Investing Unscripted

By Jason Hall and Jeff SantoroBusiness Investing

Investing Unscripted episodes

August 09 First Fridays 33. August 2026
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
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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
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1 hr 2 min
August 05 217. I Still, Still Gotta Think About That One
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
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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
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Subscribe to our portfolio on Savvy Trader. Use code Unscripted2026 for 30% off a one-year subscription!

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1 hr
July 29 216. July 2026 Mailbag
In this July 2026 Mailbag, Jason and Jeff tackle listener questions on when logic should yield to emotion in debt payoff decisions, how to accurately benchmark dollar-cost-averaged portfolios, and which modern stocks fit David Gardner's "Rule Breaker" framework. Plus, they explore AI's real-world robotics data bottleneck and evaluate Southern California industrial REIT Rexford Industrial (REXR).
01:05 Ratings And Mailbag
02:17 Soccer Clip Goes Viral
05:34 Incentives And Ragebait
07:09 AI Disruption Debate
17:46 Rule Breakers Picks
22:53 Whose Picks Are Winning
23:27 Feelings Versus Logic
25:09 Regret Minimization Framework
28:17 HELOC Tradeoffs And Two-Way Doors
31:20 Money Talks With Partners
33:13 Build The Investor Muscle
35:08 Eyes Wide Open Decisions
36:15 Consider A Fiduciary Advisor
38:59 Benchmarking Weekly Deposits
44:34 How To Track Performance
46:30 Rexford Industrial Outlook
Companies mentioned: AAPL, CRWD, DDOG, F, GM, GOOG, GOOGL, MELI, META, NVDA, PLD, QXO, REXR
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!

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56 min
July 22 215. Jason Explains Banks
Why do banks count your deposits as liabilities? We're breaking down how banks actually buy and sell money, plus how to evaluate loan books and bank earnings.
00:49 Why Talk Bank Stocks
03:41 Banks Buy And Sell Money
07:24 Bank KPIs That Matter
09:36 Why Banks Look Revenue-Less
13:26 Deposits As Liabilities
18:53 Interest Rates And Margins
22:41 Fixed Rate Loan Squeeze
24:11 Deposit Rates Lag Reality
25:04 Net Interest Margin Basics
25:55 Types of Banks Explained
29:15 Universal Banks And Mergers
30:40 Specialty Models Live Oak Schwab
33:19 Loan Book Risk And Bank Runs
35:31 Collateral Versus Unsecured Debt
39:20 Screening Tools And Valuation Cycles
43:00 Common Investor Mistakes Fintech Hype
46:28 Where We Are In The Cycle
48:45 Bank Picks And Closing Thoughts
Companies mentioned: AX, BAC, C, COF, GS, JPM, LOB, MS, PNC, SCHW, SOFI, TFC, WFC
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!

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56 min
July 15 214. Is it Time to Buy the Mag 7?
Are the mega-caps officially a buy? We're breaking down the valuations, moats, and hidden risks for every Magnificent Seven stock.
00:42 Why Mag Seven Now
05:04 Market Benchmark Setup
05:38 Alphabet AI Optionality
13:40 Apple AI Strategy
21:10 Amazon AI Adjacent Case
35:18 Nvidia Expectations Shift
40:22 Index Fund vs Stock Pick
44:28 Meta Bear Case
51:34 Tesla Hype vs Reality
55:44 Microsoft Copilot Monetization
01:00:23 Portfolio Contest Callback
01:02:32 Buy or Short Mag 7
Companies mentioned: AMD, AMZN, AVGO, GOOG, GOOGL, INTC, MSFT, NVDA, TSLA
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
1 hr 10 min
July 11 First Fridays 32. July 2026
In this midyear live stream, Jason and Jeff look back at a chaotic first half of 2026, dissecting how the broader market continues to push ahead despite global geopolitical tensions. The hosts dive into a data-backed re-evaluation of their personal portfolios, checking in on massive year-to-date winners like Datadog and Texas Instruments, while reflecting on painful laggards like The Trade Desk. They outline exactly how to value speculative, pre-revenue plays like QuantumScape following its fresh Honda partnership, crown a new winner in the monthly portfolio contest, and deliver a harsh warning on consumer-packaged goods like Celsius as they face private-label replication from big-box competitors.
01:21 Welcome and Community Chat
03:27 Today’s Agenda Midyear Check
06:25 Market Vibes and Sector Moves
17:41 Top Portfolio Winners YTD
23:49 Adding to Winners Debate
30:21 Worst Performers
39:04 QuantumScape Buy Debate
47:03 Portfolio Contest Winner
52:58 Celsius Stock Breakdown
Companies mentioned: ASML, CELH, COST, CRWD, DDOG, FTNT, HMC, ISRG, LLY, META, MRNA, NOW, NVO, PEP, QS, TTD, TXN
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!

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1 hr 5 min
July 08 213. What the Hell is Going On? With Nick Rossolillo
What the hell is going on with tech valuations? Nick Rossolillo joins us to break down the trillion-dollar AI infrastructure cycle and why "commodity" hardware is running wild.
02:04 Chip Stock Investor Process
05:00 AI Trade Big Picture
06:18 Hyperscaler CapEx Wave
10:24 Who Pays For AI
11:16 AI Beyond Consumers
16:58 Valuations And Risk
22:40 Memory Stocks Spotlight
26:13 Is Memory A Commodity
28:21 Upgrade Cycles And Stickiness
32:00 Making Memory Less Commodity
35:04 OPEC Analogy Supply Control
36:43 Flash Memory Challengers
38:52 Apple Micron China DRAM
39:56 Portfolio and Research Ads
41:44 Power Generation Constraints
44:03 AI Labs and IPO Rumors
45:57 LLM Risks and Regulation
52:24 SpaceX Valuation Debate
57:52 Where to Find Nick
Companies mentioned: AMD, AMZN, ASML, MU, ORCL, QS, RKLB, TSLA
Check out https://chipstockinvestor.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!

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1 hr 5 min
July 01 212. Stocks We Haven’t Bought…Yet
We're opening up our watchlists! From luxury supercars to social media platforms, we break down why we haven't bought Ferrari, Reddit, or Rocket Lab…yet.
03:48 Watchlist Episode Setup
06:14 Ferrari Luxury Thesis
11:27 Lululemon Value Debate
19:15 Options Lessons Puts Calls
23:44 BBB Foods Watchlist Pick
29:29 Rocket Lab Valuation Debate
34:16 Options Strategy For Volatility
35:32 TransMedics Mission And Doubts
42:01 Reddit Business Model Fears
47:48 AI Data And Growth Metrics
51:22 Pick One Stock Today
Companies mentioned: ISRG, LULU, MTH, RACE, RDDT, RKLB, TBBB, TMDX, TOST
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 (https://open.spotify.com/show/4SBtOWGEOmD9pmltgIXO8r?si=6213b1574ff04bce)
Apple Podcasts (https://podcasts.apple.com/us/podcast/chit-chat-stocks/id1437766060
YouTube https://www.youtube.com/@ChitChatStocks
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Join our Patreon: https://www.patreon.com/investingpod
Subscribe to our portfolio on Savvy Trader (https://savvytrader.com/investingunscripted). Use code Unscripted2026 for 30% off a one-year subscription!
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
1 hr
June 24 211. June 2026 Mailbag
In this June 2026 Mailbag, Jason and Jeff dive into OZEM, the world’s first actively managed GLP-1 weight-loss drug ETF, debating whether its steep fees are worth outsourcing your portfolio research. They also explore how generative AI is shifting white-collar labor, detail exactly how they would allocate a surprise $250,000 windfall, and answer a critical valuation question on why pre-revenue player QuantumScape still commands a multi-billion dollar market cap.
03:36 Baseball Trash Talk
04:21 Mailbag GLP-1 ETF OZEM
08:04 Active ETF Pros and Cons
15:39 AI Disruption Question
16:37 SaaS and AI Native Future
20:58 AI in Construction and Trades
22:33 AI Productivity vs Disruption
24:07 AI Makes Us Dumber
27:19 Solid Power Overview
29:20 Battery Tech Commoditization
33:43 Windfall Money Plan
39:22 Spending vs Investing Choices
42:07 QuantumScape Market Cap
Companies mentioned: ABNB, BMW, DAVA, F, GOOG, GOOGL, HIMS, KNSL, LEN, LLY, MELI, META, NOW, NVDA, NVO, PFE, PYPL, QS, RKLB, SLDP, TTD
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
54 min
June 17 210. Investing Unscripted, Unscripted
What if AI plateaus and remains structurally mediocre? Jason and Jeff challenge Wall Street's unstoppable narrative, talk portfolio rebalancing, and dissect the line between investing skill and pure luck.
00:29 Mailbag Callout
01:57 Episode Setup AI Doubts
04:25 Will AI Stay Mid
08:43 LLMs Limits Learning
12:36 AI In Investing Workflow
16:08 Spending Hype Reality
19:17 Deck Building First Principles
22:55 AI Adoption And Growth Math
26:34 Rebalancing In AI Mania
27:23 Trimming Winners Hedging
33:53 Allocation Decisions Retirement
38:08 Have We Just Been Lucky
45:22 Gemini Concentration Fail
Companies mentioned: ADBE, AVGO, CRM, DDOG, KNSL, MELI, NVDA
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
53 min