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Investing Unscripted

Jason Hall and Jeff Santoro
Investing Unscripted
Latest episode

288 episodes

  • Investing Unscripted

    227. Should You Still Own Bonds?

    2026/10/14 | 56 mins.
    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

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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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  • Investing Unscripted

    226. Investing Unscripted, Unscripted

    2026/10/07 | 58 mins.
    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
  • Investing Unscripted

    First Fridays 35. October 2026

    2026/10/05 | 1h 2 mins.
    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

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    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
  • Investing Unscripted

    225. September 2026 Mailbag

    2026/09/30 | 57 mins.
    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
  • Investing Unscripted

    224. Our Best and Worst Stock Picks

    2026/09/23 | 57 mins.
    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
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About 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.
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