The IPO Carousel: Where Hope Springs Eternal and Wallets Get Lighter

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The IPO market has begun to thaw after what felt like a glacial freeze, and investors are circling like hungry bears emerging from hibernation. I've been watching the parade of companies lining up to tap the public markets with a mix of amusement and professional interest – the kind one might feel observing a casino floor from the mezzanine level.

Recent listings like Bullish have indeed provided some quick-flip opportunities for the nimble trader. But let's be honest about what we're really seeing: a carefully choreographed dance between companies desperate for liquidity, bankers hungry for fees, and retail investors convinced that this time they'll get in on the ground floor of the next Amazon.

The IPO game operates on what I call the "asymmetric information model." The company and its bankers know vastly more about the true prospects than you do, yet somehow we're all supposed to pretend this is a level playing field. It's like playing poker with someone who can see your cards while insisting everyone has the same odds.

Looking ahead, I'm keeping tabs on several upcoming offerings, though with the cautious eye of someone who's seen this movie before and remembers the ending. Reddit's potential listing stands out as particularly fascinating – a company that has spent years burning cash while hosting communities that routinely savage Wall Street. The irony of Reddit now seeking Wall Street's blessing (and capital) is almost too perfect.

Then there's Stripe, the payments giant that has managed to stay private long enough to make people forget it's still not public. Their perpetual "maybe next quarter" IPO approach has become something of a running joke in Silicon Valley. When they finally do list, expect a valuation that requires not just growth, but the invention of several new payment methods currently unknown to humanity.

The ARM IPO proved there's still appetite for tech offerings with the right story, but I'm skeptical about many of the companies now rushing to follow that template. Most lack ARM's established business model and instead offer prospectuses filled with aspirational metrics and carefully worded growth projections that fall just short of legally actionable promises.

For the average investor, participating in IPOs remains a game where the odds favor the house. The initial pop that makes headlines often evaporates faster than free alcohol at a banking conference. A study of IPOs from 2000-2020 showed that buying at the offering price and holding for one year underperformed the broader market by approximately 18%. Not exactly the wealth-creation vehicle pitched in roadshows.

I find more intellectual honesty in the approach of simply acknowledging that IPO investing is speculation, not investment. It's betting on crowd psychology and momentum rather than fundamental value – which is fine if that's what you're into. Just don't confuse it with buying businesses at reasonable prices.

So yes, watch the IPO market if you must. Maybe even take a flutter on a few if you've got gambling money to spare. But remember that for every Google or Amazon story you hear about, there are hundreds of offerings that withered after their brief moment in the sun. The financial graveyard is littered with companies whose IPO parties turned out to be their high-water mark.

The real money, as always, tends to be made by those selling, not those buying. Something to keep in mind next time you're hovering over that "subscribe" button in your brokerage account.