Diddy's Side Hustle: Rapper's Private Jet Flies 149,000 Miles While He Is in Jail

Sean 'Diddy' Combs may be confined to a jail cell, but one of his most valuable assets has remained firmly in motion. New reporting based on flight tracking data shows the music mogul's private jet has flown more than 149,000 miles while he remains in custody, turning heads across the entertainment industry. The revelation has added a fresh layer to the scrutiny surrounding Combs's finances as his high-profile legal battle unfolds in the United States.

The scale of the jet's activity has sparked widespread interest, particularly as Combs awaits trial on serious federal charges. While his personal movements have been halted, the aircraft linked to his business empire has continued to criss-cross the globe at a relentless pace. For many observers, the contrast has become one of the most striking side stories of his ongoing case.

Diddy Remains in Jail as Legal Case Intensifies

Combs has been incarcerated since September 2024 when a federal judge in New York refused to release him on bail. The prosecutors claim that he got involved in various illegal activities such as racketeering and even sex trafficking. But his lawyers have claimed all the charges to be false. The trial has been drawing worldwide notice because of Combs's being one of the major influencers in the hip-hop and entertainment industry.

Assets and wealth have come under the radar due to a court investigation. As part of those discussions, the rapper's private jet has emerged as an unexpected focal point. The aircraft was previously offered as part of a proposed bail package, an offer that was ultimately rejected by the court.

Private Jet Travels 149,000 Miles

The jet in question is a Gulfstream G550, a long-range luxury aircraft valued at around $60 million. Flight tracking data reviewed by multiple outlets indicates the plane has completed more than 120 flights since Combs entered custody. In total, those journeys amount to more than 149,000 miles flown in just a matter of months.

The aircraft has reportedly travelled between major US cities and international destinations. Its frequent use has raised questions about who is flying and why the jet remains so busy. Records suggest the plane is registered under a private entity connected to Combs rather than in his personal name.

How the Jet Is Still Generating Millions

Industry sources say the Gulfstream G550 is being made available for charter through a third-party aviation management company. This is a common practice among private jet owners seeking to offset the enormous costs of maintenance, fuel and crew salaries. The arrangement seems to be beneficial.

The chartering of a Gulfstream G550 may entail a cost ranging from tens of thousands of dollars to even more than that for long-haul trips. The total amount can even go as high as six figures. Based on the volume of flights recorded, estimates suggest the jet could have generated several million dollars in revenue while Combs has been behind bars. Passengers booking the aircraft are not necessarily informed of its ownership.

A Key Asset in Covering Legal Costs

The ongoing revenue from the jet is at a time when colleagues are having concerns over rising legal expenses. High-profile defence teams, expert witnesses and prolonged court proceedings are known to cost millions of dollars. Reports indicate revenue from chartering the aircraft may be helping to support these costs.

At the same time, Combs has reportedly taken steps to manage other parts of his property portfolio. His Beverly Hills mansion has been listed for sale, though there is no public confirmation of a completed transaction. The jet therefore remains one of the most visible and active assets linked to his name.

Public Reaction and Industry Context

The revelation that a jailed star is still earning substantial sums has divided public opinion. Critics have questioned the profits generated by a piece of luxury real estate while serious criminal charges remain unresolved. Others argue that hiring private jets is common in the aviation business and does not require the owner's presence.

Financially keeping a jet in the air is pointed out also by aviation experts. Grounding an aircraft involves considerable expenses and does not bring in any money through regular charters that keep cash flow and the plane's operational readiness. Combs's case of using this method has made his jet a regular sight in the skies.

As his legal case moves forward, the activity of his private jet has become a symbol of how wealth and complex business structures can continue to operate even when their owner cannot. For now, the Gulfstream G550's flight path offers a rare glimpse into the financial machinery still running behind the scenes of one of hip-hop's most closely watched figures.