Jason Hall and Jeff Santoro
Investing Unscripted
Welcome to Investing Unscripted, where we ask the hard questions about investing, the stock market, and personal finance. We don't have THE answers, we only have OUR answers.
Author
Jason Hall and Jeff Santoro
Category
Podcast website
Latest episode
Jul 8, 2026
Where to listen?
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Episodes
First Fridays 19: May 2025, Live from Omaha 10.05.2025 1:07:19
This Month’s livestream was live from Omaha, as Jason, Jeff, and Tyler had just returned from the Berkshire Hathaway annual meeting. They discuss the future of Berkshire, especially after the announcement that Warren Buffett will be stepping down as CEO at the end of the year. 00:17 Live from Omaha: Setting the Scene 00:54 Big News: Warren Buffett's Retirement Announcement 02:57 Reactions and Spec...
152. Jason’s Perfect Buffett Prediction 07.05.2025 55:58
Before heading to Omaha for the Berkshire Hathaway Annual Meeting, Jason and Jeff speculated on the company’s future and made reckless predictions about what might happen at the meeting. Now, we get to see if they were right or wrong! 00:39 Preview of Berkshire Hathaway Annual Meeting 01:59 Discussion on Berkshire's Investments and Predictions 04:09 Understanding Berkshire's Business Structure 14...
151. April 2025 Mailbag 30.04.2025 48:51
Jeff and Jason dive into listeners' questions about investment time horizons, optimizing emergency funds, and classifying consumer staples. Key highlights include thoughts on speculative vs. strong conviction positions, the potential pitfalls of using a Roth IRA for emergency funds, and evaluating traditional 'defensive' consumer stocks in today's market. 00:53 Mailbag Time: Answering Your Investi...
Chit Chat Stocks: 2025 Portfolio Shakedown 23.04.2025 1:16:09
This week, Jason and Jeff are happy to present an episode of the Chit Chat Stocks Podcast, where Ryan Henderson and Brett Schaefer analyze their personal investment portfolios. They discuss their top holdings, investment strategies, position sizes, and watchlist picks. If you enjoy this episode, subscribe to the Chit Chat Stocks Podcast anywhere you enjoy podcasts. 00:33 Crossover Episode Announce...
Misfit Monthly 3: Nobody Saw This Coming 20.04.2025 45:34
Jason and Tyler discuss the importance of sound corporate governance, particularly during economic uncertainty such as tariffs. They emphasize conservative investment underwriting and evaluating management incentives. Tyler highlights two professional services firms, FTI Consulting and EXL Services, which can excel in shifting environments. Jason shares recent investments in companies like First S...
150. Ben Carlson Unscripted 16.04.2025 56:18
Jason and Jeff welcome Ben Carlson from Ritholtz Wealth Management, author of A Wealth of Common Sense. The discussion delves into Ben's unique career journey in finance, key investing strategies, and the importance of asset allocation. They also touch on the pitfalls of market timing, the impact of macroeconomic factors, and the burgeoning influence of AI on markets. 00:48 Ben Carlson's Career J...
149. How to Be a Tariffic Investor 09.04.2025 58:36
Jason and Jeff discuss the current market volatility amidst new tariff announcements by President Trump, providing real-time reaction to the whipsaw market behavior and share their strategies for navigating this uncertain period. Jason details his use of options to manage risk and build positions, while Jeff focuses on sticking to his established investing framework. They also explore the implicat...
First Fridays 18. April 2025 05.04.2025 1:08:16
It’s the April livestream, and Jason and Jeff talk about the ongoing tariffs' impact on the market, debating the short- and long-term implications for investors. They emphasize sticking to tried-and-true investment frameworks, especially amidst market volatility. They also dive into recent IPO CoreWeave and talk about the Q1 winner of the 2025 portfolio contest. 01:28 Planning for the Berkshire Ha...
148. March 2025 Mailbag (In April. Because of February) 02.04.2025 57:27
Jason and Jeff answer listener questions about portfolio management, cost basis versus market value, and the importance of understanding one's investments fully. The conversation centers around determining when to add to existing winners versus investing in new opportunities, using QuantumScape as a practical case study. They also explore alternative investment strategies, such as the Calamus ETFs...
Stocks Unscripted: The Trade Desk (TTD) 29.03.2025 28:12
Jason and Jeff discuss The Trade Desk (TTD). They delve into the company's recent quarterly underperformance, the reasons behind its stock drop, and their approach to decision-making in turbulent times. 00:20 Savvy Trader Portfolio Overview 01:15 Focus on The Trade Desk 02:37 The Trade Desk's Recent Performance 04:26 Understanding The Trade Desk's Business Model 07:17 Challenges and Future Outlook...
147. Investing in Housing 26.03.2025 1:01:51
Jason and Jeff explore the vast housing market and its investment opportunities. They discuss the importance of the housing sector and cover a range of topics, including home builders, the impact of aging housing stock, and the benefits of home improvement companies like Lowe's and Home Depot. They also highlight specific stocks and REITs and address the challenges and risks associated with housin...
146. Lessons For Younger You 19.03.2025 50:45
Jason and Jeff discuss the financial lessons they wish they could share with their younger selves. Topics include the importance of understanding compounding interest, automating investments, paying yourself first, and avoiding the pitfalls of cashing out retirement accounts early. They also explore income strategies, mindful spending, and the need to gradually de-risk as retirement approaches. 0...
Rough Cut 13: Is It Over? 18.03.2025 12:19
The S&P 500 hit correction territory last week...and then we had two "green" days in a row? So is the bad part over? ***************************************** Rough Cut theme by Tom McGovern: https://www.tommcgovern.com/ ***************************************** We would love feedback on the show. Share with us at: Email: investingunscripted@gmail.com Twitter: @investingpod Check out our YouTube...
Misfit Monthly 2: The Too Hard Pile 15.03.2025 47:13
In the second episode of Misfit Monthly by Investing Unscripted, Jason and Tyler explore the concept of the 'too hard pile' in investing—companies and sectors that are challenging to understand or outside one's expertise. They discuss the value of intellectual curiosity, the importance of knowing one's limits, and strategies to gradually expand one's circle of competence. 02:18 Understanding the...
145. Being Honest About Your Stocks 12.03.2025 56:09
Jason and Jeff delve into an honest discussion about stocks in their portfolios. The focus is on Enphase, Live Oak Bank, Ryman Hospitality Properties, and MercadoLibre, analyzing their performance, core business operations, key performance indicators, and potential risks. They discuss their investment theses and whether they would buy these stocks today, considering current market conditions. 03:5...
First Fridays 17. March 2025 08.03.2025 1:07:44
In the March livestream, Jason and Jeff discuss the recent market, using options strategies, and pulling underperforming stocks from portfolios. They address audience questions, discuss their most recent stock purchases (Costco for Jeff), and touch upon the use of AI for stock research. Join us on the first Friday of the month (usually) live on YouTube. 04:55 Market Overview and NASDAQ Analysis 06...
144. Do You Even Valuation, Bro? 05.03.2025 55:04
Jason and Jeff delve into the complexities of stock valuation. They examine valuation metrics such as price-to-sales, price-to-earnings, and price-to-free cash flow, discussing how they can provide critical insights into investment decisions. They also highlight the importance of considering both historical and forward-looking financial data, and how different types of companies, from high-growth...
143. February 2025 Mailbag 26.02.2025 53:45
In the February mailbag, Jason and Jeff tackle various listener questions including the pitfalls and strategic uses of options trading, ETFs versus individual stocks, and long-term investment strategies for kids and grandkids. They also explore the significance of return on equity (ROE) and return on invested capital (ROIC), and discuss managing stocks that have skyrocketed in value. 01:52 Mailba...
142. Chris Hill, Unplugged and Unscripted 19.02.2025 50:28
In this episode, Jeff and Jason welcome Chris Hill, renowned podcaster and former Motley Fool Money host, to the show. Chris discusses his new podcast venture, 'Money Unplugged,' which dives into individuals' emotional relationships with money. They explore the importance of understanding one's own risk tolerance and the nuances of financial media headlines. 01:18 Introducing Chris Hill and His Ne...
Misfit Monthly 1: The Big Lessons From 100 Misfit Stocks 15.02.2025 51:42
Welcome to the inaugural episode of Misfit Monthly, brought to you by Investing Unscripted! Join Jason Hall and Misfit Alpha creator Tyler Crowe as they dive into Misfit Alpha, Tyler's investing journey, his methods for finding under-the-radar stocks, and the thematic lessons he's learned profiling nearly 100 'Misfit' companies. They also touch on the importance of management incentives, and commo...
141. Stuff Happens 12.02.2025 57:10
In this episode, Jason and Jeff discuss the volatility and uncertainty in the current market, influenced by factors like tariffs, AI developments, and geopolitical tensions. They delve into the impact of recent events on market performance and the psychological challenges investors face, advocating for long-term, goal-oriented investment strategies and emphasizing the importance of a solid framewo...
First Fridays 16: February 2025 08.02.2025 1:10:08
Jason and Jeff answer questions live during their February First Fridays livestream. Join us live on YouTube at 4 pm on the first Friday of every month, except for when it’s on the second Friday. 03:55 Investing Unscripted: Monthly Recap 08:50 AI and Market Reactions 22:50 AI in Everyday Life 32:46 AI in Sales: Automation and Efficiency 34:33 AI in Contract Review: Real-World Applications 36:48 Th...
140. This is What Risk Looks Like 05.02.2025 1:02:27
In this episode, Jeff and Jason discuss the recent AI market shakeup with special guests Nick and Kasey Rossolillo of Chipstock Investor. The conversation revolves around the unexpected impact of DeepSeek's AI developments, which have caused significant shifts in AI-related stocks. The group explores why companies might spend heavily on high-end AI infrastructure, the potential long-term implicati...
139. Investing Myths and Learning the Wrong Lessons 29.01.2025 1:00:07
In this episode, Jason and Jeff delve into common investing myths and the wrong lessons investors often learn. They explore topics like the misconception of 'house money,' the pitfalls of selling based on short reports, and why avoiding risky stocks entirely can be a mistake. They also discuss the dangers of averaging down without rationale and emphasize the importance of understanding the busines...
138. January 2025 Mailbag 22.01.2025 57:58
It’s the January mailbag. Topics covered include the benefits and risks of investing in preferred shares, comparing metrics for similar companies, and strategies for using options. Have a question you’d like answered? Send it to us anytime! 01:21 Listener Appreciation and Feedback 08:29 Rebalancing and Diversification Strategies 14:35 Preferred Shares: A Worthwhile Investment? 25:02 Understanding...
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