Investing Unscripted 195. Stocks Unscripted, March 2026
Jason and Jeff go completely off-script to discuss what they are actually doing in their portfolios right now. Jeff breaks down why he bought more Datadog on a recent dip and his strategy for adding to Enphase, while Jason explains how he is using options (specifically selling puts) to generate income while waiting for better valuations. Plus, they analyze the risk vs. reward of QuantumScape, debate the new CEO at PayPal, and play a game of "buy or get off the pot" that ends with a live stock purchase.
00:53 Unscripted Earnings Season
04:34 Jeff Did a Thing
06:43 Why Buy Datadog Now
09:14 AI Risks for SaaS
11:34 Selling Puts Strategy
17:06 Market Psychology Chegg
19:41 Market Efficiency Long Term
23:15 Enphase DCA Dilemma
25:46 How to Time Adds
28:08 Quarterly Info Is Noise
28:30 Enphase Through the Cycle
29:49 QuantumScape Solid State Promise
31:50 Timing the Entry Price
33:53 Asymmetric Upside vs Risk
36:24 PayPal CEO Shakeup
38:59 Reframing the PayPal Thesis
44:48 Small Positions to Fix
46:36 Airbnb Growth Proof Points
Companies mentioned: ABNB, ADBE, CHGG, DDOG, ENPH, PYPL, QS, UPST
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 Patreon
Subscribe to our portfolio on Savvy Trader