Investing Unscripted

Jason and Jeff strip investing down to its core framework. They break down the "Why, What, and How" that every investor needs to answer to build a sustainable and successful portfolio. The duo explores how to align your asset allocation with your time horizon, debates the merits of "set it and forget it" target-date funds versus active stock picking, and highlights the hidden drag of high mutual fund fees. They also tackle the psychological battle of lump-sum investing versus dollar-cost averaging and explain why tracking your overall net worth is far healthier than obsessing over individual stock movements. 
01:11 Three Buckets Framework
03:45 Define Your Why
04:51 Goals And Time Horizons
08:59 Multiple Goals In Life
11:37 Choose Investor Style
13:30 Target Date Basics
18:20 Fees And Fund Reality
23:31 Avoid Overactivity Trap
25:39 Build A Repeatable Process
27:58 Tracking Performance Wisely
29:19 Detach Stock From Business
30:33 Keep Score With Benchmarks
34:01 Net Worth And Debt Tracking
35:54 Fee-Only Advisor Check In
38:51 Lump Sum Vs Dollar Cost
43:30 Tax Buckets And Accounts
47:40 Roth Limits And Workarounds
49:18 Options Income Tax Placement
50:56 Build A Review Checklist
Companies mentioned: AVGO, FTNT, NFLX, NVDA
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

In this episode, Jason and Jeff take a much-needed break from the relentless AI hype cycle to focus on "boring" but beautiful businesses. The duo builds an "Anti-AI" portfolio of companies that are positioned to thrive regardless of whether the tech boom goes bust. They break down the pricing power and operational efficiency of retail giants Costco and TJX Companies, unpack the ongoing roll-up strategy of Brad Jacobs' QXO, and explore high-yield opportunities in REITs like CareTrust and EPR Properties. Plus, Jason makes the case for investing with the ultra-wealthy by buying shares of the Atlanta Braves, taking plenty of shots at Jeff's beloved New York Mets along the way. 
01:42 Why Look Beyond AI
07:27 AI Backlash and Reality Check
11:00 Berkshire Weekend Teaser
11:53 Picking AI Proof Stocks
12:55 Costco as Safe Retailer
16:40 Costco Ops and Tech Edge
21:37 TJX Treasure Hunt Model
25:49 Phinia Gas Engine Parts
29:29 Commercial Auto Parts Angle
30:10 Delphi Brand Recognition
30:33 QXO Rollup Strategy
32:56 Synergies And TopBuild Deal
38:12 Tech Stack Efficiency Play
39:05 CareTrust REIT Overview
42:23 EPR Experiential REIT
45:42 EPR Dividend Growth Case
46:48 Braves Stock BATRA Pitch
50:32 Stadium Real Estate Upside
51:54 Valuation Versus Padres Deal
Companies mentioned: BATRA, COST, CTRE, EPR, PHIN, QXO, 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
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 PatreonSubscribe to our portfolio on Savvy Trader

Join Jason and Jeff for the May First Fridays stream as they review the Portfolio Contest leaderboard, debate Duolingo's AI risks, and unpack the Starbucks turnaround under Brian Niccol.
02:01 Gemini Promo Video Fails
04:11 Portfolio Contest Update
09:44 Late Entries Penalty Tab
11:38 Ratings Reviews Push
13:46 Title Month Mixup
17:21 Duolingo Earnings Debate
22:43 AI Efficiency Threats
24:56 SaaS Risk Positioning
26:40 Gemini Video Fail
30:18 AI Thumbnail Drama
33:14 Starbucks Turnaround Signs
37:19 China Strategy Shift
40:44 Operational Fixes Ahead
42:47 Disruption Beyond Rivals
43:49 Earnings Season Winners
Companies mentioned: AMD, AMZN, BE, DUOL, FIX, GOOG, GOOGL, HOOD, IBM, KNSL, LKNCY, MELI, META, NOW, ROKU, SBUX, SOFI, TTD, TXN, VRT
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 PatreonSubscribe to our portfolio on Savvy Trader

In this April 2026 Mailbag, Jason and Jeff tackle a massive listener question about portfolio concentration in retirement, debating the merits of holding onto tiny "VC-minded" positions like Warby Parker and QuantumScape versus consolidating into bigger winners. They also provide an update on the "boring" but beautiful Brookfield Infrastructure, exploring its pivot toward modern assets like semiconductor fabs and its impressive 17-year streak of dividend increases. Later, they unpack the nuances of the private credit scare—and why major banks might have more exposure than investors realize. 
00:35 Spotify Review Challenge
04:43 Retirement Portfolio Breakdown
06:20 Concentration vs Diversification
10:54 Options Income Bucket
12:49 Trim Small Positions
17:58 Enjoy Investing vs Indexing
19:57 Taxes and Ezra Klein Plug
20:55 Brookfield Infrastructure Update
22:52 Modern Infrastructure Shift
23:21 Intel Ohio Fab Deal
23:47 Energy Pivot Opportunities
24:35 Leadership Sam Pollock
26:38 Market Sensitivity Brookfield
28:35 Dividend Yield Return Math
30:45 Private Credit Reality Check
37:06 Risk Discounting Framework
38:35 AI Prompts Investing Workflow
40:41 AI Bias And Transcript Shortcuts
46:52 Comment Of The Month Wrap
Companies mentioned: ADBE, AXON, BAM, BIP, BIPC, INTC, JPM, NVDA, OWL, QS, ROKU, SOFI, WFC, WRBY, 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 PatreonSubscribe to our portfolio on Savvy Trader

In this episode of Investing Unscripted, Jason and Jeff revive a fan-favorite format: letting AI randomly select stocks from their personal portfolios for a rapid-fire review. For each chosen stock, the hosts must explain what the company does, build the best "bear case" against it, and declare whether they would buy it at today's prices. Jeff tackles the tech heavyweights, defending Nvidia against the threat of purpose-built AI chips, exploring how "vibe coding" could eat away at Shopify's margins, and evaluating CrowdStrike's post-outage reality. Meanwhile, Jason embraces his love for "boring" businesses, breaking down the massive cash flows of pipeline operator Enterprise Products Partners, the underwriting discipline of internet-bank Axos Financial, and the cost-of-capital risks for Clearway Energy.
03:13 Spotify Ratings Challenge
04:24 Pick 1 CrowdStrike Bear Case
08:00 Quantum and AI Disruption Talk
14:21 Pick 2 Enterprise Products Explained
20:13 Would You Buy It Valuation Talk
25:09 Pick 3 Nvidia Bear Case Setup
27:47 Nvidia Valuation Debate
30:41 Nvidia Bear Case Shifts
34:40 Axos Financial Overview
36:19 Axos Bank Risks
40:48 Shopify Bear Thesis
43:01 Shopify Platform Risks
51:33 Clearway Energy Yieldco
Companies mentioned: AX, CRWD, CWEN, EPD, NVDA, SHOP
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 PatreonSubscribe to our portfolio on Savvy Trader