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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

7:31

239: How to Do a Calendar Audit That Actually Frees...

The Strategic Entrepreneur ·

2025/11/07

Send us a text How to Do a Calendar Audit That Actually Frees Up Your Time (The 'Hell Yes or Not Right Now' Method) How to do a calendar audit that actually frees up your time. Cindy Gordon shares the Hell Yes or Not Right Now method to identify time wasters and eliminate tasks that don't move your business forward. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon introduces the 'Hell Yes or Not Right Now' calendar audit method - a quick way to identify time waster...

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8:56

238: How to Maximize Small Pockets of Time (Work...

The Strategic Entrepreneur ·

2025/11/05

Send us a text How to Maximize Small Pockets of Time (Work Windows Method) Never have long time blocks to work? This episode reveals productivity for busy moms who need to maximize small pockets of time. In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon shares the Work Windows Method that helps entrepreneur moms get real work done in short bursts between life responsibilities. Discover how to maximize small pockets of time using strategic Work Windows, why short bu...

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6:20

237: Why Successful Entrepreneurs Need a 'Not-To-Do'...

The Strategic Entrepreneur ·

2025/11/03

Send us a text Why Successful Entrepreneurs Need a 'Not-To-Do' List (And How to Create Yours) Why successful entrepreneurs need a not-to-do list to stop wasting time on tasks that don't move the needle. Cindy Gordon breaks down how to create a not-to-do list that protects your time and energy from business time wasters. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon reveals why your to-do list might be sabotaging your business growth and teaches you the exact Rea...

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9:12

236: Energy Management for Entrepreneurs: Stop...

The Strategic Entrepreneur ·

2025/10/31

Send us a text Energy Management for Entrepreneurs: Stop Fighting Your Natural Rhythms and Start Getting More Done Tired of forcing productivity at the wrong times? Time management isn't working because you're ignoring the most important factor: your energy. In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon reveals energy management productivity strategies that help you work with your energy, not against it. Discover why energy management vs time management is the ...

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4:16

235: BONUS: $1/Day Business Support for Overwhelmed...

The Strategic Entrepreneur ·

2025/10/29

Send us a text BONUS: $1/Day Business Support for Overwhelmed Entrepreneurs - Inside The Growth Collective Overwhelmed entrepreneur? Tired of figuring everything out alone? In this bonus episode, business coach Cindy Gordon introduces The Growth Collective - a $1-a-day business support system designed specifically for overwhelmed female entrepreneurs who need ongoing help without the premium price tag. If you've been listening to The Overwhelmed Entrepreneur podcast thinking "I need MOR...

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7:35

234: From Reactive to Proactive: How to Stop...

The Strategic Entrepreneur ·

2025/10/27

Send us a text From Reactive to Proactive: How to Stop Firefighting and Start Driving Results Tired of firefighting in your business? Constantly putting out fires instead of making strategic progress? In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon reveals how to stop being reactive in business and shift to a proactive entrepreneur mindset that actually drives results. Discover the difference between reactive vs proactive leadership, why overwhelmed entrepreneurs...

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8:13

233: The Minimum Viable Day Method: How to Prioritize...

The Strategic Entrepreneur ·

2025/10/24

Send us a text The Minimum Viable Day Method: How to Prioritize When Overwhelmed (Focus on What Actually Matters) Overwhelmed by your endless to-do list? Trying to do everything and accomplishing nothing? In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon reveals the Minimum Viable Day Method, a simple system to help you prioritize when overwhelmed by focusing only on what actually has to get done today. Discover how to simplify daily tasks, identify your essential-...

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9:06

232: The Sunday Planning Routine That Sets You Up for...

The Strategic Entrepreneur ·

2025/10/22

Send us a text The Sunday Planning Routine That Sets You Up for a Productive Week (10-Minute Reset for Entrepreneurs) Tired of Monday morning chaos? Constantly starting your week in reactive mode? In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon reveals the Sunday planning routine that sets you up for a productive week—in just 10 minutes. Discover how to plan your week on Sunday using the Reality Check Method, why most weekly planning fails (and what to do instead...

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10:12

231: The 5-Minute Action Rule: How to Get Motivated...

The Strategic Entrepreneur ·

2025/10/20

Send us a text The 5-Minute Action Rule: How to Get Motivated When Overwhelmed (Snap Out of Any Slump) Feeling overwhelmed with no motivation to do anything? You're not alone. In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon reveals the 5-Minute Action Rule, a simple method to help you overcome procrastination when you're stuck in overwhelm paralysis. Discover how to get motivated when overwhelmed, even when you have zero energy and your to-do list feels impossibl...

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8:33

230: How to Protect Your Time When Everyone Else...

The Strategic Entrepreneur ·

2025/10/17

Send us a text How to Protect Your Time When Everyone Else Thinks It's Theirs (Set Boundaries Without Guilt) Struggling to protect your time as an entrepreneur? You're not alone. In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon reveals how to set boundaries as an entrepreneur when everyone else thinks your time is theirs to claim. Discover practical time boundaries for business owners who are tired of being constantly available, always interrupted, and never havin...

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9:02

229: Why 'Done is Better Than Perfect' is the...

The Strategic Entrepreneur ·

2025/10/15

Send us a text Why 'Done is Better Than Perfect' is the Ultimate Productivity Hack (Stop Perfectionism Paralysis) Perfectionism killing your productivity as an entrepreneur? You're not alone. In this episode of The Overwhelmed Entrepreneur, execution coach Cindy Gordon reveals why 'done is better than perfect' is the ultimate productivity hack for overwhelmed business owners. Discover why perfectionism leads to procrastination and paralysis, and how the Reality Check Method helps you break fr...

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8:19

228: Brain Fatigue Is Real: How to Recognize and...

The Strategic Entrepreneur ·

2025/10/13

Send us a text Brain Fatigue Is Real: How to Recognize and Recover from Mental Exhaustion Is your brain tired but your body isn't? That's brain fatigue and it's one of the most common struggles for entrepreneurs. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why mental exhaustion is different from physical tiredness and, more importantly, how to actually recover from cognitive overload. In this episode, you'll discover: The difference between brain fatigue and physical...

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6:56

227: Energy Management for Busy Moms: The Secret...

The Strategic Entrepreneur ·

2025/10/10

Send us a text Energy Management for Busy Moms: The Secret Working Mothers Won't Tell You Tired of following all the time management advice but still feeling exhausted? The secret isn't better time management - it's energy management for busy moms. This episode reveals why managing your energy trumps managing your time. Host Cindy Gordon, Reality Check Method coach for female entrepreneurs, shares the paradigm shift that transformed her approach to productivity as both a business owner and mo...

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7:23

226: Why Your Brain Dump Isn't Working (And How to...

The Strategic Entrepreneur ·

2025/10/08

Send us a text Why Your Brain Dump Isn't Working (And How to Fix It for Real Results) Brain dump not working? You're not alone. If you've tried brain dumps but still feel overwhelmed and scattered, you're missing the crucial steps that make this technique actually effective. This episode reveals why most brain dumps fail and how to fix them. Host Cindy Gordon, Reality Check Method coach for female entrepreneurs, breaks down the exact system that transforms overwhelming brain dumps into clear ...

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7:02

225: Are You Addicted to Being Busy? The Psychology...

The Strategic Entrepreneur ·

2025/10/06

Send us a text Are You Addicted to Being Busy? The Psychology Behind Constant Busyness Feel guilty when you're not overwhelmed? You might be addicted to being busy. This episode explores the psychology of keeping busy and helps entrepreneurs distinguish between productive busyness and compulsive busyness as a coping mechanism. Host Cindy Gordon, Reality Check Method coach for female entrepreneurs, reveals why constant busyness has become a status symbol and how it can actually prevent busines...

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6:03

224: Time Blocking vs Theme Days: Which Method...

The Strategic Entrepreneur ·

2025/10/03

Send us a text Time Blocking vs Theme Days: Which Method Actually Works for Your Brain? Struggling with time blocking? You might not be broken - you might just be using the wrong method for your brain type. This episode reveals the key differences between time blocking vs theme days and helps you identify which time management approach actually works for your thinking style. Host Cindy Gordon, Reality Check Method coach for female entrepreneurs, breaks down why some brains thrive with structu...

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7:11

223: The 2 Minute Rule Productivity Problem: Why This...

The Strategic Entrepreneur ·

2025/10/01

Send us a text The 2 Minute Rule Productivity Problem: Why This Popular Hack Keeps You Scattered Is the famous 2 minute rule productivity hack actually hurting your focus? This contrarian episode reveals why David Allen's beloved "do it now" rule keeps entrepreneurs scattered instead of strategic. Host Cindy Gordon, Reality Check Method coach for female entrepreneurs, breaks down the hidden costs of task-switching and shares a better approach for busy business owners. In this episode, you'll ...

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7:13

222: Good at Planning, Bad at Execution? How to...

The Strategic Entrepreneur ·

2025/09/29

Send us a text Good at Planning, Bad at Execution? How to Finally Start Doing What You Plan Are you good at planning but terrible at execution? This episode is for entrepreneurs who create amazing plans but struggle to take action on them. Host Cindy Gordon, Reality Check Method coach for female entrepreneurs, reveals why your brain loves planning more than doing and shares the exact framework to break the planning trap. In this episode, you'll discover: Why planning gives your brain the same...

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8:42

221: How to Build an Accountability System That...

The Strategic Entrepreneur ·

2025/09/26

Send us a text How to Build an Accountability System That Actually Works (The Accountability Formula) Struggling to stay consistent with your business goals when no one's watching? The problem isn't your discipline - it's your accountability system. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon reveals the Accountability Formula for building support systems that actually drive results. Learn why willpower alone isn't enough for entrepreneurial success, how to cr...

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7:26

220: What to Do When Your Day Goes Wrong: Second Wind...

The Strategic Entrepreneur ·

2025/09/24

Send us a text What to Do When Your Day Goes Wrong: Second Wind Strategy for Entrepreneurs When your carefully planned day falls apart, do you spiral into overwhelm or abandon productivity entirely? There's a third option. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon reveals the Second Wind Strategy - a systematic approach to reset and refocus when everything goes wrong. Learn why derailed days trigger spiral thinking, how to separate facts from feelings during...

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256 results

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