AI to the Sky Podcast
🚀 From Bankruptcy to Top Podcast: AI Is Killing Solo Entrepreneurs (or Is It?) #AIForBusiness #Entrepreneurship
22 Nov 2025
Is AI killing the solo entrepreneur's dream—or is it the greatest equalizer in history? Tracy Brinkmann, host of the top-ranked Dark Horse Entrepreneur podcast, went from bankruptcy and rock bottom to helping thousands of working parents build digital side hustles. Now, he reveals the brutal truth about AI in 2025.What if everything you think you know about AI side hustles is wrong?Tracy has coached hundreds of entrepreneurs through DarkHorseSchooling.com—and he's seeing a dangerous pattern: 80% are using AI tools completely wrong. In this no-BS conversation, we dissect:🎯 The #1 mistake entrepreneurs make with AI marketing (and the real case that cost someone $15K)💰 Why AI forecasting tools promise "one-click success" but miss the 20% that actually matters🚀 The ONLY AI-powered side hustle Tracy recommends for parents with $0 budget and 2 free hours/day⚠️ Which "must-have" AI tool is complete smoke and mirrors (you're probably using it)🧠 Can AI teach resilience—or is that still exclusively human territory?Tracy doesn't sugarcoat it: "Life isn't fair, and participation awards don't feed your family." From managing inventory at 99.4% fill rates for Fortune 500 companies to building a movement for driven entrepreneurs, he knows what separates those who leverage AI successfully from those who get left behind.This episode bridges Silicon Valley AI hype with real-world LATAM entrepreneurship challenges—including the "glocal" AI opportunities everyone's missing.Who should listen:Working parents exploring side hustlesSolo entrepreneurs navigating AI toolsCTOs/founders seeking authentic automation strategiesAnyone who's hit rock bottom and needs a blueprint forwardKey timestamps:0:00 - Warm-up: The AI co-host question2:00 - Is AI killing or democratizing entrepreneurship?4:00 - Biggest AI marketing mistakes (real case study)9:00 - AI-powered side hustles for $0 budget15:00 - Dark Horse mindset: Can AI teach resilience?20:00 - Rapid-fire: 2026 AI predictions & tools26:00 - Tracy's existential answer on entrepreneurship🔗 Connect with Tracy Brinkmann:LinkedIn: https://www.linkedin.com/in/tracybrinkmann/Dark Horse Entrepreneur Podcast: DarkHorseSchooling.com🎧 Listen to AI to the Sky:Spotify: https://open.spotify.com/show/1osH5zgF247KlCrJp4gLZPApple Podcasts: https://podcasts.apple.com/us/podcast/ai-to-the-sky-podcast/id1828276475YouTube: https://youtube.com/playlist?list=PLBowynKIlC5-gse8QNDqeeQchI1jZb7yi💬 Engagement question: What's your biggest frustration with AI tools for your side hustle or business? Drop your answer in the comments—Tracy and I read every single one.🔔 Subscribe for weekly AI insights that transform how you lead, innovate, and build. Hit the bell to never miss an episode!#AI, #ArtificialIntelligence, #SideHustle, #Entrepreneurship, #DigitalNomad, #AIForBusiness, #DigitalMarketing, #PassiveIncome, #TechPodcast, #AIToTheSky, #StartupLife, #SoloPreneur, #WorkFromHome, #AITools, #BusinessGrowth-----------------------------------------------¿La IA está matando el sueño del emprendedor solitario—o es el mayor igualador de la historia? Tracy Brinkmann, host del podcast top-ranked Dark Horse Entrepreneur, pasó de la bancarrota y tocar fondo a ayudar a miles de padres trabajadores a construir negocios digitales paralelos. Ahora revela la verdad brutal sobre la IA en 2025.¿Y si todo lo que crees saber sobre side hustles con IA está equivocado?Tracy ha entrenado a cientos de emprendedores a través de DarkHorseSchooling.com—y está viendo un patrón peligroso: el 80% está usando herramientas de IA completamente mal. En esta conversación sin filtros, diseccionamos:🎯 El error #1 que cometen emprendedores con marketing de IA (y el caso real que costó $15K)💰 Por qué las herramientas de pronóstico con IA prometen "éxito en un clic" pero fallan en el 20% que realmente importa
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