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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

7:56

219: Long-Term Success Mindset: How to Play the...

The Strategic Entrepreneur ·

2025/09/22

Send us a text Long-Term Success Mindset: How to Play the Infinite Game in Business (Stop Chasing Quick Wins) Tired of chasing quick wins that leave you feeling empty? It's time to develop a long-term success mindset that builds sustainable business growth instead of entrepreneurial burnout. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon reveals how to play the infinite game in business and why shifting from finite thinking is the key to lasting success. Learn th...

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7:15

218: How to Prioritize When Everything Feels Urgent...

The Strategic Entrepreneur ·

2025/09/19

Send us a text How to Prioritize When Everything Feels Urgent (Stop the Doing-It-All Trap) Drowning in a to-do list where everything feels urgent? You're not behind - you're caught in the doing-it-all trap. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon reveals how to prioritize when everything feels urgent and escape the cycle of reactive busyness that's sabotaging your business success. Learn why your brain can't tell the difference between true urgency and man...

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7:28

217: How to Create a Morning Routine for Focus That...

The Strategic Entrepreneur ·

2025/09/17

Send us a text How to Create a Morning Routine for Focus That Actually Works (Simple Start-of-Day System) Struggling to focus in the mornings? Your current routine might be training your brain for distraction instead of concentration. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon reveals how to create a morning routine for focus that actually works - without elaborate rituals or hours of extra time. Discover why most morning routines fail for busy entrepreneurs,...

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7:17

216: How Your Home Office Environment Affects Your...

The Strategic Entrepreneur ·

2025/09/15

Send us a text Feeling drained the moment you sit down to work? Your home office environment might be sabotaging your energy and productivity. In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon reveals how your physical surroundings directly impact your motivation and business success - and exactly how to fix it. Discover why your workspace is either giving you energy or stealing it, the science behind how your environment affects your entrepreneurial mindset, and a ...

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8:57

215: Why Your Inner Critic Is Holding You Back (and...

The Strategic Entrepreneur ·

2025/09/12

Send us a text Why Your Inner Critic Is Holding You Back (and How to Silence It) Tired of that negative voice in your head sabotaging your business growth? Your inner critic isn't protecting you - it's keeping you small. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why self-critical thoughts undermine entrepreneurial success and shares her Inner Critic Reset Method for turning self-doubt into self-confidence. In this episode, you'll discover: Why your inner critic dev...

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8:38

Why Taking Productive Breaks Actually Makes You More...

The Strategic Entrepreneur ·

2025/09/10

Send us a text Why Taking Productive Breaks Actually Makes You More Successful (The Strategic Pause Method) Feeling guilty about taking breaks while building your business? You're not alone - but you might be sabotaging your success. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why the "always working" mentality actually hurts your productivity and shares her Strategic Pause Method for turning breaks into competitive business advantage. In this episode, you'll discove...

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8:03

How to Stop Procrastinating Right Now: Turn 'I'll Do...

The Strategic Entrepreneur ·

2025/09/08

Send us a text How to Stop Procrastinating Right Now: Turn 'I'll Do It Tomorrow' Into Immediate Action Tired of telling yourself "I'll do it tomorrow" while important business tasks pile up? Procrastination isn't about laziness - it's about having the wrong mindset tools. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why your brain says "I'll do it tomorrow" and shares her Instant Action Mindset Method for turning procrastination into immediate momentum. In this episod...

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6:33

BONUS: How to Take Action When Everything Feels...

The Strategic Entrepreneur ·

2025/09/06

Send us a text BONUS: How to Take Action When Everything Feels Overwhelming Know exactly what you need to do but feel completely paralyzed by overwhelm? This bonus episode reveals why your brain shifts into threat-detection mode when overwhelmed and gives you the exact Reality Check Method to bridge the gap between knowing and doing. In this bonus episode, you'll discover: Why successful entrepreneurs suddenly can't take action when overwhelmed (it's not laziness)The brain science behind over...

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6:25

BONUS: The Bridge Between Overwhelm and Momentum

The Strategic Entrepreneur ·

2025/09/05

Send us a text BONUS: The Bridge Between Overwhelm and Momentum Stuck between "I have so much to do" and actually doing any of it? This bonus episode reveals how momentum isn't the opposite of overwhelm - it's what happens when you build the right bridge across it. Discover how to transform overwhelming energy into unstoppable business momentum. In this bonus episode, you'll discover: Why traditional momentum advice fails when you're overwhelmed (and what actually works)How overwhelm contains...

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6:46

BONUS: The Difference Between Urgent and Important...

The Strategic Entrepreneur ·

2025/09/04

Send us a text The Difference Between Urgent and Important (And Why It Matters for Your Sanity) Feeling constantly behind and reactive in your business? This episode reveals why your brain prioritizes urgent over important and gives you the exact framework to focus on what actually builds your business instead of just keeping you busy. In this episode, you'll discover: Why urgent tasks hijack your brain and make you feel productive when you're actually just reactiveThe crucial difference betw...

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6:16

BONUS: What to Focus on When Everything Feels Urgent...

The Strategic Entrepreneur ·

2025/09/03

Send us a text BONUS: What to Focus on When Everything Feels Urgent in Your Business Feeling like everything in your business is urgent and you can't figure out what to focus on first? This bonus episode reveals why "when everything feels urgent, nothing really is" and gives you the exact Reality Check Method to cut through false urgency and focus on what actually moves your business forward. In this bonus episode, you'll discover: Why 95% of what feels urgent today will still be there tomorr...

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9:31

From Thrive in Five to The Overwhelmed Entrepreneur -...

The Strategic Entrepreneur ·

2025/09/01

Send us a text From Thrive in Five to The Overwhelmed Entrepreneur - Why I'm Rebranding (And What It Means for You) Big news! We're evolving from "Thrive in Five" to "The Overwhelmed Entrepreneur: Bite-Sized Productivity for Busy Women in Business." But this isn't just a name change - it's the culmination of everything I've learned about what actually works when you're juggling business and life responsibilities. In this special episode, business coach Cindy Gordon reveals why traditional pro...

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7:31

Weekly Sprint System for Entrepreneurs: How to Hit...

The Strategic Entrepreneur ·

2025/08/29

Send us a text Weekly Sprint System for Entrepreneurs: How to Hit Big Goals One Week at a Time Tired of setting big goals that get buried under daily business chaos? The problem isn't your follow-through - it's your system. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why traditional long-term goal setting fails entrepreneurs and shares her Weekly Sprint Method for achieving ambitious objectives through focused one-week intensive periods. In this episode, you'll disco...

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7:59

Weekly Wrap-Up System: How to End Your Week with...

The Strategic Entrepreneur ·

2025/08/28

Send us a text Weekly Wrap-Up System: How to End Your Week with Intention (And Plan Like a Pro) Ending every Friday feeling scattered and already dreading Monday? You need a better weekly wrap-up system. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why how you end your week is just as important as how you start it, and shares her Intention-Based Wrap-Up Method for creating closure, clarity, and momentum. In this episode, you'll discover: Why most entrepreneurs feel co...

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8:26

205: How to Let Go of Who You Were to Become Who...

The Strategic Entrepreneur ·

2025/08/27

Send us a text How to Let Go of Who You Were to Become Who You're Meant to Be (Identity Transformation for Entrepreneurs) Feeling caught between who you've always been and who your business needs you to become? You're not alone. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why your old identity might be the very thing holding you back from your next level of success and shares her Identity Evolution Method for conscious transformation. In this episode, you'll discover...

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8:08

204: How to Finish What You Start (Even If You're...

The Strategic Entrepreneur ·

2025/08/26

Send us a text How to Finish What You Start (Even If You're Easily Distracted) Struggling to finish projects because your attention gets pulled in seventeen different directions? You're not broken - you just need a finishing system designed for scattered brains. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why willpower-based finishing advice fails for easily distracted entrepreneurs and shares her Strategic Finishing Method for actually completing what matters. In th...

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7:57

203: How to Get Back on Track After an Unproductive...

The Strategic Entrepreneur ·

2025/08/25

Send us a text How to Get Back on Track After an Unproductive Day (Without the Guilt Trip) Had one of those days where nothing went according to plan? Stop the guilt spiral right there. In this episode of The Overwhelmed Entrepreneur, Cindy Gordon reveals why waiting until tomorrow to reset actually makes things worse and shares her Same-Day Reset Method for getting back on track immediately. In this episode, you'll discover: Why the "what-the-heck effect" keeps you stuck in unproductive cycl...

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8:00

202: Time-Blocking Not Working? Here's How to Make It...

The Strategic Entrepreneur ·

2025/08/22

Send us a text Time-Blocking Not Working? Here's How to Make It Work for Your Brain (Even If You've Tried Before) Tried time-blocking and felt like a complete failure when you couldn't stick to those rigid calendar blocks? You're not broken - the system just wasn't designed for your brain. In this episode of Thrive in Five, business coach Cindy Gordon reveals how to customize time-blocking to work with your unique brain type, energy patterns, and entrepreneurial reality. In this episode, you'...

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7:29

201: The Inner Voice Advantage: How Self-Talk...

The Strategic Entrepreneur ·

2025/08/21

Send us a text The Inner Voice Advantage: How Self-Talk Transforms Productivity and Success for Busy Entrepreneurs Constantly battling negative self-talk that sabotages your business confidence? What if the voice in your head could become your secret weapon instead of your biggest obstacle? In this episode of Thrive in Five, business coach Cindy Gordon reveals how entrepreneurs can transform their inner dialogue to boost productivity, confidence, and business results. In this episode, you'll ...

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7:38

200: The Anti-Hustle Productivity Plan: How to Get...

The Strategic Entrepreneur ·

2025/08/20

Send us a text The Anti-Hustle Productivity Plan: How to Get More Done Without Burning Out Exhausted from hustle culture productivity advice that leaves you burned out and overwhelmed? What if you could get more done by working smarter, not harder? In this episode of Thrive in Five, business coach Cindy Gordon reveals her anti-hustle productivity plan that helps entrepreneurs grow their businesses sustainably without sacrificing their sanity. In this episode, you'll discover: Why hustle cultu...

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256 results

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