send us a text Feeling stuck isn’t about lacking talent or resources. It’s about the stories you’re telling yourself. In today’s Thrive in 5, I’m walking you through tiny but powerful mindset shifts that will help you see new options, take new action, and finally get moving again. You’ll learn how to catch limiting thoughts, flip failure into feedback, and start acting like the version of you that already has what you want. These aren’t fluffy affirmations. This is identity-level thinking tha...

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4:27

181: Overcommitted Again? Try These 3 Boundaries That...

The Strategic Entrepreneur ·

2025/07/23

Send us a text Are you constantly saying yes to things that drain your energy and derail your priorities? You're not alone. In today's Thrive in 5, we're talking about how to set boundaries that actually protect your productivity. You'll learn how to filter decisions through your non-negotiables, use a simple no script, and build in breathing room with a 24-hour rule that puts you back in control. Saying no isn't selfish. It's strategic. When you stop overcommitting, you start moving forward....

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4:28

180: Dreading Your Mornings? Build a Routine That...

The Strategic Entrepreneur ·

2025/07/22

Send us a text What if your morning routine actually made you excited to get out of bed? In today’s Thrive in 5, I’ll show you how to stop dragging yourself through a list of “shoulds” and start building a morning routine that energizes, inspires, and aligns with the version of you you’re becoming. You’ll learn: Why most morning routines secretly drain your energyThe simple mindset shift that makes mornings feel like a gift, not a chore3 easy ways to build excitement, identity, and flexibilit...

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256 results

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