Who has the most series wins in NBA playoffs history? 41 times - LeBron James 40 times - Derek Fisher 39 times - Robert Hawley 37 times - Abdul-Jabbar 35 times - Tim Duncan 33 times - Kobe Bryant 33 times Scott Pippen 32 - Magic - Johnson 32 times - Shaquille O'Neill 30 times - Tony Parker 30 times - Michael Jordan Who surprised you? Who has the most series wins in NBA playoffs history? 41 times - LeBron James 40 times - Derek Fisher 39 times - Robert Hawley 37 times - Abdul-Jabbar 3 Who has the most series wins in NBA playoffs history? 41 times - LeBron James 40 times - Derek Fisher 39 times - Robert Hawley 37 times - Abdul-Jabbar 3 Who has the most series wins in NBA playoffs history? 41 times - LeBron James 40 times - Derek Fisher 39 times - Robert Hawley 37 times - Abdul-Jabbar 3