All Tennis Players How Many Grand Slams Has Robert Wrenn Won? Robert Duffield Wrenn (September 20, 1873 – November 21, 1925) was an American left-handed tennis player.Robert Wrenn has won 4 Grand Slams. FacebookTwitterEmail How Many Grand Slams Has Madison Keys Won? How Many Grand Slams Has Jannik Sinner Won? How Many Majors Has John Isner Won?