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Actionable insights — How to Invest in IPOs

The repeatable IPO playbook drawn from 40 years of data — a process you can rerun on any new listing. Not which IPO to buy, but when (if ever) to buy one.
2026-JUN-19 · App Economy Insights (Substack newsletter) · written post · ↗ Read · full analysis · article text
How to read this page: each insight is a rule from Bertrand's IPO playbook plus the data behind it — a screen, a wait, an entry discipline you can apply to the next hot listing. The boxed line shows how it reads against the 2026 mega-IPO wave.

1. Separate the offering price from the opening price before judging the "pop"

The repeatable method
  1. Find both numbers: the offering price (what allocated insiders paid) and the opening/first-day-close price (what the public pays).
  2. Treat the first-day pop as value transferred to whoever got an allocation — not the business, and not most public investors.
  3. Measure every later return from the first-day close (what you could actually buy), not the offering price — the honest baseline.
Here: RIVN priced $78, closed $101, peaked $172 (+70%) — then fell 80%+ from that close to ~$16; CBRS +68% day one, ~30% off peak a month later. The pop was the trap.
Watch for

2. Price in the three structural disadvantages every IPO carries

The repeatable method
  1. Limited operating history — the S-1 only shows the past; you can't see how it behaves under public-market pressure.
  2. Insider selling — lock-ups expire ~6 months in, releasing a wave of supply (IPOs lag most from 6–24 months after listing).
  3. Information edge — the best investors saw the company years earlier at far lower valuations; you're buying at the most-informed sellers' chosen moment.
Here: all three apply to Anthropic and OpenAI — no public track record, lock-ups ahead, and years of private rounds behind them at lower marks.
Watch for

3. Anchor to the base rates from the Ritter dataset

The repeatable method
  1. Start from the historical odds, not the story: from the first-day close over five years, 50% of IPOs were negative, 30% lost half their value or more, only 24% became multi-baggers.
  2. Adjust the odds with three factors: size (under $100M sales trailed ~34% vs ~4% over $500M), profitability (profitable ~−13% vs unprofitable ~−31%), and VC backing (~−14% vs ~−25%).
  3. Flag any IPO that is large and unprofitable — the combination the data treats most harshly.
Here: none of SPCX / Anthropic / OpenAI is profitable — exactly the profile that underperforms most over three years.
Watch for

4. Run the five-rule entry playbook instead of buying day one

The repeatable method
  1. Avoid the IPO hype — let the initial open-market volatility pass.
  2. Wait for the second earnings call — the S-1 is a snapshot; two quarters draw a trendline.
  3. Nibble in year one — a starter so small a 50% drawdown wouldn't damage your portfolio or your sleep.
  4. Anchor to valuation — missing a 20% move is not a disaster; buying perfection-priced is.
  5. Give it time — many great stocks go nowhere their first few years; multi-baggers rarely require buying on day one.
Here: applied to the wave, the playbook says put SPCX, Anthropic and OpenAI on a watch list — let them report, let insiders sell, let the story become numbers.
Watch for

5. Read an IPO wave as a market thermometer, not a buy signal

The repeatable method
  1. When mega-IPOs cluster, treat the surge as information about market temperature (sellers choose the timing) rather than an invitation to participate.
  2. Remember IPOs come to market when the seller's odds are best — peak euphoria — which is structurally the buyer's worst entry.
  3. Keep the watch list, not the order ticket: let the froth, the lock-ups and the first real numbers do the work before committing.
Here: the 2026 wave (SPCX +50% in three days, Anthropic/OpenAI filing) is a readout of how hot the market is — Buffett: "It isn't worth spending five seconds thinking about IPOs."
Watch for

Methods distilled from the public App Economy Insights newsletter (article text in transcript.txt) for personal study. Not investment advice. © App Economy Insights for source material.