{"podcast":{"title":"Trail-Boss Radio: AI, Tech & Digital Independence","slug":"trail-boss-radio-ai-tech-digital-independence-7780171","podcast_index_feed_id":7780171,"rss_url":"https://feed.podbean.com/johnsondanny866/feed.xml","website_url":"https://johnsondanny866.podbean.com","image_url":"https://pbcdn1.podbean.com/imglogo/image-logo/22164729/trail-boss-radio.jpg","author":"Dan Johnson | Trail-Boss Radio","episode_count":348,"summary":"”The campfire is lit, and the trail is clear. Welcome to the outpost for the Sovereign Owner.” Hosted by Dan ”Trail-Boss” Johnson, a 42-year sheet metal technician and logistics expert turned digital pioneer, Trail Boss Radio is the blueprint for the ”Encore Entrepreneur”. We are moving beyond the cold, algorithmic efficiency of ”rented” gig apps and reclaiming our independence in the Wild Wild West of 2026. Whether you are navigating the high-stakes highways of North Texas in a modern stagecoach or scaling an AI-driven empire from a minivan, this podcast delivers the technical grit and ”Vibe Coding” strategies needed to replace money with imagination. Join a global crew of listeners from Japan to Norway as we discuss: Sovereign Ownership: Evicting algorithmic landlords and building your own digital cash register. Logistics Resilience: Leveraging decades of trade precision to engineer a business that lasts. The Favorite Factor: Turning ”app metrics” into a loyal, private client base under the iLyft4U banner. Digital Anthropology: Mastering the human connection and ”Campfire Stories” that algorithms cannot replicate. The frontier belongs to those who own the infrastructure. It’s ti…","last_synced_at":"2026-07-25T22:18:37.076180+00:00","page_url":"https://stenobird.com/podcast/trail-boss-radio-ai-tech-digital-independence-7780171"},"episode":{"title":"How Black Monday Broke the Stock Market","slug":"how-black-monday-broke-the-stock-market","published_at":"2026-07-08T22:00:05+00:00","page_url":"https://stenobird.com/podcast/trail-boss-radio-ai-tech-digital-independence-7780171/how-black-monday-broke-the-stock-market","show_page_url":"https://stenobird.com/podcast/trail-boss-radio-ai-tech-digital-independence-7780171","url":"https://johnsondanny866.podbean.com/e/how-black-monday-broke-the-stock-market/","audio_url":"https://mcdn.podbean.com/mf/web/7hepzypn37pewkst/How_Black_Monday_Broke_the_Stock_Market.mp3","summary":"How Black Monday Broke the Stock Market On October 19, 1987, the Dow Jones Industrial Average dropped over 22% in a single day — the largest one-day percentage crash in stock market history. Trail Boss Dan Johnson breaks down what happened on Black Monday, why it happened, and what it still teaches investors today about panic, program trading, and the danger of following the crowd instead of a plan. Questions this episode answers: What caused the Black Monday stock market crash of 1987? How much did the stock market drop on Black Monday? What is program trading and how did it contribute to the crash? What can investors learn from past market crashes? How do you protect a portfolio during a market downturn? History doesn't repeat, but it rhymes — and the same discipline that gets investors through a crash is what we're building live, one week at a time, in the $100 Experiment. Follow along and see the Trail Boss Baseball Portfolio System in action at unbridlednation.com/investing. Continue the Trail Boss Journey 🌐 Unbridled Nationhttps://UnbridledNation.com Explore practical lessons on ownership, entrepreneurship, technology, and lifelong learning. 🌐 Trail Boss Investinghttps://UnbridledNation.com/investing Follow the Trail Boss Investing Project as we simplify ETFs, REITs, dividend investing, portfolio construction, and long-term investing through open-source education. 🌐 Unbridled Tech Academyhttps://UnbridledTechAcademy.com Learn AI, websites, entrepreneurship, and digital business through a modern apprenticeship focused on learning how to think. 🌐 iLyft4Uhttps://iLyft4U.com Discover how today's work can help fund tomorrow's opportunities and build lasting ownership. 🎙️ Subscribe to Trail Boss Radio and join the Trail Boss Open-Source Experiment as we explore investi…","meta_description":"How Black Monday Broke the Stock Market On October 19, 1987, the Dow Jones Industrial Average dropped over 22% in a single day — the largest one-day perce…","key_points":[],"chapters":[],"topics":[],"duration_seconds":1265,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/trail-boss-radio-ai-tech-digital-independence-7780171/episodes/how-black-monday-broke-the-stock-market/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/trail-boss-radio-ai-tech-digital-independence-7780171/how-black-monday-broke-the-stock-market.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}