Hedge Funds Discover Ancient Art of "Um, Actually..." and Make Billions Doing It
- Event-Driven.blog

- Dec 17, 2025
- 4 min read

Some of the really smart hedge funds like Elliott, AQR, and Man Group have been leveraging the clever legal strategy called "appraisal arbitrage," which is basically like being a professional critic of corporate deals. Picture this: a company announces they're getting bought out and instead of just accepting the price, these hedge funds swoop in, buy a bunch of shares and then basically say, "hold up, we think this company is worth way more than what you're paying!" If they can convince a judge they're right, they get to keep the difference - it's like turning courtroom drama into a business model. What's really exciting everyone isn't just that it's happening again, but the absolutely massive amounts of money we're talking about - these are shaping up to be some of the biggest appraisal cases Delaware's famous business court has ever seen.
The cases happening right now are just mind-blowing in scale. There's the huge fight over Endeavor Group (you know, the company behind WWE and UFC) where hedge funds are challenging a whopping $4.1 billion worth of shares in Silver Lake's $25 billion buyout. Then there's Skechers (yes, the shoe company) where Elliott and friends are going after $1.3 billion worth of shares in 3G Capital's $9.4 billion takeover, with Elliott alone putting up $400 million worth of contested shares. But it's not all mega-deals; there are some smaller but still interesting cases, like JPMorgan's Highbridge Capital going after $69.2 million worth of shares in a digital lending company called MeridianLink, where they're essentially saying "hey, this looks like the controlling shareholder is trying to cash out at everyone else's expense.”
Here's where the story gets really interesting: this whole strategy actually went through a dramatic boom and bust cycle that's like something out of a business thriller. Back in the good old days (well, good for hedge funds anyway), appraisal cases were absolutely everywhere because these clever investors figured out they could earn 5% interest on top of the federal rate while their cases slowly worked through the courts - basically getting paid to wait. Things got so crazy that there were 47 cases in 2016 alone, but then Delaware said, "enough is enough" and changed the rules so companies could just pay upfront to stop that interest from piling up. But the real nail in the coffin was when judges started getting much tougher on these cases - during the golden era from 2006-2016, hedge funds were winning big with average awards 27.2% above deal prices, but then from 2017-2022, judges actually started valuing companies 8.4% below the deal prices, which was pretty brutal for the investors (did you get all that?). The turning point everyone remembers was in 2017 when Delaware's Supreme Court basically said, "nope" to a lower judge's decision that would have given hedge funds 28% more than Dell's $24.9 billion buyout price, and in another case that year, a judge decided that Aurelius Capital's shares were actually worth 57% less than what the deal was offering - oucheroo!
But here's the comeback story: hedge funds have gotten much smarter about picking their battles and they're focusing on situations that really do seem unfair to regular shareholders. Take Skechers, for example; the Greenberg family controlled 60% of the voting power and just decided to approve the sale in May without even letting the minority shareholders have a say, which does seem pretty “skechy” (rimshot). Plus, the timing was suspicious because Skechers stock had been beaten down after Trump announced those tariffs in April, but then magically bounced back when the buyout was announced. With Endeavor, it's a similar story. Silver Lake already owned 37% of the company before orchestrating this buyout and hedge funds got really excited when they noticed that Endeavor's crown jewel, TKO Group (the WWE and UFC parent company), was doing really well as its own separate public company. Silver Lake wasn't having any of it though. They fired back in March saying their price was totally fair and accused the hedge funds of artificially pumping up the stock price, while Endeavor pointed out their deal was offering a nice 55% premium compared to where the stock was before they started exploring a sale in 2023.
What makes this whole resurgence even more fascinating is the legal backdrop that's been evolving in Delaware. This year, Delaware went through this major overhaul of corporate law that made it much harder for everyday shareholders to sue companies and executives, but here's the kicker - those new restrictions don't touch appraisal cases at all. So as one lawyer colorfully put it, instead of companies dealing with class action lawsuits from "small retail investors and pension funds," they're now facing off against "litigious and aggressive hedge funds" - quite the upgrade in opposition! This whole legal shake-up actually traces back to the drama around Elon Musk's massive $56 billion Tesla pay package getting zapped by Delaware Chancellor Kathaleen St. J. McCormick, which made Musk blow a fuse and move Tesla to Texas and telling everyone else to follow suit. But here's some good news for the hedge funds - that same Chancellor McCormick gave them hope in 2024 when she awarded more than the deal price to a hedge fund challenging the Pivotal Software acquisition, basically signaling that these controller-led deals can definitely be successfully challenged. The only downside is that patience is definitely required. These cases can drag on for years, so as one attorney wisely noted, it'll probably be "years before we see what this phase looks like," but hey, that's what makes it such an interesting long-term play!





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