Meta, Adobe, & Booking Holdings | Stock Analysis & Valuation (TIP825)

Watch on YouTube ↗  |  June 21, 2026 at 00:00  |  1:06:18  |  We Study Billionaires
Speakers
Hari Ramachandra — Investor
Tobias Carlisle — Founder, Acquirers Funds
Stig Brodersen — Host, The Investor's Podcast

Summary

Hari pitches Meta, highlighting ad dominance and data-moat AI upside; Tobias pitches Booking Holdings, a capital-light travel giant at a discount due to AI disruption fears; Stig pitches Adobe, arguing switching costs and professional entrenchment protect against AI. An update on Dolan Brands shows the stock collapsed but remains deeply undervalued. The discussion centers on how AI commoditization might reshape competitive moats and whether current discounts offer adequate compensation.

  • Hari pitches Meta as a top advertising machine with a 20% pullback, strong FCF, and a data advantage that AI commoditization may enhance.
  • Tobias presents Booking Holdings as a dominant, asset-light travel platform with secular growth, but AI disintermediation risk is partially priced in.
  • Stig argues Adobe's deeply entrenched professional tools and human inertia create high switching costs that limit disruption from AI-generated content and low-end competitors.
  • All three stocks trade at depressed valuations relative to historical norms, offering potential upside if AI fears prove excessive.
  • Dolan Brands update: stock down 80% but still held for its extreme cheapness, aggressive buybacks, and protein trend tailwind, despite slowing growth and product criticism.
  • The discussion highlights the tension between AI's potential to commoditize distribution versus the moats of data, relationships, and professional habit.
  • Tobias notes a market rotation away from small/value into AI narratives, creating attractive forward returns in neglected areas like deep value.
Ideas
AI distribution and data advantage drive upside
Meta's share price has fallen 20% from its peak, but the business remains strong. It is one of the two best advertising machines, forecasted to surpass Google in ad revenue by 2026 ($243B). Operating margin 41%, $46B FCF in 2025, 18.5% revenue CAGR. The market fears $135B AI capex, but Meta has distribution scale (3B+ users) and a walled garden of data. As AI models commoditize, distribution and proprietary data become key advantages. AI can improve ad targeting and existing products without needing immediate subscription revenue. Even without AI monetization, base case implies 46% upside; AI success offers more.
Tobias Carlisle Founder, Acquirers Funds 14:04
Capital-light travel platform undervalued amid AI fear
Booking Holdings is a capital-light, dominant online travel platform (booking.com, Priceline, Agoda, Kayak, OpenTable) with secular travel growth, high switching costs, and excellent capital allocation. The AI disintermediation risk is real, but Booking's deep supplier relationships and database may make it a necessary API/plugin for LLMs rather than being cut out. Stock has sold off on AI fears, offering a reasonable handicap; base case muddle-through still undervalued at ~$167 vs DCF $220. Bull case if AI helps, bear case if mindshare fades.
Stig Brodersen Host, The Investor's Podcast 30:53
High switching costs shield Adobe from disruption
Adobe is the industry standard for creative software (Photoshop) with 96% subscription revenue and a diversified base of 41M paying users. Switching costs are extremely high due to professional entrenchment, inertia, employee incentives to stick with known tools, and the tiny share of software cost relative to overall expenses for enterprises. AI disrupts the low end (e.g., Canva, LLMs for simple generation), but high-end professionals need Adobe's precision editing and creative control. Adobe already integrates AI as a productivity enhancer. Valuation at 7-year low, heavy buybacks, likely worth $350-400 vs $270, offering good risk/reward.
Up Next

This We Study Billionaires video, published June 21, 2026, features Hari Ramachandra, Tobias Carlisle, Stig Brodersen discussing META, BKNG, ADBE. 3 trade ideas extracted by AI with direction and confidence scoring.

Speakers: Hari Ramachandra, Tobias Carlisle, Stig Brodersen  · Tickers: META, BKNG, ADBE