Longreads + Open Thread

Replication, Gwern, Polostan, Druck, Prediction Markets, Selection Effects, Drexel

Longreads

Books

The Predators' Ball: The Inside Story of Drexel Burnham and the Rise of the Junk Bond Raiders: In the mid 1970s, high-yield bonds were almost exclusively formerly investment-grade bonds that had been downgraded, hostile mergers were rare, and Drexel Burnham Lambert was one of many marginally-profitable cobbled-together brokerages. It was a mix of the elite firm that had gotten the Morgan family their start in banking, a small brokerage founded in the 30s with money from a family bourbon business, and funding provided by a tire company and a Belgian banking conglomerate. This is the kind of structure people come up with when they're desperate.

By the late 80s, the junk bond market was worth almost $200bn, with over $20bn of new bonds issued every year. Drexel was the most profitable investment bank in the country, and Michael Milken was the best-paid individual in history. And in February of 1990, Drexel was bankrupt, and Milken was on his way to prison.

This book tells the story of what happened in between; it was published in 1988, so the writing started when Drexel was performing well, and it wrapped up before the business completely collapsed. So it's both a good picture of a moment in time and a book full of quotes from interviews that would not have happened if the writing had started a year later.

Milken is one of those people who seems to have an internal switch that toggles between being fairly normal and being insanely driven to accomplish something. That switch was flipped during his Drexel tenure, when he was notorious for an indifference to local time zones (he worked on the West Coast, but expected people to be in the office by 7:30 AM Eastern), a phenomenal memory, and aggressive trading. Early on, the story is about a prop trader who picked a very good seat; junk bonds are good assets to sell when rates are down (because some bond investors will take on more risk rather than accept lower yields) and when growth is up (because it bails out dubious credits). The 80s had a long stretch when both of these were true.

But they didn't make their money by buying and holding; Drexel had a network of junk bond buyers, and traded both bonds and favors to keep them happy and keep the market liquid. By the late 70s, the population of once-investment-grade bonds had been more thoroughly picked over, but companies started doing original-issue junk bonds to meet demand. And this created a fun feedback loop: Milken would convince companies to issue more bonds than they needed (he had the demand), and then remind them that they were paying rates in the teens for money they didn't need, and that they could defray that cost by parking those funds in other junk bonds. This created a compounding data advantage: Drexel knew who owned which bonds, who was willing to, who was having a good year and might take one for the team, and who was having a tough year and would appreciate access to a good trade.

This is a template for a conventional, highly profitable business, and Drexel built that. But they also went in more unusual directions; the book has some stories making the case that Milken would trade ahead of exchange offers that raised the prices of some bonds, and was not especially keen to follow rules about how much trading could happen in unregistered bonds. And in parallel with running capital for the firm, Milken also had separate investing partnerships. (The book offers tantalizing hints at how much fun the 80s were for people who enjoy both financial engineering and tax law. Did you know that you used to be able to buy a treasury bond, sell the principal payment while keeping the interest, and book the difference between the value of the bond and the present value of the principal as a capital loss? For a while, you could!) Drexel would also negotiate deals where bonds were issued with warrants attached, ostensibly because customers demanded equity exposure but in practice because Drexel wanted it—the more you lever up the underlying business, the more volatile it is and the more warrants are worth.

There are some good books rehabilitating Milken after the fact, and it's notable that the problems described in Predator's Ball were not the ones that eventually got Milken in legal trouble, though it's easier to catch more administrative slip-ups than the sorts of activities that don't leave a paper trail. But it's also true that this period was an unparalleled one for rapid wealth accumulation at investment banks; the compensation packages discussed for bankers and traders in the book sound high even today, and the book underestimated Milken's personal peak compensation; it's number was a third of the actual $550m number. There's a lot of upside in bringing a new market into existence, but the kinds of things you can do running a six-figure trading account for a satellite office of a small broker are not the ones you can get away with when you're the best-paid person at the most profitable firm in your already lucrative industry. Since the collapse of Drexel, Milken has become more of an elder statesman and philanthropist. Which is probably what he would have ended up doing anyway; those hundred-hour weeks get old after a while.

Stay tuned for Monday's post with much more on Drexel and its current legacy.

Open Thread

Diff Jobs

Companies in the Diff network are actively looking for talent. See a sampling of current open roles below:

Even if you don't see an exact match for your skills and interests right now, we're happy to talk early so we can let you know if a good opportunity comes up.

If you’re at a company that's looking for talent, we should talk! Diff Jobs works with companies across fintech, hard tech, consumer software, enterprise software, and other areas—any company where finding unusually effective people is a top priority.