by Jenna Kutcher
When I think about those first few years as an entrepreneur, I see a woman who was so full of fire and determination, but honestly had no idea what she was walking into. And I love her for that! Now, after years of growth, evolution, and yes, plenty of beautiful failures, I can see the patterns so clearly. The places where a little more strategy could've saved her months of spinning her wheels, where better boundaries could've prevented that inevitable crash, where more courage to be seen could've accelerated everything. This episode originally aired a while back, but I'm bringing it back because these lessons feel so relevant right now. Because here's what I've learned: we don't get to skip steps. Every fumble, every pivot, every moment of not having a clue was preparing us for what's next. And if sharing these lessons can help you honor your own journey while maybe sidestepping a few of the more painful detours? That feels like the most beautiful full-circle moment. So whether you're in your own 'figuring it out' era or you're revisiting this with fresh eyes, let's dive in with so much love for the versions of ourselves who were brave enough to begin! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/different Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Spend $250 on your first campaign on LinkedIn Ads and get a free $250 credit for the next oneâno strings attached. Just go to https://www.linkedin.com/goal. Shop SKIMS Fits Everybody collection at http://skims.com/goaldigger! Ready to see what powerful banking can do for your business? Visit http://www.mercury.com/goal to apply in minutes. Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC. The IO Card is issued by Patriot Bank, Member FDIC, pursuant to a license from Mastercard. Working capital loans provided by Mercury Lending, LLC NMLS ID: 2606284.
Have you ever considered that angel numbers, gut feelings, and ârandomâ synchronicities werenât just coincidences⊠but clues? In this episode, Iâm joined by Dr. Tara Swart to talk about the brain science behind intuition, the senses we never talk about, and the forgotten wisdom that could reconnect you with your full potential. Dr. Tara Swart is a neuroscientist with a PhD, a former Oxford-trained medical doctor, a Senior Advisor at MIT Sloan, Chief Science Officer at Dirtea, and the best-selling author of The Source, which has been translated into 38 languages. Sheâs advised high-level leaders across the globe, and this isnât her first time on The Goal Digger Podcast! Check out her interview from 2021 all about the neuroscience of manifestation! Whether you call it your gut, your inner knowing, or something greater, this conversation will give you a new lens on how to make decisions, overcome blocks, and open yourself to whatâs possible. So if youâve ever wondered whether those âsignsâ youâve been noticing are just coincidences or if theyâre trying to tell you something, youâre in the right place! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/science-meets-spirituality-trust-your-gut Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Spend $250 on your first campaign on LinkedIn Ads and get a free $250 credit for the next oneâno strings attached. Just go to https://www.linkedin.com/goal. Shop SKIMS Fits Everybody collection at http://skims.com/goaldigger! Ready to see what powerful banking can do for your business? Visit http://www.mercury.com/goal to apply in minutes. Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC. The IO Card is issued by Patriot Bank, Member FDIC, pursuant to a license from Mastercard. Working capital loans provided by Mercury Lending, LLC NMLS ID: 2606284.
What if the most transformative mastermind of your life didnât cost a dime and didnât require matching notebooks, a private chef, or a keynote speaker? A few weeks ago, I did a mastermind in Chicago, and I want to talk to you about what made it one of the most powerful days of my year. In todayâs episode, Iâm going to unpack what a mastermind really is, why itâs different from just networking or hopping on another coffee chat, how you can create one that works for you, and why this kind of space might be the exact thing you didnât even know you were missing. Click play and letâs chat about the easiest way to build your dream business network⊠for free! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/build-your-dream-business-network-for-free Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Spend $250 on your first campaign on LinkedIn Ads and get a free $250 credit for the next oneâno strings attached. Just go to https://www.linkedin.com/goal. Shop SKIMS Fits Everybody collection at http://skims.com/goaldigger! Ready to see what powerful banking can do for your business? Visit http://www.mercury.com/goal to apply in minutes. Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC. The IO Card is issued by Patriot Bank, Member FDIC, pursuant to a license from Mastercard. Working capital loans provided by Mercury Lending, LLC NMLS ID: 2606284.
AI is everywhere: writing emails, building sales pages, and even outlining courses. So does that mean your expertise isnât needed anymore? Absolutely not! In this conversation with Amy Porterfield, weâre breaking down how AI is actually helping course creators succeed, and how your human story, experience, and voice are still the most powerful tools in your business. If youâre new to Amy, sheâs the queen of helping everyday people turn their knowledge into profitable online courses. Sheâs all about freedom, fulfillment, and showing you how to build a business that actually fits your life! And right now, sheâs hosting a private live experience called Course Confident: a bootcamp designed to help you get crystal clear on what you could teach, who itâs for, how to price it, and how to actually show up and sell it with confidence. Grab your seat at jennakutcher.com/bootcamp! Now, if youâve been wondering, âIs it still worth it to create a course?â this episode is your answer. Click play and be sure to sign up for the bootcamp at http://jennakutcher.com/bootcamp! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/ai-online-course-launch-2025 Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Spend $250 on your first campaign on LinkedIn Ads and get a free $250 credit for the next oneâno strings attached. Just go to https://www.linkedin.com/goal. Shop SKIMS Fits Everybody collection at http://skims.com/goaldigger! Ready to see what powerful banking can do for your business? Visit http://www.mercury.com/goal to apply in minutes. Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC. The IO Card is issued by Patriot Bank, Member FDIC, pursuant to a license from Mastercard. Working capital loans provided by Mercury Lending, LLC NMLS ID: 2606284.
What if you could count on consistent income every single month without hustling harder, chasing the algorithm, or launching yourself into burnout? In this episode, Iâm pulling back the curtain on five ways to finally make that happen. Iâm also going to tell you whatâs worked best for me and for so many other entrepreneurs starting from scratch. The systems that turn scattered schedules and inconsistent paychecks into predictable income you can count on. Because yes, itâs possible: you CAN have peace, profit, and purpose without more pressure! Click play and letâs get into it! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/consistent-monthly-income-in-business Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Spend $250 on your first campaign on LinkedIn Ads and get a free $250 credit for the next oneâno strings attached. Just go to https://www.linkedin.com/goal. Shop SKIMS Fits Everybody collection at http://skims.com/goaldigger! Ready to see what powerful banking can do for your business? Visit http://www.mercury.com/goal to apply in minutes. Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC. The IO Card is issued by Patriot Bank, Member FDIC, pursuant to a license from Mastercard. Working capital loans provided by Mercury Lending, LLC NMLS ID: 2606284.
Ever feel like youâre doing everything for everyone and still falling short? Thatâs the mental load, and it might be silently sabotaging your business, your relationships, and your sanity. Todayâs guest is Dr. Morgan Cutlip: a psychologist, relationship expert, and author on a mission to help women feel whole, light, and deeply connected in all their relationships. With a PhD in psychology and a knack for translating research into real-life solutions, sheâs helped hundreds of thousands of people navigate the complexities of love, family, and partnership. Her books Love Your Kids Without Losing Yourself and her upcoming title A Better Share tackle the emotional and mental responsibilities women disproportionately carry, especially when it comes to marriage, motherhood, and yes, running a business. If youâve ever wondered why youâre burnt out even when your partner or team is âhelping,â or if youâve struggled to balance being a boss and being present at home, this conversation is for you. Weâre diving into how the mental load affects your business, your boundaries, and your personal life, and what you can do to take some of that weight off. Want to go deeper? Pre-order Dr. Morganâs brand new book, A Better Share: How Couples Can Tackle The Mental Load for More Fun, Less Resentment, and Great Sex now! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/emotional-labor-and-burnout-women Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger and keep your business protected. Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER. Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!
Letâs flip the roles, Goal Diggers: today, YOU get to guide the conversation! I asked you to call in with your questions about business, life, creativity, burnout, strategy⊠Really, anything youâre walking through right now. And you showed up with such incredible honesty, depth, and curiosity. In this episode, Iâm answering your real questions. We cover everything from pivoting your business when youâre scared to let go of whatâs working, navigating grief while building something meaningful, handling burnout, organizing your growing testimonials, and whatâs been giving me life outside of work lately. Youâll hear stories, strategies, and some honest behind-the-scenes of whatâs felt really hard (and really good!) for me lately. And if youâre listening and thinking, âWait, I have a question too!â, good news! I want to hear from you. If you want your voice featured on an upcoming episode, just call me at 218-203-9660 and leave a voicemail with your question. Seriously, donât overthink it⊠just speak from the heart and you might be part of the next AMA episode! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/ask-me-anything-jenna-kutcher-august-2025 Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger and keep your business protected. Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER. Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!
Have you ever wondered why it feels harder to build a business as a woman? Itâs not just you, and Anna Gifty has the stats to prove it. This conversation will explain exactly why⊠and what we can do about it. Anna is a Harvard-trained economist and the author of The Double Tax, a bold new book that breaks down the invisible costs womenâespecially women of colorâpay just to participate in society. But what makes this conversation essential for entrepreneurs? Anna shows how these âtaxesâ sneak into your business, your brand, your pricing, your funding, your time, and what you can do to push back. From the cost of motherhood to beauty standards in the workplace to why generational wealth-building still feels out of reach, this episode is a masterclass in economic empowerment. And itâs not just theory; Anna gives us the tools to change things. If youâre building a business and wondering why it still feels this hard or you want to be part of rewriting the rules, this conversation is your permission slip and your playbook. And if you want to dive deeper into this topic, order your copy of The Double Tax here: https://annagifty.com/thedoubletax Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/hidden-cost-of-being-a-woman-in-business Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger and keep your business protected. Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER. Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!
If youâre anything like me, youâve felt that internal nudge: that quiet but persistent pull that says somethingâs changing. Maybe youâre shifting directions in your business, pivoting your offers, or simply stepping into a new version of yourself. And when that happens, your brand should evolve right along with you! In this episode, Iâm walking you through how to thoughtfully align your brand with who you are becoming, without confusing your audience or losing momentum. From rewriting your mission to doing a full content audit, adjusting your strategy, and letting your people in on the journey, weâll cover it all! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/brandevolution Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger and keep your business protected. Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER. Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!
Your website isnât a ânice to haveâ, itâs one of your most powerful business tools. In this conversation with Jen Olmstead, we reveal how to turn your site into an investment that pays you back: attracting the right people, making you money, and finally feeling like you. Jen Olmstead is a brand and web designer, a visual storyteller, and a certified type nerd whoâs made it her mission to create online spaces people actually want to explore. Sheâs also the co-founder of TONIC SITE SHOP: home of the most stunning, cocktail-inspired website templates for modern, stylish creatives. What I love about Jenâs work is how it combines aesthetics and strategy in a way that helps you build a website that actually works, meaning that it attracts the right people, tells your story clearly, and converts visitors into paying clients or customers. And it does all of that while you live your life, step away from your screen, and finally stop feeling like you have to be âonâ all the time! So whether youâve been duct-taping your site together or you donât have one at all yet, this episode is for you. If youâre ready to give your website a major glow-up after this convo, you can shop TONIC templates at http://www.jennakutcher.com/tonic and use the code JENNASENTME to get 15% off any template. Because you deserve a website that works while you rest! Thatâs http://www.jennakutcher.com/tonic! Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/simple-website-strategy-to-sell-more Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger and keep your business protected. Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER. Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!
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