First Fridays 29. April 2026

In the April 2026 First Friday livestream, Jason and Jeff break down the current "market vibes," debating whether the market's resilience is masking a hair-trigger sensitivity to AI hype and PR spin. They announce the Q1 winner of the listener portfolio contest—congratulations to Discord member Vinny G!—and review the progress of their own 2026 picks. The duo dives deep into the executive turnover at The Trade Desk, the slow-moving turnaround at PayPal, and whether Kinsale Capital is simply a cyclical price taker or a highly efficient operator. Plus, Jason reveals his new Roth 401 (k) strategy, and Jeff vehemently defends his "lazy" personal finance choices. 03:01 Market Vibes Resilience 06:26 AI Hype And Volatility 09:54 Cybersecurity Rumor Debate 12:19 Cringey AI Promo Clip 14:35 Portfolio Contest Rules 16:31 Q1 Winner And Charity 21:09 Patreon Standings And Long Game 24:22 Portfolio Reflections And Trade Desk 28:00 Board Sale Speculation 30:49 Backing Jeff Green 32:19 Position Sizing Rules 32:45 Founder vs Operator Debate 37:11 Kinsale Competition Pressure 38:40 Kinsale Underwriting Edge 42:23 Specialty Insurance Tailwinds 45:30 PayPal Value Trap Risk 52:15 Roth 401k Moves 55:20 Roth Optionality Strategy 57:46 Favorite Dividend Picks Companies mentioned: BIP, BIPC, BORR, CTRE, EPR, GOOG, GOOGL, KNSL, MA, MELI, NOW, PLSDF, PLTR, PYPL, RBRK, RKLB, SECYF, 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 Learn more about your ad choices. Visit megaphone.fm/adchoices