8 . ▁He ▁also ▁won ▁the ▁doubles ▁title ▁at ▁the ▁ 1 9 8 8 ▁Orange ▁Bowl ▁junior ▁championship ▁in ▁Florida . ▁ ▁S iem er ink ▁turned ▁professional ▁in ▁ 1 9 8 9 . ▁Over ▁the ▁course ▁of ▁his ▁career , ▁he ▁won ▁four ▁top - level ▁singles ▁titles ▁( at ▁Singapore ▁in ▁ 1 9 9 1 , ▁Not ting ham ▁in ▁ 1 9 9 6 , ▁and ▁at ▁Rot ter dam ▁and ▁Toul ouse ▁in ▁ 1 9 9 8 ). ▁He ▁also ▁won ▁ten ▁tour ▁doubles ▁titles , ▁the ▁most ▁significant ▁of ▁which ▁were ▁the ▁Miami ▁Masters ▁in ▁ 1 9 9 3 ▁and ▁the ▁Monte ▁Carlo ▁Masters ▁in ▁ 1 9 9 6 . ▁ ▁S iem er ink ' s ▁best ▁performance ▁at ▁a ▁Grand ▁S lam ▁event ▁came ▁at ▁W im ble don ▁in ▁ 1 9 9 8 , ▁where ▁he ▁reached ▁the ▁quarter final s ▁by ▁defe ating ▁C tis lav ▁D osed ěl , ▁David ▁Pr inos il , ▁Jon as ▁B jör k man ▁and ▁Magn us ▁Lar sson ▁before ▁being ▁knock ed - out ▁by ▁Gor an ▁I v ani še vić . ▁S iem er ink ▁is ▁also ▁known ▁for ▁winning ▁a ▁fourth ▁set ▁tie break ▁against ▁compat ri ot ▁Richard ▁K raj ice k ▁from ▁ 6 – 0 ▁down ▁in ▁the ▁ 1 9 9 4 ▁US ▁Open , ▁though ▁K raj ice k ▁eventually ▁won ▁the ▁match . ▁ ▁S iem er ink ▁played ▁for