Michael Saylor returns from Bahamas to Miami, his claimed primary residence

Michael Saylor flew from Normans Cay in the Bahamas to Miami International Airport on May 31, a 45-minute hop aboard his Global Express N3877. The trip caps a long weekend in the Exumas, where he had been since May 28.

The same week, the DC Attorney General's office continues to press its tax evasion suit against Saylor, alleging he actually lives in a Georgetown penthouse—not his claimed Miami Beach estate. Per court filings released in May, the AG points to FAA flight logs of N3877 to argue Saylor spent more than 30 days in DC each year, potentially exposing him to over $75 million in penalties.

Saylor's Bahamas detour is a familiar pattern: he frequently shuttles between his Strategy Inc. headquarters near Washington Dulles and his Miami residence, with occasional Caribbean stops. Whether this trip was business or pleasure, it's unlikely to sway the DC tax case—though it does underscore the flexibility afforded by a private jet.