Michael Saylor's aircraft lands in Miami the week of a Bitcoin conference and a tax trial deadline

Beyond the conference, the arrival coincides with a procedural deadline in the District of Columbia's tax lawsuit against Michael Saylor. The DC Attorney General's office, which sued Saylor in August 2022 alleging he evaded more than $25 million in income taxes by claiming Florida residency while living in Georgetown, has a hearing scheduled for September 15 in Superior Court, according to court records reviewed this week. The case has leaned heavily on FAA flight data from this very aircraft—N3877's logs were cited in the complaint as evidence of physical presence in the District. If Saylor were in Miami for the conference, he would miss the hearing, though his lawyers have handled prior appearances; the aircraft's flight path from Ibiza, where it had been parked since September 11, suggests a transatlantic repositioning rather than a quick hop from Dulles.

The flight also fits a broader pattern of the aircraft's movements this summer. After a series of short hops around the Chesapeake Bay and a trip to Nantucket in early August, the Global Express flew to Geneva on August 4, then to Nice and Munich before landing in Ibiza on September 11. The owner's 45-meter Feadship, Harle, was last seen via AIS tracking in the Ligurian Sea, about 58 nautical miles from the Ibiza departure point—a proximity that hints at a Mediterranean sojourn before the Miami return, though the yacht remains far from the arrival airport. For Michael Saylor, the rhythm is familiar: a summer in Europe, a return to Miami for the crypto calendar, and a legal battle that follows him like a shadow.

Whether the flight was a business imperative or a personal convenience, the aircraft's arrival in Miami this week places its owner—if aboard—at the center of two converging narratives: the continued mainstreaming of Bitcoin as a corporate asset, and the unresolved question of where Michael Saylor truly resides. The DC tax case has yet to go to trial, and the conference's stage will offer a platform to tout Strategy's holdings. For now, the jet sits on the tarmac at KMIA, its next move unannounced—but the pattern suggests this is not the last time N3877 will make the Dulles–Miami run.