Flying Dutchman Labs

The Ledger of Unquiet Waters

Humans find the trades. Machines run the risk.

Genesis of Flying Dutchman Labs

Flying Dutchman Labs was born from the frustration of seeing sophisticated narratives wrapped around fragile portfolios. The lab treats investment ideas as inputs into a coherent portfolio construction and risk framework rather than standalone bets. No position exists on its own, and it earns its size by what it contributes to the whole.

Because the capital at risk is ours, our only client is the truth of the position. That independence lets us hold uncomfortable views, wait for them to play out, and say plainly what we think, especially on the short side.

Where Ideas Come From

Our idea generation is built for depth. We maintain a carefully selected set of financially unorthodox and alternative sources and monitor them continuously, because the situations we look for tend to surface far from the places most investors watch. The bulk of what comes through is routine, and the routine has its own value. It teaches us what normal looks like, so the exception stands out immediately. When an exception appears, it becomes an investigation. We take each one as far as the case demands until we know exactly what is wrong and what it is worth. A handful of situations a year earn that treatment, and those are the ones that end up in the book.

When conviction forms, we may express the view with whatever pays it best, in the equity, derivatives, leveraged products, or anything else that reprices when the event lands. We tend not to disclose our long positions. Our shorts are another matter: when the work supports it, we publish, and we are vocal.

MonitoringUnconventional sourcesExceptionSomething does not add upInvestigationForensic deep workPosition & PublicationSizing, instruments, vocal shorts

The Systematic Core

The parts of the process we trust to machines are position sizing and risk. Sizing is a dynamic, stochastic process that lives with the position, not a one-shot optimization at entry. Each idea is weighed on 4 questions: how likely the event is to happen, what it pays if it does, how long we expect to carry the position while we wait, and how much capital is truly at risk if the catalyst never lands or the story breaks against us. These objectives conflict, so the engine searches over their trade-offs jointly, and against everything the book already holds: tail losses, drawdowns, liquidity, crowding, borrow. The result is a book consistent with our actual risk budget rather than reverse-engineered from a collection of ad hoc positions.

entryre-sizedsize nowExpected payoffCapital at riskHolding periodDYNAMIC MULTI-OBJECTIVE POSITION SIZINGpoint size ∝ P(event)

Risk Management

We believe every portfolio manager is first a risk manager, and the lab is built accordingly. History is one voyage among many that could have happened, so we refuse to measure risk from the past alone. We generate the markets we have not yet lived through, from the plausible to the hostile, and ask a simple question of every strategy: does the edge survive outside the waters in which it was found ? What survives feeds directly into how the book is built and sized. The whole architecture exists to challenge our own assumptions before the market does.

Monte Carlo PnL simulations with VaR, CVaR and EVaR thresholdsRandomised Monte Carlo profit and loss paths with lower-tail VaR, CVaR and EVaR.Diversified portfolio scenario simulationsProgressively conservative tail risk measuresVaR 95%CVaR 95%EVaR 95%The “worst” is never the worst. - Lamentations 3:30

Cost of Conviction

Everything published here reflects a view we hold, have held, or were prepared to back with our own capital. Conviction without consequence is only commentary. Our research must survive sizing, drawdowns, uncertainty, and the possibility that we are wrong. The market keeps the final ledger. If our work moves you to agree, object, or send us a strand for the web, contact us.