The rapper is known to be very protective of his former protégée and refused to forgive Brown after he attacked Rihanna in 2009.
> Rihanna father approves of Chris Brown relationship: 'They're perfect'
Jay-Z has apparently sent his Roc Nation business partner Jay Brown to Barbados to check on the singer following her European holiday.
He wanted to get to the bottom of fresh rumors that the former couple are back together and has decided to give the pair his seal of approval, The Sun reports.
"Jay-Z sees Rihanna like a daughter and has sent his right-hand man Jay to Barbados to see what's going on with her and Chris," a source said.
"She admitted they're pretty much back on and Jay told her they're all behind her and want her to be happy.
"Chris is even flying out to the island to see her soon. She knows that a load of her fans aren't going to be happy about them hanging out, though - people still haven't forgiven him."
Rihanna and Brown are said to have spent three nights together when she sailed the Mediterranean last month. Reports of their reunion have been circulating since the beginning of the year.
Jay-Z was previously reported to have been 'deeply disappointed' by Rihanna after she chose to collaborate with Brown on the 'Birthday Cake' remix.
Listen to the 'Birthday Cake' remix below: