Grounded: Jailed Mogul Sean 'Diddy' Combs Liquidates Custom 'LoveAir' Jet
Grounded: Jailed Mogul Sean 'Diddy' Combs Liquidates Custom 'LoveAir' Jet
The fleet is shrinking for Sean "Diddy" Combs. As the Bad Boy Records founder continues to navigate his 50-month sentence at FCI Fort Dix, another major pillar of his once-sprawling empire has been dismantled.
Industry records confirmed this week that Combs has officially sold his custom, matte-black Gulfstream G550, famously known by its tail number N1969C (a nod to his birth year). The aircraft, which served as a flying sanctuary for the mogul and his "inner circle" for years, is no longer part of his LoveAir LLC portfolio.
The Million-Dollar Side-Hustle Ends
The sale follows a bizarre final chapter for the aircraft. While Combs was awaiting trial throughout late 2024 and 2025, the jet became an unexpected revenue stream. Reports indicate that the aircraft was leased out via charter brokers to ultra-wealthy travelers—many of whom had no idea they were flying in the "LoveAir" jet—generating an estimated $4.1 million in rental fees across 126 trips.
However, as of late 2025, the "money-making machine" has been retired from the Combs stable. The jet has reportedly been re-registered under a new tail number (T7-OKS) in San Marino. While the exact closing price remains confidential, comparable G550 models from 2015 are currently valued between $20 million and $30 million.
Liquidation Under Pressure
The sale of the jet is widely seen as a strategic move to cover mounting legal costs and impending fines. Along with his prison sentence, Combs was hit with a $500,000 fine following his conviction on two counts of transportation to engage in prostitution.
The jet isn't the only asset on the chopping block:
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The Star Island Estates: While he still holds his waterfront mansions in Miami, they have been the subject of intense speculation.
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The Holmby Hills Mansion: His Los Angeles residence, originally listed for $61.5 million, was quietly delisted in December 2025, sparking rumors of a private sale or a complete pivot in his real estate strategy.
No Pardon, No Plane
The news of the jet’s sale comes just days after the story we covered on President Donald Trump publicly denying Combs' request for a pardon. With the executive branch closing the door on an early release and his financial assets being steadily liquidated, the "Bad Boy for Life" era is looking increasingly like a relic of the past.
For a man who spent three decades defining "luxury" and "excess," the loss of his wings is more than a financial transaction; it is a symbolic grounding of one of the most powerful icons in hip-hop history. Combs is currently projected to remain behind bars until May 8, 2028.
