

Investing Unscripted
Jason Hall and Jeff Santoro
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.
We don't have THE answers, we only have OUR answers.
Episodes
Mentioned books

Aug 17, 2025 • 1h 3min
First Fridays 22. August 2025
In the August livestream, Jason and Jeff answer questions live, discuss notable earnings reports from the last month, and provide an update on the Investing Unscripted portfolio contest.01:21 Viewer Interaction and Comments02:50 Market Vibes and Economic Outlook15:50 Earnings Season Insights25:31 Confluent and Outset Medical Discussion33:07 Investment Strategies and Position Sizing35:34 UnitedHealth and Berkshire's Investment Moves40:29 Portfolio Contest Update46:00 Tobacco Stocks and Meme Stocks Discussion48:51 QuantumScape's Progress and Potential51:36 Airbnb's Growth and Challenges57:19 Enphase Energy and Solar Market InsightsCompanies mentioned: ABNB, CFLT, ENPH, OM, TTD, UNH, 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

Aug 13, 2025 • 51min
166. Ruining a Perfectly Good Investment
Jason and Jeff discuss the impacts of strategic business shifts in companies like Airbnb, Amazon, Netflix, and Tesla, examining which moves added value, which ones did not, and where the jury is still out.01:27 Airbnb Investment Discussion02:38 Airbnb's Future and CEO Analysis05:15 Challenges and Opportunities for Airbnb13:52 Successful Business Transformations14:31 Amazon's Strategic Moves21:12 Microsoft's Resurgence26:38 The Impact of the iPhone on Apple's Future26:56 Microsoft's Struggles with Innovation27:19 Steve Ballmer's Infamous Moment28:01 Berkshire Hathaway: A Unique Conglomerate30:42 Under Armour's Rise and Fall33:27 Shopify's Strategic Decisions36:24 Companies with Uncertain Futures45:10 Tesla: The Ultimate Story StockCompanies mentioned: ABNB, AMZN, BRK.B, CPNG, MELI, MSFT, NFLX, SBUX, SHOP, SOFI, TSLA, UA*****************************************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

Aug 6, 2025 • 53min
165. Are You Putting Too Much in Your 401(k)?
Jason and Jeff discuss optimizing investment strategies, evaluating contributions to 403(b) and 401(k) plans versus Roth IRAs and brokerage accounts, and tackle personal finance essentials such as building an emergency fund, managing taxes, and saving for college.00:54 Understanding 403(b) and Investment Strategies02:49 Balancing Tax-Deferred and Taxable Accounts11:45 Emergency Funds and Financial Safety Nets16:24 Maximizing Employer 401(k) Matches19:23 Tracking Expenses and Adjusting Contributions25:14 Alternative Investment Strategies27:19 Tax Implications of Roth and 401k Withdrawals27:54 Strategizing Contributions: Roth vs. 401k28:58 Employer Contributions and Taxable Brokerage Accounts29:26 Advice for Younger Investors30:47 Issues with 401k and 403b Plans34:18 Alternative Investment Strategies35:01 Saving for College: Different Perspectives41:19 Balancing Investments for Flexibility43:21 Tax Considerations in Investment StrategiesCompanies mentioned: NVDA, 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 30, 2025 • 52min
164. July 2025 Mailbag
Jason and Jeff dive into diverse investing questions from listeners and their Patreon members, offering insights on holding stocks in a bear market, the benefits of dividend stocks, the impact of macroeconomic factors like inflation on investment philosophy, and more, while also sharing personal anecdotes and practical advice.00:19 Mailbag Episode Introduction00:57 Question 1: Holding Stocks in a Bear Market11:47 Question 2: Dividend Investing Strategies20:15 Question 3: Stable Coins and Payment Networks26:21 Comprehensive Stock Research and Podcast Overview26:52 Stable Coins and Streaming Services Analogy28:01 The Future of Stablecoins and Blockchain30:06 Impact of Inflation on Investment Philosophy32:15 Interest Rate Environment and Investment Decisions36:41 Dealing with Disinterest in Active Investing43:38 Strategies for Drawing Down Investments in Retirement48:50 Spam Comment of the Month and Closing RemarksCompanies mentioned: MA, V*****************************************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 23, 2025 • 42min
163. Nick Maggiulli’s The Wealth Ladder
Jason and Jeff interview Nick Maggiulli, author of 'The Wealth Ladder,' discussing different levels of wealth, personal finance strategies, and the role of income and investments in building wealth over time.00:25 Introducing the Guest: Nick Majuli02:29 Nick Maggiulli’s Background and Journey05:44 The Importance of Income in Wealth Creation09:38 The Wealth Ladder: Levels and Strategies16:03 Frameworks and Financial Decision Making21:16 Reflections on Wealth and Time23:34 Analyzing Wealth Mobility24:35 The Impact of Age on Wealth Accumulation26:54 Challenges Faced by Younger Generations28:54 Adapting to Market Changes34:13 The Role of Writing in Financial Understanding37:26 Personal Investment Strategies*****************************************Buy The Wealth Ladder here: https://www.amazon.com/Wealth-Ladder-Proven-Strategies-Financial/dp/0593854039Of Dollars and Data Newsletter: https://ofdollarsanddata.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 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 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


