She helped him see in the New Year in 2008 and now Rihanna is set to hit the stage once again for Roman Abramovich's exclusive New Year's Eve party on the Caribbean island of St Barts.
The billionaire Russian businessman and Chelsea FC owner is believed to have forked out thousands of pounds to have the Diamonds star at his annual bash on 31 December.
Abramovich, who is expecting his sixth child with partner Dasha Zhukova, has reportedly spared no expense for the party and is expecting over 400 guests.
According to the New York Post, Rihanna will provide entertainment for A-listers including supermodel Naomi Campbell and film producer Harvey Weinstein.
Other stars including Kate Moss, Ellen DeGeneres and her partner Portia de Rossi, Russell Simmons, Rachel Zoe and Kimora Lee Simmons are already on the celeb-friendly island and are also thought to be on the guest list.
Preparations for the bash have been months in planning. The entrepreneur's famous 532ft yacht is already moored on the island.
Abramovich will be competing with Discovery Land Company's chairman Mike Meldman who will be throwing an equally lavish New Year's party in Mexico on 30 December.
Jeremy Piven, George Clooney and Leonardo DiCaprio are among the stars said to be to going to that one.
"Mike really goes all-out for the party on the 30th. A lot of the celebs have houses at the [El Dorado] resort [where the party is taking place] or are allowed to stay for free for the party. Then the celebrations carry on to the private houses, right through New Year's," an insider told New York Post.
She may have had a rollercoaster of a year but it looks like things are looking up for Rihanna this festive season.
Her New Year's Eve gig comes just weeks after the We Found Love hitmaker reportedly pocketed £5m to switch on the Christmas lights at Stratford's Westfield shopping centre.