
Investing Unscripted
This is The Investing Unscripted Podcast, where we ask the questions that matter to investors.
If you have feedback for the show, you can email investingunscripted@gmail.com or follow the show on Twitter: @InvestingPod
Subscribe to our newsletter: https://investingunscripted.beehiiv.com/subscribe
Latest episodes

Jul 19, 2025 • 45min
Misfit Monthly 5. AI Isn’t a Dot-Com Bubble
In this episode of Misfit Monthly, Jason and Tyler discuss the possibility of an AI bubble, exploring historical market bubbles, investor behavior, and how to stay disciplined in the current investment landscape.01:28 The Concept of Investing Therapy03:49 Understanding Market Bubbles07:03 The Dot-Com Bubble and Its Lessons09:12 Comparing AI to Past Bubbles15:33 The Role of Investor Psyche in Market Bubbles17:27 Promotional Segment: Fiscal.ai and Chitchat Stocks Podcast18:56 Reflecting on the Dot-Com Bubble and SPACs21:47 Market Highs and AI Speculation22:53 The AI Bubble Debate25:22 Nvidia's Role in AI28:15 Historical Comparisons and Market Dynamics30:55 Investor Strategies and Market Outlook35:44 Valuation Perspectives and Final Thoughts*****************************************Check out Tyler's Misfit Alpha at https://www.misfitalpha.com/unscripted Follow Tyler on BlueSky: https://bsky.app/profile/misfit-alpha.bsky.socialJoin our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at finchat.io, visit https://fiscal.ai/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jul 16, 2025 • 56min
162. Starting from Scratch
Jason and Jeff discuss the lessons they've learned from years of investing, recount their early financial missteps, and explore what they would do differently if they had to start their investment journeys from scratch today.00:36 Starting from Scratch: A New Investor's Journey01:33 Reflecting on Past Mistakes and Learning02:37 Investing in Your Early Twenties vs. Now03:19 Adapting Investment Strategies Over Time16:04 The Importance of Automating Savings23:30 Earnings Growth and Financial Success30:50 Understanding Compounding and Inflation32:58 Teaching Financial Literacy to Kids34:09 Reflecting on Investment Strategies35:07 The Role of Humility in Investing38:58 Starting Over: Portfolio Strategies42:10 Rolling Over Retirement Accounts49:25 Aligning Finances with Values52:53 Frameworks vs. Rules in Financial PlanningCompanies mentioned: AAPL, CRWD, KNSL*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jul 13, 2025 • 1h 3min
First Fridays 21. July 2025
In this month’s livestream, Jason and Jeff discuss the Q2 portfolio contest winner, the recent performance of SoFi and QuantumScape, and share their economic predictions amidst ongoing tariff talks.00:32 First Friday Live Stream Tradition01:16 Engaging with the Audience01:27 Investing Unscripted 2025 Portfolio Contest02:44 Discussing Rocketing Stocks: SoFi and QuantumScape04:13 SoFi: A Deep Dive16:22 QuantumScape: The Future of Solid-State Batteries30:41 Balancing Index Funds and Individual Stocks33:22 Retirement Stock Strategies34:02 Conviction in Individual Stocks35:04 Best Performing Stocks Discussion36:42 Portfolio Contest Review40:30 Charity Donation Announcement43:05 Economic Predictions and Tariffs50:19 Portfolio Adjustments and Crypto Thoughts55:28 Dividend Stocks and REITs58:37 Retail Investors and Market SpeculationCompanies mentioned: NVDA, SOFI, QS*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jul 9, 2025 • 45min
161. Concentration vs. Diversification
Jason and Jeff discuss concentration vs. diversification in investing, examine personal factors like risk tolerance and time. The conversation includes their own investment journeys and how portfolios can become more concentrated over time. 01:36 Main Topic: Concentration vs Diversification01:43 Warren Buffett vs Peter Lynch03:38 Berkshire Hathaway's Portfolio04:48 Personal Investment Strategies07:23 Temperament and Risk Tolerance10:42 Portfolio Management Examples19:52 Learning Through Experience24:18 Learning from Mistakes24:40 Starting with ETFs25:47 Mindset and Risk27:32 Diversification Strategies33:47 Portfolio Management42:56 Listener Engagement and ResourcesCompanies mentioned: MELI, ODFL, PYPL, ROKU, S, TREX, TSLA, WOLF*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jul 2, 2025 • 60min
160. Finding Long-Term Value With Short-Term Tools
Jason and Jeff discuss how to manage long-term investment strategies with short-term information. Inspired by a Patreon member's question, they delve into the challenges investors face when trying to balance immediate news and quarterly reports with the vision of holding stocks for decades. 00:15 The Origin of Today's Topic00:53 Balancing Short-Term Information with Long-Term Goals02:17 John's Suggestion and Our Approach04:44 Identifying Long-Term Value Drivers05:03 Secular Tailwinds and Industry Analysis06:44 Challenges in Renewable Energy and EVs11:18 Competitive Advantages in Investing13:55 Economic Moats and Market Disruptions23:23 Resilience to Economic Conditions28:03 Healthcare Technology and Long-Term Trends31:50 Discussing Intuitive Surgical's Long-Term Growth36:06 Amazon's Strategic Spending and Long-Term Vision39:00 Meta's Year of Efficiency and Market Recovery40:03 Evaluating Enphase and CrowdStrike's Market Position52:56 Investment Strategies and Portfolio ExamplesCompanies mentioned: AAPL, AMZN, BA, COST, CRWD, ENPH, FSLR, GOOG, ISRG, KO, MELI, MMM, ORLY, TSLA, NIO, S, SEDG, STEM*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jun 25, 2025 • 47min
159. Alex Morris: Buffett and Munger Unscripted
Jason and Jeff welcome Alex Morris, a second-time guest and author of 'Buffett and Munger Unscripted.' The trio discusses the significance of Berkshire Hathaway meetings and the making of Alex's book. They delve into Warren Buffett's and Charlie Munger's investment philosophies, the evolution of their strategies, and how individual investors might apply these lessons. 01:03 Introducing the Guest: Alex Morris02:05 Discussing Alex's Book: Buffett and Munger Unscripted06:07 Insights on Berkshire Hathaway and Investing09:52 Buffett and Munger's Investment Philosophy14:29 Personal Reflections on Investing20:15 The Future of Berkshire Hathaway23:21 The Challenge of Excess Cash24:37 Buffett's Cash Philosophy25:33 Future of Berkshire's Capital Allocation36:23 The Influence of Buffett and MungerCompanies mentioned: AAPL, BRK.B, KO, MRKL*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at finchat.io, visit https://finchat.io/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jun 21, 2025 • 36min
Misfit Monthly 4: Jeff Was Right
Jason and Tyler discuss market efficiency, referencing Cliff Assnes's paper on the 'Less Efficient Market Hypothesis.' They explore value investing, the influence of social media on market behavior, and strategies for individual investors. The hosts emphasize the importance of exploring under-the-radar stocks and maintaining a mix of index funds and individual picks, advocating for thoughtful, long-term investment strategies.01:03 Discussing the Previous Episode: Finding an Edge01:29 The Less Efficient Market Hypothesis08:06 Efficient Market Theory Explained13:05 Growth vs. Value Investing19:47 The Influence of Social Media on Investing27:08 Misfit Alpha and Investing StrategiesLink to Cliff Asness' report: https://www.aqr.com/Insights/Perspectives/The-Less-Efficient-Market-Hypothesis *****************************************Check out Tyler's Misfit Alpha at https://www.misfitalpha.com/unscripted Follow Tyler on BlueSky: https://bsky.app/profile/misfit-alpha.bsky.socialJoin our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jun 18, 2025 • 52min
158. Flyover Stocks Unscripted
Jason and Jeff chat with Todd Wenning, founder of KNA Capital and creator of the Flyover Stocks newsletter. They discuss Todd's origin story in investing, the importance of management and company culture in evaluating investments, and how durable competitive advantages play a role. The conversation also explores the current economic landscape, strategies for navigating market volatility, and offers advice for retail investors. 00:51 Introducing the Guest: Todd Wenning02:21 Todd's Origin Story in Investing05:00 The Birth of Flyover Stocks05:17 The Importance of Writing in Investing11:01 Evaluating Companies: Management and Moats15:02 Navigating Uncertain Times21:29 Economic Moats and Competitive Advantages26:15 Understanding Pricing Power and Market Positioning26:41 Case Study: Admiral Group's Cost Obsession27:51 Cost Advantage vs. Differentiation29:51 Flyover Stocks and Advisory Services32:49 Balancing Long-Term Investments with Short-Term Challenges37:53 The Importance of Communication in Investment Advisory44:14 Lightning Round: Best and Worst Investments46:36 Retail Investors: Patience and Sentiment Analysis49:11 Final Thoughts and Advice for Retail InvestorsCompanies mentioned: AMZN, EBAY, GO, KO, META, OAK.B, ORLY, TTDCheck out Flyover Stocks: https://www.flyoverstocks.com/Check out KNA Capital: https://www.kna-capital.com/*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at finchat.io, visit https://fiscal.ai/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jun 14, 2025 • 1h 2min
First Fridays 20. June 2025
It’s the June First Fridays (on the second Friday) and we discuss the economic impact of recent global events, ethical considerations in investing, the potential implications of tariffs, and interact with our live audience. Subscribe to our Patreon to get notified of the next livestrem.02:16 Discussing Recent News Events04:17 Ethics in Investing13:15 Community Shoutouts and Comments18:45 Market Predictions and Strategies31:24 Market Predictions and Company Resilience33:27 Tobacco Stocks and Moral Dilemmas34:53 Savvy Trader Picks and Apology39:40 TransMedics: Revolutionizing Organ Transplants44:27 Tesla RoboTaxi Speculations53:27 Public Portfolio Contest Update58:36 Earnings Season Surprises*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at finchat.io, visit https://finchat.io/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest

Jun 11, 2025 • 48min
157. Market Vibes 2025
Jason and Jeff delve into the volatile market landscape of 2025. They discuss the implications of tariffs, inflation, and their personal investment strategies during turbulent times.02:29 Market Trends and Personal Portfolio Insights07:26 Tariffs and Their Impact on the Market17:28 Investor Strategies and Market Reactions24:54 Reflecting on Market Timing and Cash Management25:48 Changing Investment Strategies Over Time26:21 Challenges of Building Cash Reserves26:29 Debating Cash Deployment Systems27:19 Market Volatility and Investment Decisions29:13 Balancing Cash and Stock Investments31:42 Inflation and Market Reactions39:25 Concerns Over Government Debt and Bond YieldsCompanies mentioned: ASML, BBB, BEP, FSLR, KNSL, LOB, WD, WRBY*****************************************Join our PatreonSubscribe to our portfolio on Savvy Trader *****************************************Email: investingunscripted@gmail.comTwitter: @InvestingPodCheck out our YouTube channel for more content: ******************************************To get 15% off any paid plan at finchat.io, visit https://finchat.io/unscripted******************************************Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube******************************************2025 Portfolio Contest2024 Portfolio Contest2023 Portfolio Contest