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Investing Unscripted

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Rating
★★★★★
4.9
from
109 reviews
This podcast has
288 episodes
Language
English
Explicit
No
Date created
2022/08/04
Latest episode
2026/10/21
Average duration
59 min.
Release period
6 days

Description

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.

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Check latest episodes from Investing Unscripted podcast


228. October 2026 Mailbag
2026/10/21
In this October 2026 Mailbag, Jason and Jeff tackle listener questions on portfolio management, sector consolidation, and the psychology of holding laggards while the broader market sits near all-time highs. They evaluate whether Zeta Global's business intelligence tools pose a threat to TJX Companies' off-price retail moat, debate how to narrow down starter positions across housing and renewable energy stocks like Meritage Homes, Enphase, and First Solar, and dissect what to do when former long-term winners like MercadoLibre, Netflix, and Axon go through painful drawdowns. Plus, Jeff breaks down how doubling down on Texas Instruments at the bottom of the semiconductor cycle turned a 30% loser into a market-beating position.   01:15 Mailbag Kickoff 03:15 Housekeeping And Plugs 03:50 Zeta Vs TJX Question 08:42 Handling Stock Laggards 11:53 Conviction And Position Size 15:22 Diversification And Rebalancing 19:02 When To Sell For Cash 19:51 Consolidating Housing Bets 20:52 Homebuilders and Rate Cycles 22:03 Picking Strong Builders 23:10 Energy Picks and Brookfield 23:54 Enphase vs First Solar 24:46 Powering the AI Boom 25:37 Portfolio Strategy Options 27:35 Renewables Reality Check 29:21 Harry Portfolio Lagging 30:54 Winners Down From Highs 33:11 Reassess and Add Conviction 34:17 Axon as Case Study 35:08 Averaging Down Wisely 37:15 Businesses Change Over Time 39:31 Texas Instruments Numbers 41:17 Smooth Shill Callback 41:54 Mailbag Wrap and Reviews Companies mentioned: ADBE, ADDYY, AXON, BEP, BEPC, BN, CROX, DFH, ENPH, FSLR, GRBK, ISRG, KNSL, LGIH, LULU, MDB, MELI, MTH, NFLX, ODFL, PYPL, RKT, TJX, TMDX, TSCO, TSM, TTWO, TXN, UA, UAA, VICI, VST, Z, ZETA, ZG   Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
227. Should You Still Own Bonds?
2026/10/14
In this episode, Jason and Jeff tackle the often-misunderstood world of fixed income to answer a critical question: Should you still own bonds? The hosts break down exactly why bond funds were decimated in 2022, the mechanics of the inverse correlation between interest rates and bond prices, and the vital difference between holding bond funds versus holding individual bonds to maturity. Finally, they explore why the current 5% yield environment makes fixed income a compelling wealth-preservation tool for investors looking to lock in their gains from the AI stock boom. 01:27 Soccer Versus Baseball 04:10 Why Bonds Now 05:36 Patreon Shoutouts 07:46 Rates Inflation And Stocks 15:07 Bond Crash Explained 19:42 Bond Funds Versus Bonds 21:31 Stocks Bonds And Allocation 23:26 Bonds Risk Basics 24:46 Why Bonds Now 25:30 Rates Perspective Shift 28:11 Fixed Income Case 30:22 Interest Rate Risk 32:18 Bond Types Explained 34:44 Junk Bond Reality 36:51 Bonds Versus Cash 38:30 Duration And Timeframes 42:32 Target Date Simplicity 45:34 Bond Selloff In Context 47:19 Yield Math Matters 49:54 Wrap Up And Disclaimers Companies mentioned: AAPL, BND, BRK.B, HD, MCD, META, MSFT, TJX Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
226. Investing Unscripted, Unscripted
2026/10/07
In this completely unscripted episode, Jason and Jeff tackle the broad economic vibes surrounding the market’s resilience despite mounting geopolitical and macroeconomic uncertainty. The duo debates whether the normalization of sports betting and prediction markets is quietly threatening the culture of long-term stock investing. Plus, they unpack the complicated psychology of adding to massive winners, analyzing why Jason is considering a starter position in Broadcom despite its stretched valuation, and evaluating whether QuantumScape’s latest manufacturing pivots are a sign of commercial maturity or a yellow flag for a cult stock. 00:52 Show Vibe and Housekeeping 03:04 Market Vibes and Expectations 07:14 Gambling Culture Concerns 11:30 AI Fatigue and Speculation 16:43 Radar Stocks and Idea Generation 21:06 QuantumScape Deep Dive 24:40 Concerns About Cult Stocks 27:06 Covered Calls Rules 28:12 QuantumScape Shares Trap 29:21 When Not To Sell Calls 31:13 Meme Stock Vibes 32:30 QuantumScape Bull Case 35:14 Go To Market Pivot 38:40 Broadcom AI Thesis 43:31 Valuation And DCA 45:36 VMware Buffer Debate 47:49 Long Term AI Outlook 51:25 Podcast Plug And Wrap Companies mentioned: AAPL, ASML, AVGO, BE, CMCSA, CSCO, DIS, GOOG, GOOGL, META, MSFT, NVDA, PLUG, QS Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
First Fridays 35. October 2026
2026/10/05
In the October 2026 First Fridays live stream, Jason and Jeff explore the broader macro vibes surrounding corporate fraud and regulatory boundaries, contrasting today's headlines with the Wild West of 1920s Wall Street. The duo unpacks CareTrust REIT's massive $1.2 billion expansion into the UK, evaluating the enduring power of the "aging baby boomer" demographic tailwind. Later, they debate how quickly "agentic AI" will disrupt e-commerce habits for companies like Amazon and Airbnb, and dissect why Zoom's shrinking enterprise base makes the stock virtually uninvestable despite its free cash flow. 01:56 Wrigley Field Promo Clip 02:52 Chat Greetings and Baseball Talk 06:30 Market Vibes Everything Is Fraud 08:04 Incentives and Man City Case 12:39 Old Wall Street Fraud History 17:29 CareTrust REIT UK Expansion 18:13 Why CareTrust Has Won 23:31 UK Healthcare and Capital Allocation 24:27 Selling CTRE and REIT Rate Sensitivity 26:25 Rates Hit REIT Valuations 27:14 Realty Income vs Diversifying 29:30 Why O Acts Like Bonds 31:31 CareTrust Growth Angle 32:45 REITs vs Bonds and T Bills 34:06 Cost of Capital Explained 37:30 Dividend Growth Comparison 38:39 Agentic AI Shopping Threat 45:58 Ads Trust and New Models 49:31 Zoom Stock Long Term View 54:52 Portfolio Contest and UNICEF Companies mentioned: ABNB, AMZN, BKNG, CTRE, O, RMD, TJX, ZM  Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
225. September 2026 Mailbag
2026/09/30
In this September 2026 Mailbag, Jason and Jeff tackle listener questions on when it makes sense to "average up" on massive winners, analyzing David Gardner’s contrarian approach to building a Rule Breaker portfolio. The hosts then explore the specific valuation and counter-cyclical margin arguments behind Jason's recent purchase of The TJX Companies, and debate the psychology of co-managing spousal IRAs. To close the episode, the duo reviews listener submissions for a "5 Stocks for 10 Years" portfolio, ultimately drafting their own hypothetical decades-long portfolios from the audience's picks. 02:03 Patreon Shoutout 03:07 Rapid Fire Housekeeping 04:15 Mailbag Begins 04:58 Double Down Winners 16:50 TJX Valuation Debate 24:42 ResMed Growth Outlook 28:20 When to Take Profits 29:56 When Valuation Matters 31:50 Couples Managing IRAs 34:49 Risk Across Net Worth 38:18 Spreadsheets And Aggregation 43:06 Five Stocks For 10 Years 44:19 Discord Picks Breakdown 48:23 Picking Five From The List Companies mentioned: AER, AMZN, ASML, AXON, BAM, BN, BRK.B, COST, CVX, ISRG, LLY, LMND, MA, MEDP, META, RBRK, RMD, SBUX, TBBB, TJX, TSM Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
224. Our Best and Worst Stock Picks
2026/09/23
Jason and Jeff pull back the curtain on their Savvy Trader portfolio to examine the core mechanics of long-term portfolio construction. Using real-world examples from their own holdings, the hosts debate the discipline required to let a multi-bagger winner run versus the psychological battle of confronting a 70% drawdown. They tackle the dangerous allure of the sunk-cost fallacy, evaluate whether high-growth portfolios actually benefit from defensive "ballast" stocks, and break down how position sizing can keep single-stock blowups from derailing your long-term compounding.   00:27 Football and Fandom 02:04 College Football Detour 02:44 Back to Investing Talk 03:15 Savvy Trader Concept 06:39 How the Portfolio Works 10:06 Biggest Winner CrowdStrike 14:24 Why Hold CrowdStrike 20:02 Risks and Disruption Fears 23:56 Pivot to Biggest Loser 24:54 Position Size Breakdown 25:39 Lessons From Conviction 29:51 Why Keep Holding 32:29 Sunk Cost And Catalysts 37:24 Guidance Trend Reality Check 38:57 New Stock Ideas Debate 40:04 Ballast Stocks Or Index 45:58 AI Picks And Shovels 50:30 Final Picks And Wrap Up Companies mentioned: AAPL, AMZN, BRK.B, CRWD, FPS, FTNT, GOOG, GOOGL, MELI, MRNA, MRVL, PANW, TJX, TTD, TXN, VOO, ZS   Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
223. 5 (More) Stocks for 10 Years
2026/09/16
Jason and Jeff revisit their popular 2023 thought experiment to build a brand-new five-stock portfolio designed to hold through 2036. After reviewing how a massive 400% surge in Taiwan Semiconductor carried their original picks past the S&P 500, the hosts lay out their updated high-conviction roster. They break down the rapid store expansion of Mexican discount grocer BBB Foods, the secular land and housing tailwinds powering Green Brick Partners, the skilled nursing consolidation runway at CareTrust REIT, and debate whether to round out the portfolio with steady cash-flow giant ASML or speculative battery play QuantumScape.  00:46 Redux Setup Five Stocks 03:09 Housekeeping Speed Run 04:37 Old Picks Performance Review 07:54 Swaps and Digital Realty 10:03 MercadoLibre Surprise Factor 15:02 New 10 Year Framework 19:12 MercadoLibre Still Core 20:32 BBB Foods Growth Thesis 25:01 Store Growth Debate 27:12 Housing Market Weirdness 29:55 Green Brick Pick 31:55 Why Not Earlier 34:20 CareTrust REIT Thesis 39:14 Valuation And Run Up 42:07 ASML Or QuantumScape 47:46 Portfolio Rules Fight 49:42 Listener Picks Wrap Up Companies mentioned: ASML, BN, BOC, COST, CTRE, DLR, FTNT, GOOG, GOOGL, GRBK, HD, MELI, NVDA, O, ORLY, QS, RHP, RKLB, TBBB, TSM  Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
222. David Gardner: Rule Breakers, AI, and the Next Great Stocks
2026/09/09
In this episode, Jason and Jeff welcome back The Motley Fool co-founder David Gardner to discuss his book, Rule Breaker Investing, and the origins of his market-beating philosophy. The trio unpacks why seemingly overvalued stocks often generate the biggest returns, how AI is impacting established platforms like Booking Holdings, and whether mega-caps like Nvidia and Netflix have graduated from "Rule Breakers" to "Rule Makers". Plus, Jason and Jeff expand their ongoing stock-picking contest by pitching new additions to their portfolios.  00:43 Final Stock Market Book 02:53 How Rule Breaker Began 05:32 Yahoo Lesson on Valuation 08:36 Rule Breakers vs Goliaths 09:59 Values and Stock Picking 15:16 Overvalued Can Be a Signal 21:24 Market Outlook and Optimism 27:51 Sponsor Break and Tools 29:39 AI Selloff and Long View 34:24 Bubbles and Staying Invested 39:18 Rule Breakers Framework 39:43 Nvidia Still Breaking Rules 44:34 AI To Robotics Next 44:43 Netflix Rule Maker Era 47:44 Giving Appreciated Stock 49:45 Booking Versus AI Threat 51:09 Platforms Network Effects 56:36 Smattering Six Results 01:01:56 Power Law And Snap Test 01:07:48 Conscious Capitalism Closing Companies mentioned: ABNB, AMZN, AX, BKNG, CPNG, NFLX, NVDA, PCOR, PTON, QXO, RKLB, SBUX, SHOP, TBBB, TJX, TMDX, TSLA, WRBY Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
First Fridays 34. September 2026
2026/09/06
In this September 2026 First Fridays live stream, Jason and Jeff tackle a jam-packed earnings season and a surprisingly resilient market. The hosts dissect The Trade Desk's revenue contraction and strategic missteps against tech walled gardens, debate whether Lemonade's post-earnings drop was justified despite a record-low 60% gross loss ratio, and break down DocuSign's incredibly consistent free cash flow generation. The duo also checks in on the portfolio contest, explores the nuances of trimming big winners like ASML and Datadog to rebalance, and evaluates QuantumScape's pivot to manufacturing partnerships with its new Honda deal.  00:32 First Friday Roll Call 02:57 How We Promote Stuff 05:41 Market Vibes Check 09:58 AI Supercycle Debate 13:13 DocuSign Breakdown 20:41 SavvyTrader and Community 23:05 Why TJX Is a Buy 28:25 New Stock Ideas PRCT 29:20 Medical Devices Watchlist 31:24 ResMed and GLP-1 Impact 32:35 Surgical Robots Competition 36:07 Baseball Cards and Value 41:06 Smattering Contest Update 43:18 New Picks Rocket Lab 47:54 Listener Portfolio Standings 51:53 Selling Stock Regrets 57:03 Wrap Up and Disclosures Companies mentioned: AAPL, AFG, APH, ASML, AVGO, BOC, CLF, COST, CPNG, DAVA, DDOG, DOCU, IONQ, ISRG, KNSL, LEN, LMND, MDT, MELI, MRNA, MTH, NNI, NOW, NVDA, PCOR, PRCT, PYPL, QS, QXO, RHP, RKLB, RMD, SOUN, TJX, TTD, TWLO, WINA Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
221. Investing Basics: How to Build a Portfolio
2026/09/02
In this back-to-basics episode, Jason and Jeff break down the foundational rules of portfolio construction, asset allocation, and true risk diversification. The hosts explore how to blend an index fund baseline with individual stock picking, examine the mechanics of position sizing and rebalancing, and debate different cash-deployment frameworks. To cap it off, both hosts reveal brand-new stock purchases made during the recording: Jeff's starter position in Brad Jacobs' roll-up vehicle QXO and Jason's opportunistic buy of The TJX Companies.  00:59 Welcome to Investing Unscripted 03:25 Portfolio Basics Setup 04:47 Why Portfolios Matter 08:32 Diversification and Allocation 10:16 Risk Factors Explained 15:29 Beginner Diversification Tips 17:15 Cash and Time Horizon 22:24 Big Picture Diversification 24:27 Mindset and Risk Tolerance 27:55 Simple Starter Portfolio 28:19 Building a Stock Base 29:17 Know Your Investor Style 31:07 Buy Market or Companies 33:22 Index Funds First 35:17 Automating Early Investing 37:57 DCA vs Loose Cadence 39:35 Avoid Cash Timing Traps 41:58 Rollover Deployment System 45:35 Opportunistic Buys and Trims 46:52 New Positions TJX and QXO 49:24 QXO Strategy and Competition Companies mentioned: ASML, DDOG, ENPH, FSLR, HD, LOW, NVDA, QS, QXO, SBUX, TJX, TSLA, TSM Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
220. August 2026 Mailbag
2026/08/26
In this August 2026 Mailbag, Jason and Jeff tackle listener questions on high-conviction stocks gone wrong, unpacking the deceleration and agency friction at The Trade Desk. They explore how co-host overlap can lead to borrowed conviction, discuss what to do when you feel "stuck" in a frothy market, and analyze QuantumScape's shift toward data center power storage and licensing partnerships with Honda and Volkswagen.  04:24 Trade Desk Conviction Lessons 14:01 Valuation Regret And CEO Signals 18:52 Portfolio Overlap And Bias 22:57 Public Disagreements And Recent Buys 23:57 Valuation Debate Winmark 25:03 Rocket Lab Regret 26:02 Building Positions Slowly 27:51 Selling Rocket Lab Puts 30:02 Feeling Stuck Investing 32:56 Do Nothing Discipline 35:31 QuantumScape Honda Red Flag 36:18 QuantumScape Licensing Model 39:55 Verticals Mission Creep 44:50 Position Sizing Fun Bets Companies mentioned: AMZN, APH, GLW, GOOG, GOOGL, HMC, KNSL, META, MRNA, NFLX, NNI, NU, QS, RKLB, SE, SOUN, TTD, VWAGY, WINA Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
219. How to Survive a Bull Market
2026/08/19
Bull markets can be just as dangerous for your portfolio as market crashes! Jason and Jeff share how to navigate all-time highs, avoid FOMO, and manage your big winners. 01:06 Markets At New Highs 02:36 Survive A Bull Market 03:48 Recent Crises To Endure 06:30 What Is A Bull Market 08:47 Sidelines And Opportunity Cost 13:44 Fear Vs FOMO 16:37 AI Wave And Market Pockets 20:40 Trade Desk TAM Reality Check 22:12 Datadog Vs SoFi Trimming 25:47 Portfolio Concentration Mindset 27:33 Trimming Winners Wisely 28:32 Position Size vs Age 30:28 Rebalancing Asset Allocation 32:59 Framework Over Emotion 33:26 Lessons From 2022 36:01 Dry Powder Strategy 38:55 Cash Psychology Differences 44:07 Bull Market Mistakes 47:44 Regret Minimization Framework 49:38 When Everyone Asks Companies mentioned: CRWD, CSCO, DDOG, MSFT, NVDA, SOFI, TTD, ZM Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
218. How AI is Changing Everything About Startup Investing with Joe Magyer
2026/08/12
In this episode, Jason and Jeff sit down with Joe Magyer of Seaplane Ventures to explore how generative AI has completely rewired the startup investing landscape. The trio discusses how tools like Claude and ChatGPT have drastically lowered the cost of building software, the heavy consolidation of capital into frontier labs like Anthropic and OpenAI, and why genuine domain expertise and network effects are more valuable than ever for venture capitalists navigating an AI-native world. 01:36 Why AI Changes VC 03:55 VC Concentration Shift 06:05 Cheaper Startup Building 08:42 More Pitches to Sift 11:24 Using AI for Diligence 14:28 Human Edge and Alpha 20:41 Culture and Expertise Future 27:38 Apprenticeships and Jobs 32:06 AI Jobs History 34:19 Venture Hit Rates 37:52 Defensibility Network Effects 40:07 VC Consolidation Debate 43:14 Founder Leverage Value Add 46:20 Portfolio Support Metrics 49:36 AI Costs Falling Fast 54:47 Next Trillion Giants 57:24 Where To Find Joe Companies mentioned: AAPL, EBAY, GOOG, GOOGL, META, UBER Find Joe at https://www.seaplaneventures.com/ Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
First Fridays 33. August 2026
2026/08/09
In this August 2026 First Fridays live stream, Jason and Jeff break down the latest earnings season chaos, exploring why Lemonade dropped despite hitting its lowest gross loss ratio ever. They analyze Twilio’s massive 35% post-earnings pop, debate whether The Trade Desk's open internet thesis is officially broken, and review their 2026 Portfolio Contest standings. Plus, the duo discusses Kinsale Capital’s underwriting discipline, speculative quantum computing plays, and potential market black swans.  00:31 Splitting Wood Talk 02:30 Podcast Intro Bits 03:28 Jeff Has Girl Hands 05:02 Show Agenda Setup 05:49 Market Vibes Check 09:36 Hydration Hat Jokes 10:25 Lemonade Earnings Breakdown 16:31 Twilio Pops Off 20:40 Juiced Earnings Debate 25:13 Short Interest Downturn Risks 26:47 Leverage Crash Scenarios 27:40 Rate Hikes and Inflation 29:33 Hair Dye Poll Break 32:34 Portfolio Contest Update 37:52 Trade Desk Postmortem 44:45 Surprising Contest Winners 47:19 Kinsale Insurance Debate 51:04 Quantum Computing Bets 54:44 Options Put Selling Rules 55:52 Poll Results and Sign Off Companies mentioned: AFG, ALL, AMZN, APH, BRK.B, CRWD, DAVA, DDOG, GOOGL, IBM, IONQ, KNSL, LEN, LMND, MELI, MRNA, NOW, NVDA, PGR, PYPL, SOUN, TREX, TTD, TWLO, UPST Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices
217. I Still, Still Gotta Think About That One
2026/08/05
In this recurring segment, Jason and Jeff let an AI randomly select six stocks from their personal portfolios for a rapid-fire review. The hosts deliver a one-sentence thesis, a bear case, and a final "buy or pass" verdict for Arista Networks, Ferrari, Rocket Lab, Alphabet, Mercado Libre, and Starbucks. They debate the risks of AI slowing down for Arista and Alphabet, weigh Ferrari's massive operating margins against its valuation, explore Rocket Lab's upcoming Neutron launch, and discuss whether Starbucks can reclaim its former glory. 01:25 Rules and Stock Randomizer Setup 03:20 Who Goes First AI Coin Flip 04:49 Arista Networks 05:37 Arista Risks Valuation and Space Bet 12:49 Jason Weighs In on Arista 15:00 Ferrari Thesis and Bear Case 22:30 Rocket Lab Thesis and Risks 03:24 Rocket Lab Bull Bear 32:30 Alphabet Thesis Risks 36:38 Alphabet Valuation Debate 38:51 MercadoLibre Credit Risk 45:03 Starbucks Thesis Turnaround 54:49 Wrap Up Listener Call Companies mentioned: AAPL, ANET, CMG, COST, CSCO, F, GM, GOOG, GOOGL, HOG, KO, MELI, NKE, NU, NVDA, RACE, RKLB, SBUX, SE, UAA, VZ Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com ***************************************** 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 ***************************************** Join our Patreon Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription! Learn more about your ad choices. Visit megaphone.fm/adchoices

Podcast reviews

Read Investing Unscripted podcast reviews


4.9 out of 5
109 reviews
★★★★★
Yabba Dabba Investor 2026/10/15
More Bond Talk
The episode on bond discussion was great! I think this is a a topic not many people discuss further as part of one’s investment. Jason’s input is real...
★★★★★
A Gibson 2026/06/25
Real Guys
Hilarious buddies that have funny banter, and extremely smart investors. Must listen.
★★★★★
Loganj31 2026/05/05
Easy listen
Easy listen and educates you on investing. That said, definitely not to pick up stock ideas
★★★★★
Investing fool 2026/04/27
I’m dumber than these guys
Enjoyable banter and solid long term investment mindset. One day I hope to be as smart as them.
★★★★★
Varkrob 2026/04/12
Entertaining and informative investing show.
One of my first investing podcasts and still a favorite.
★★★★★
Thanks123$&@" 2026/04/08
Definitely worth a follow
Jason and Jeff consistently provide a great listen. The info they provide is entertaining and helpful. Fun and natural banter between the two.
★★★★★
Aiden Nellis 2026/03/30
Insightful and Fun
A very honest and down to earth podcast with two guys who genuinely seem happy to chat with (and make fun of) each other.
★★★★★
theredaaron 2026/03/25
You’ll learn something
One nice guy and one guy who actually knows stuff! 😉
★★★★★
monstertrucktaxiguy83 2025/11/02
Not keeping up with the portfolio contest.
It’s the best part of the show now that everything else is behind a paywall.
★★★★★
K-Swift1 2025/10/02
Down-To-Earth Investment Talk
Very reasonable & entertaining discussions on stocks, portfolio construction, financial planning, and how to think about investing.
check all reviews on apple podcasts

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