ROME, Italy—Following a Mutua Madrid Open loss, Naomi Osaka made the bold move to drop down a level, Challengers -style, and enter a WTA 125K in Saint-Malo in the hopes of kickstarting her clay swing.

Naomi Osaka continued her winning form to start the day at the Rome Open winning 6-2, 6-3 against Sara Errani to reach the second round. It comes off the back of Osaka winning in Saint Malo last ...