Rubuta ci gaba ga wannan sakin layi - Simpson an tsara shi a zagaye na farko, na biyu gaba ɗaya, ta Pittsburgh Penguins a cikin NHL Entry Draft na 1985
Ka yi haƙuri. A matsayinsa na dan shekara 18 ya zira kwallaye 11 yana wasa a gefen dama (canza daga matsayinsa na tsakiyar kankara) tare da tsoffin sojoji Doug Shedden da Terry Ruskowski. sannan ya ninka wannan adadin a shekara ta biyu tare da kwallaye 26. Lokacinsa na uku ya gan shi a kan layi tare da Mario Lemieux kuma Simpson ya fara cika raga 13 burin da maki 26 a wasanninsa na farko na 21 don fara kakar 1987-88 kafin cinikin cinikin zai dauke shi daga reshen daya daga cikin manyan 'yan wasan hockey kuma ya sauka a reshe tare da wani. A ranar 24 ga Nuwamba, 1987, Simpson, tare da Dave Hannan, Chris Joseph da Moe Mantha an tura su zuwa Edmonton don musayar Paul Coffey, Wayne Van Dorp da Dave Hunter.