Jonathan Wellum argues that the current AI/tech boom looks like a classic overinvestment cycle: strong businesses may exist, but prices and expectations are already extremely high, so investors should be cautious, value-focused, and patient. He contrasts today’s IPO and AI enthusiasm with the late-1990s internet bubble, warns that many late-stage IPOs may suffer post-listing pressure and multi-year drawdowns, and says value investing still works when applied to durable businesses with moats, cash flows, and understandable economics.
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This is an interview centered on Jonathan Wellum’s framework for navigating the AI/tech/IPOs boom. His core thesis is simple: the market may be right that some of these businesses are transformative, but investors are very likely overpaying for that future today. He repeatedly frames the issue as one of expectations and valuation rather than whether AI, SpaceX, or other new-tech businesses are “real.” In his view, the risk is not that every company in the theme is worthless; it is that buyers are paying for blue-sky outcomes before the business model, timing, and monetization path are fully known. Wellum grounds that argument in a value-investing process: separate hype from durable value, apply a higher discount rate to uncertain future cash flows, and be skeptical when valuations already assume very rapid growth. …
Tactically, the setup looks crowded and vulnerable: after a strong run in AI/semis and a stream of new IPOs, a pullback or post-offer wobble is the more actionable risk than immediate upside chasing. Avoid leverage and wait for cleaner entry points if you want exposure.
Over the next few months, the market should separate businesses with real monetization from those priced on blue-sky narratives. The base case is choppy performance, with winners surviving but many recent listings and speculative names needing time for fundamentals to catch up.
Structurally, AI and advanced tech likely remain major secular themes, but the long-term winner set will be narrower than the current crowd assumes. The durable advantage still comes from owning compounding businesses with moats, cash flow, and pricing discipline rather than theme exposure alone.
The current AI/data-center investment frenzy is a classic case of over-investment and hype similar to past bubbles.
He observes parabolic moves in the semiconductor index (up 70%+ year-to-date), endless capital flowing into AI/data centers, and argues it mirrors historical over-investment cycles.
Sky-high expectations baked into late-stage mega IPOs mean investors risk capital losses and setbacks of 3-4 years even if the businesses don't go bankrupt.
Speaker argues that while late-stage IPOs like CoreWeave are more mature and less likely to go out of business, the valuations already reflect extreme optimism, creating downside risk for IPO buyers.
Major IPOs on average decline 40-48% over the months following their issuance.
He cites an unnamed source's statistical track record of IPO underperformance post-listing.
Is this a bubble or is this the future? Should I have exposure or am I chasing a top? How are you as a value-based investor tackling these questions?
Jonathan says you have to step back, go back to valuations, and separate the hype from durable value. He warns that IPOs come when valuations are good for sellers, not necessarily buyers, and that retail investors need to be careful not to chase momentum. He advises being prepared for disappointment if buying on high expectations alone.
How do you assign value to something that's brand new, like artificial intelligence or space exploration?
Jonathan says it's very difficult and people should be skeptical of high valuations. He explains that for new technologies you should penalize them by using a higher discount rate (12-13% instead of 7-8%), which brings down present value — but that's not what the market is doing. He advises being patient and waiting for hype to clear before investing.
Do these big, highly valued AI companies still carry real risk despite their scale?
Yes. He argues that AI looks a lot like the internet bubble in that valuations, concentration, and speculative fever can all overshoot reality. He thinks investors should be cautious and avoid levering up or overpaying.
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