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206. May 2026 Mailbag episode artwork

May 20, 2026 1 hr 4 min

206. May 2026 Mailbag

from Investing Unscripted Hosted by Jason Hall and Jeff Santoro

In the May 2026 Mailbag, Jason and Jeff tackle a series of compelling listener questions, starting with a deep dive into whether "vibe coding" and agentic AI are truly an existential threat to major SaaS companies like Salesforce and Snowflake. The duo also untangles the complicated corporate web of Brookfield Infrastructure (BIPC vs. BIP), exploring why the company might finally be moving to ditch its limited partnership structure. Later, they revisit the ongoing struggles at The Trade Desk, debate the concept of "regret minimization" when dealing with massive winners like Rocket Lab and Nvidia, and discuss how to properly balance single-company risk versus overall portfolio volatility. 00:48 West Coast Game Time Rant 02:46 Mailbag and Discord Shoutout 03:56 Ryan Email and Mascot Story 05:47 Baseball Chaos to Investing Lesson 07:47 AI Versus SaaS Debate 11:15 Pricing Models and Moats 22:11 Brookfield BIP Versus BIPC Explained 26:38 Why BIPC Dropped and Simplification 30:25 Discord Questions Teaser 30:52 Trade Desk Doubts 35:54 Valuation Reality Check 38:55 Execution Not Value 40:10 Rocket Lab Concentration 41:55 Regret Minimization 46:55 Singles vs Home Runs 49:22 Vinnie Risk Trimming 50:06 Three Types of Risk 54:50 Money Unplugged Reflections Companies mentioned: ADBE, ADSK, BAM, BEP, BEPC, BIP, BIPC, CRM, NBIS, NVDA, RKLB, SHOP, SNOW, 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 PatreonSubscribe to our portfolio on Savvy Trader

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206. May 2026 Mailbag

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How long is this episode of Investing Unscripted?

This episode is 1 hour and 4 minutes long.

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This episode was published on May 20, 2026.

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