Caduceus of Hermes

The caduceus is the winged staff of Hermes, the Greek god whose office was to carry messages, goods, and counsel across boundaries. The two serpents and the wings together mark a function rather than a domain: motion between parties whose interests do not yet meet.

Mad Middleman is intermediation: the firm connects principals across jurisdictions, asset classes, and counterparty types. The mark is carried by analogy of function, not by claim of patronage.