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

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