Condo, who split from his wife of 26 years in 2015, has previously worked with Olsen's fashion house, The Row. Earlier this year, Condo sketched The Row's New York store, artwork which was debuted on the brand's Instagram.
Page Six previously reported that Olsen and Condo were seen together at the Mercer Hotel earlier this summer, but reps for both said it was a business meeting.
Condo, who shares two adult daughters with his ex, has been a fixture on the contemporary art scene for decades. He famously painted the album artwork for Kanye West's 2010 album My Beautiful Dark Twisted Fantasy, as well as the Hermès Birkin handbag commissioned by the rapper as a 2013 Christmas gift for wife Kim Kardashian West.
Olsen was last linked to director Bennett Miller, 49, while sister Mary-Kate Olsen wed Olivier Sarkozy, 47, last November.
You might also like...