Shows
The Strategic Entrepreneur with Cindy Gordon269: Why New Faceless Brands Don't Work Anymore (And What Your Audience Actually Needs)Why Faceless Brands Don't Work Anymore (And What Your Audience Actually Needs)Thinking about building a faceless brand? Wondering why your faceless account isn't converting? Selective visibility strategist and business mentor Cindy Gordon explains why the rules changed and what your audience actually needs to trust you in a market flooded with AI and bots. The accounts that built faceless audiences years ago had a head start you don't have anymore.In this episode, you'll discover:Why faceless brands that started years ago are thriving while new ones struggleThe AI assumption that's...
2026-02-2607 minThe Strategic Entrepreneur with Cindy Gordon268: The Strategic Visibility of Stepping AwayThe Strategic Visibility of Stepping AwayWhat if the most strategic visibility move you could make is to disappear for a while? Selective visibility strategist and business mentor Cindy Gordon challenges everything you've been taught about consistency and shares what she learned from stepping away during a retreat in Costa Rica. Sometimes the pause isn't a break from strategy. The pause IS the strategy.In this episode, you'll discover:Why constant visibility is making you invisible to yourselfThe guilt spiral of "not posting" and how to break free from itWhat happened when...
2026-02-2406 minThe Strategic Entrepreneur with Cindy Gordon267: Why You Sound Like Everyone Else Online - And It's Costing You SalesWhy You Sound Like Everyone Else Online (And It's Costing You Sales)Scroll through your feed. Can you tell who wrote what? Or does every coach, course creator, and consultant sound exactly the same? Selective visibility strategist and business mentor Cindy Gordon breaks down the sameness epidemic hitting online business and why your polished, AI assisted content might be the reason your audience isn't buying.In this episode, you'll discover:How AI content tools accidentally created an echo chamber of identical voicesWhy engagement is up but conversions are down for so many...
2026-02-1906 minThe Strategic Entrepreneur with Cindy Gordon266: What If Satisfaction Isn't Your Next Milestone? Why Chasing More Is Killing Your Growth.You're always chasing the next offer, the better strategy, the bigger launch. But what if the business you already have is the one worth paying attention to? Selective visibility strategist and business mentor Cindy Gordon shares what she realized while test piloting a retreat at La Paloma Lodge in Costa Rica and why the most strategic move you can make right now might be to stop moving entirely.In this episode, you'll discover:Why entrepreneurs are addicted to chasing the next milestone instead of recognizing current successWhat happens when you pause long enough to actually see...
2026-02-1708 minThe Strategic Entrepreneur with Cindy Gordon266: What Do You Actually Stand For? (Not Your Niche, Your Truth)What Do You Actually Stand For? (Not Your Niche, Your Truth)Everyone's talking about standing out. Unhinged content. Hot takes. Polarizing content. But standing out isn't the same as standing FOR something. One gets attention, the other builds trust. Selective visibility strategist and business mentor Cindy Gordon digs into the question most entrepreneurs have never been asked: what do you actually believe underneath all of it?In this episode, you'll discover:Why the longer you're in business, the easier it is to drift from the thing you actually care aboutThe critical difference...
2026-02-1207 minThe Strategic Entrepreneur with Cindy Gordon264: Why Trust is the New Currency in Online BusinessWhy Trust Is the New Currency: The Real Reason Sales Are Harder Than EverEngagement is up but sales are down. AI made everyone sound the same. Your audience stopped trusting, and you stopped trusting yourself. Here's what's really happening to online businesses right now.In this episode, selective visibility strategist and business mentor Cindy Gordon breaks down the trust crisis hitting online entrepreneurs and why the businesses that rebuild trust first will dominate this new era.In this episode, you'll discover:Why sales are harder, reach is down, and finding the...
2026-02-1009 min
The Strategic Entrepreneur with Cindy Gordon263: Setting Client Boundaries Without Losing BusinessSetting Client Boundaries Without Losing BusinessA client texted at 9 PM. Another ran your call 30 minutes over. You spent an hour compensating for an unhappy client, then 30 minutes stressing about it. Business strategist Cindy Gordon reveals how to refine your boundaries without losing clients - and why clear boundaries actually create better client relationships.In this episode:Why your accessibility is eating into revenue-generating activitiesThe true cost of boundary violations ($350+ per incident)How to create client guidelines that feel professional, not restrictiveWhy boundaries make clients feel more secure, not lessThe...
2026-02-0509 minThe Strategic Entrepreneur with Cindy Gordon262: How to Know If You're Actually Being Productive How to Know If You're Actually Being ProductiveYou worked 10 hours, completed 23 tasks, yet your business is exactly where it was last week. Business strategist Cindy Gordon reveals the difference between motion and progress, and why most successful entrepreneurs are professionally busy but not actually productive.In this episode:The difference between real productivity and motion productivityWhy perfectionism on low-impact tasks steals from high-impact decisionsHow to identify what actually changes your business trajectoryThe warm audience reality check you need to hearThree tests to audit your actual productivityThe u...
2026-01-2008 minThe Strategic Entrepreneur with Cindy Gordon261: The Identity Crisis Nobody Talks About When ScalingThe Identity Crisis Nobody Talks About When ScalingYou could do that task in 30 minutes. The VA would take 2 hours and do it 80% as well. So you do it yourself while strategic planning waits another week. Business strategist Cindy Gordon reveals the identity evolution required when scaling demands you multiply yourself, not just work harder.In this episode:Why delegating feels like betraying what got you hereThe difference between perfect overwhelm and imperfect leverageHow to multiply your voice without losing itWhy knowing every detail becomes impossible at scaleThe identity shift...
2026-01-1508 minThe Strategic Entrepreneur with Cindy Gordon260: The Strategic Pause: Your Most Underused Power ToolThe Strategic Pause: Your Most Underused Power ToolYou're action-oriented, decisive, quick to execute - exactly what built your business. Now those same strengths sometimes create complexity. Business strategist Cindy Gordon reveals how successful entrepreneurs naturally evolve to use the strategic pause as a power tool for major decisions.In this episode:Why the pause is a natural evolution at your level of successHow to use strategic pausing for offer decisions, partnerships, and hiringWhy successful CEOs build pause into their decision processThe difference between "this could work" and "this is...
2026-01-1309 minThe Strategic Entrepreneur with Cindy Gordon259: The CEO Energy Reset: Stop Managing Your Business, Start Leading ItThe CEO Energy Reset: Stop Managing Your Business, Start Leading ItYou're the highest-paid employee in your own business, not the CEO. In this strategic episode, Cindy Gordon reveals the CEO energy reset that saved her business when she was running 5 websites with 11 contractors. Learn the weekly CEO Dashboard practice, daily CEO habits, and the data-driven approach that stops you from second-guessing every decision.In this episode, you'll discover:The difference between CEO energy and employee energy (it's not what you think)The CEO time block that transformed Cindy's businessThe...
2026-01-0513 minThe Strategic Entrepreneur with Cindy Gordon258: The Year-End Review That Actually Feels Good (Your Hidden Wins Revealed)The Year-End Review That Actually Feels Good (Your Hidden Wins Revealed)Your year was better than you think. In this transformative episode, Cindy Gordon teaches the Gain Review Framework that reveals all the small wins you're dismissing - the ones actually driving your growth. Learn how consistency compounds, why boring discipline beats dramatic sprints, and how to build next year on what's already working.In this episode, you'll discover:Why traditional year-end reviews feel terrible (and what to do instead)The 4-part Gain Review Framework that reveals hidden progressHow small...
2025-12-3110 minThe Strategic Entrepreneur with Cindy Gordon257: Measure Backward to Move Forward: The Progress You're MissingMeasure Backward to Move Forward: The Progress You're MissingYou're making more progress than you realize - you're just measuring wrong. In this tactical episode, Cindy Gordon reveals the quarterly gain review system that uncovers hidden progress and builds unstoppable momentum. Learn the exact CEO Dashboard metrics to track weekly and how to turn backward measurement into forward momentum.In this episode, you'll discover:Why measuring against goals keeps you stuck (even when growing)The 5-step Quarterly Gain Review system that changes everything7 CEO Dashboard metrics to track weekly (takes 10...
2025-12-1909 minThe Strategic Entrepreneur with Cindy Gordon256: Why Your Competition Should Be Your Collaboration (The Abundance Revolution)Why Your Competition Should Be Your Collaboration (The Abundance Revolution)What if the people you see as competition are actually your key to growth? In this game-changing episode, Cindy Gordon shares how a travel blogger mastermind taught her that collaboration beats competition every time. Discover the "hype woman method" for turning competitors into collaborators and why supporting others multiplies your own success.In this episode, you'll discover:Why competition is a scarcity mindset keeping you smallThe rising tide principle that grows all businesses fasterHow supporting "competitors" led to 60% of new...
2025-12-1710 minThe Strategic Entrepreneur with Cindy Gordon255: The 7 Money Mindset Myths That Keep You Playing Small (And Broke)The 7 Money Mindset Myths That Keep You Playing Small (And Broke)Your money mindset is sabotaging your success - and you probably don't even know it. In this breakthrough episode, Cindy Gordon exposes the seven money myths programmed into you before age 10 that are keeping you undercharging, over-delivering, and staying broke. Inspired by Jen Sincero's badass approach to wealth, discover how to rewrite your money story.In this episode, you'll discover:Why you turn down high-paying opportunities (it's not modesty, it's programming)The "money is hard" myth that makes you...
2025-12-1511 minThe Strategic Entrepreneur with Cindy Gordon254: Why Your Life Is Draining Your Business… and How to Fix ItThe 5 Life Domains That Fuel Your BusinessYour business doesn't fuel your life - your life fuels your business. In this paradigm-shifting episode, Cindy Gordon reveals the five interconnected life domains that determine business success: Physical Energy, Mental Clarity, Emotional Resilience, Relational Wealth, and Spiritual Alignment. Discover why treating business as separate from life is killing your success.In this episode, you'll discover:Why your lowest-scoring life domain is sabotaging your business growthThe Domain Audit that reveals what's really holding you backHow neglecting any domain creates a downward spiral in...
2025-12-1211 minThe Strategic Entrepreneur with Cindy Gordon253: Stop Trading Time for Money: The Systems That Build Wealth While You SleepStop Trading Time for Money: The Systems That Build Wealth While You SleepMillionaires don't work harder than you - they work differently. In this paradigm-shifting episode, Cindy Gordon exposes the hustle lie and reveals the five systems that actually build wealth. Inspired by Rachel Rodgers' approach to million-dollar businesses, discover why systems, not schedules, create sustainable wealth.In this episode, you'll discover:Why hustle culture is keeping you broke despite working 60+ hoursThe wealth equation that has nothing to do with working harderReal comparison: $75K hustling vs. $250K with systems...
2025-12-1011 minThe Strategic Entrepreneur with Cindy Gordon252: The Moment I Realized I Was Measuring My Success All WrongThe Moment I Realized I Was Measuring My Success All Wrong - The GAP and the GAINFeel like you're never doing enough even when you're crushing it? In this transformative episode, Cindy Gordon reveals why high-achieving entrepreneurs feel constantly behind and how to shift from measuring against impossible horizons to celebrating actual progress. Inspired by Dan Sullivan's gap and gain concept, discover the neuroscience of success measurement.In this episode, you'll discover:Why you feel behind even when you're winning (the measurement trap)The neuroscience of measuring backward vs. forwardHow gap...
2025-12-0810 minThe Strategic Entrepreneur with Cindy Gordon251: You Don't Have to Choose: Both-And Success for Overwhelmed EntrepreneursYou Don't Have to Choose: Both-And Success for Overwhelmed EntrepreneursStop believing the lie that success requires sacrifice. In this game-changing episode, Cindy Gordon reveals how to create "both-and" success instead of exhausting either-or choices. Inspired by Steve Houghton's rich routines philosophy, discover how to have business success AND personal fulfillment without the guilt.In this episode, you'll discover:Why either-or thinking is keeping you exhausted and guiltyThe both-and framework that successful entrepreneurs secretly useHow to create "rich routines" that feed multiple life areas simultaneouslyPractical swaps to turn either-or choices...
2025-12-0512 minThe Strategic Entrepreneur with Cindy Gordon250: The Evolution of the Reality Check MethodEpisode 250: The Evolution of the Reality Check MethodIn this milestone 250th episode, Cindy Gordon shares the 10 reality checks that transformed her from an overwhelmed entrepreneur drowning in chaos to the creator of the Reality Check Method helping thousands bridge the gap from paralysis to action.Discover the three reality checks that started everything, the three that clients credit with changing their businesses, and the three Cindy still needs to hear daily. Plus, the one reality check that defines everything: "You've got this."In this special episode, you'll discover:
2025-12-0310 minThe Strategic Entrepreneur with Cindy Gordon249: Broke-Ass Decisions vs. Million-Dollar Decisions: What You Choose DailyBroke-Ass Decisions vs. Million-Dollar Decisions: What You Choose DailyEvery decision you make is either keeping you stuck or moving you forward. In this raw, honest conversation, Cindy Gordon breaks down the difference between broke-ass decisions (based on fear and scarcity) and million-dollar decisions (based on strategy and abundance) - and why this matters even if your bank account isn't there yet.Inspired by wealth mindset principles from thought leaders like Rachel Rodgers, this episode will make you rethink every choice you make in your business.In this episode, discover:
2025-12-0110 minThe Strategic Entrepreneur with Cindy Gordon248: Black Friday Special: Shopping Your Own Business FIRSTBlack Friday Special: Shopping Your Own Business FirstBefore you open your wallet this Black Friday, pause and ask yourself one question: Have you shopped your own business first? In this timely Black Friday special episode, host Cindy Gordon, creator of the Reality Check Method and execution coach for overwhelmed entrepreneurs, reveals why your next big win might not be in someone else's course - it might be in the Google Drive folder you haven't opened in months.In this episode, you'll discover:Why most entrepreneurs don't need another course...
2025-11-2807 minThe Strategic Entrepreneur with Cindy Gordon247: Pre-Thanksgiving Special: The Permission Slip You Need This HolidayPre-Thanksgiving Special: The Permission Slip You Need This HolidayFeeling like you need to earn your rest before the holidays? This pre-Thanksgiving episode gives you the permission slip you've been waiting for - but probably wouldn't give yourself. Host Cindy Gordon, creator of the Reality Check Method and execution coach for overwhelmed entrepreneurs, reveals why rest isn't something you earn - it's something you require.In this episode, you'll discover:Why "earning rest" keeps you exhausted and resentfulThe 3 Permission Slips every entrepreneur needs this holiday seasonHow to rest without justifying...
2025-11-2609 minThe Strategic Entrepreneur with Cindy Gordon246: Thanksgiving Week Reality Check: Gratitude Without the Guilt Thanksgiving Week Reality Check: Gratitude Without the GuiltGratitude without guilt for overwhelmed entrepreneurs. Cindy Gordon shares how to practice real gratitude during Thanksgiving week without performing or proving you're grateful enough.In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon breaks down why entrepreneurs feel guilty about gratitude - and how to practice gratitude without ignoring the hard stuff or faking cheerfulness you don't feel.You're allowed to be grateful AND exhausted. You can love your business and still feel tired. You can be thankful for clients and s...
2025-11-2408 minThe Strategic Entrepreneur with Cindy Gordon245: Holiday Business Boundaries: Protecting Your Energy for What Matters Holiday Business Boundaries: Protecting Your Energy for What MattersHoliday business boundaries aren't selfish - they're essential. Cindy Gordon shares how to protect your energy during the busy season without burning out or letting your business suffer.In this episode of The Overwhelmed Entrepreneur, business coach Cindy Gordon breaks down how to set Holiday Business Boundaries that actually work - so you can end the year feeling energized instead of needing a three-month recovery.Most entrepreneurs roll into November and December saying yes to everything: last-minute client projects, holiday sales, family o...
2025-11-2109 min