I am often told that various of our experiments produced results confirming the obvious. Such comments do not come from people who work in quantitative finance. Finding patterns that don’t exist is something we ‘quants’ also do if not careful. The key is to constantly test hypotheses. This post will describe one such effort, and where it led.

Some clients prefer that we handle all their assets, whereas others may self-manage a portion if interested in stocks and markets. This can be a collaborative effort, and we are often humbled by what our insider clients can discern in areas they know. Sometimes we act on the results.

A testable question slowly took root: when trading their own shares, do active insiders perform better? Nothing in the literature had posed this question, so we started in 2008 with a binomial distribution approach with an updated 2016 version shown below. Lumping buys and sales together, and positing that monkeys had 50% odds of beating a sector index on buys or sales, or, e.g., 12.5% odds of going three for three, we sorted insiders by how many times they had traded. The results seemed clear. Whether trading flawlessly or underperforming in one or more transactions, insiders trading more than once appeared significantly more likely to outperform single-time transactors, a pattern continuing the more an insider traded.

Wanting to incorporate this into an algorithm, we vetted the additional concern that perhaps early successful traders continued trading while underperformers dropped out. Such a survivor bias could have caused misleadingly positive showings of a correlation between trading frequency and performance, but we were pleased to find that insiders improved over successive transactions.

The next question became how much importance to place on frequent transactors, especially ones with stronger records. I asked an intern, an exceptional UC Berkeley PhD, to develop a weighting schema based on the likelihood that a given insider would outperform on a future trade, and when he hesitated, I pushed. One week later, he produced a model wherein our ‘best’ insider (at that time, in 2008, an insider who had beaten benchmarks seven out of seven times) was accorded 100% odds of going eight for eight if trading again.

I was unnerved. If 100% was credible, which it wasn’t, shouldn’t we place all risk monies into that insider’s next trade? Clearly, we were not going to do that. My commonsense instinct, based on having experienced many stocks in their glorious unpredictability, was that an insider who had gone seven out of seven might have 65% odds of beating their next benchmark. But what basis did we have for any weightings? I made an executive decision to not use these observations until I could understand them better, and to understand them better by stepping back and more thoroughly studying insider trading from as many standpoints as possible.

It was a wise decision.

Returning more deliberately to the trading-frequency-vs-performance question in 2020, we started by examining acquirors and sellers separately, and a much richer and different tableau emerged. Applying a time series approach, we discovered that insiders got worse at acquiring shares while improving over subsequent sales. Our hunch is that insiders with no interest in trading sometimes get drawn in by exceptional opportunities, and their ability to repeat is limited. Sellers meanwhile start with overconcentrated stakes where diversifying at a less than optional price may be the rational decision. After becoming more diversified and liquid through initial sales, they can afford to seek better exit timing.

Using non-transactional filings (grants, awards, gifts, share retitlings, etc) to establish each insider’s tenure at a company, we additionally discovered that frequently-trading insiders perform less well, the opposite of what we had initially supposed. As an analogy, readers might stop to consider how many genuinely ‘good’ business ideas they’ve had in their lives, whether acting on them or not. Most people have had few if any. We similarly find that a uniquely good trading opportunity for an insider – essentially a business decision – is similarly rare.

It is constantly exciting to tackle such basic questions when no one has examined them before and satisfying to deploy the findings into our portfolios. One unexpected outcome of this effort meanwhile was a career trajectory change for an intern, Huansong Li, who became a coauthor on our paper. Huansong had completed his statistics masters at Columbia before interning at Global Key and had sought to work in industry but got deeply pulled into unraveling the frequency-vs-performance question. We had him present at an academic conference, and he is currently pursuing a PhD at the University of Texas targeting an academic career.

Featured image generated with Midjourney Private.