We discuss the recent market dislocation where SaaS stocks are crashing while the broader market hits all-time highs. We break down the three main fears driving the sell-off and debate which companies—like Adobe and Salesforce—are actually at risk. Finally, we share how we are handling the volatility, with Jeff buying more Shopify and Jason using a "barbell strategy" to stay sane.
02:27 Housekeeping
03:53 Episode Setup
06:37 Three AI Threats to SaaS:Â
09:23 Is AI Really Different?Â
12:59 Stock Spotlight: Adobe
18:35 The Real Issue: Moats, Stickiness, Switching Costs, and Resetting SaaS Multiples
23:18 LLMs Aren’t Free
23:49 Why SaaS Stocks Are Selling Off
25:11 Shopify vs. Toast
27:06 Disruption Timelines & Valuation Reratings
29:19 Earnings Season as the Reality Check
31:53 Tactical Moves: Selling Puts for Margin of Safety
33:02 Barbell Portfolio Strategy: Growth on One Side, Dividends on the Other
Companies mentioned: ABNB, ADBE, ASAN, CRM, CRWD, ENPH, EPR, MNDY, MSFT, NOW, O, PYPL, SHOP, SQ, TEAM, TOST, TTD
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