The next three years were quite successful for Adelman and the Trail Blazers; the team went to the NBA Finals in 1990 and 1992 (losing to the Detroit Pistons and the Chicago Bulls respectively) and went to the Western Conference finals in 1991 (losing to the Los Angeles Lakers).
Os seguintes tres anos foron moi exitosos para Adelman e os seus Blazers; o equipo chegou ás Finais da NBA en 1990 e 1992 (perdendo contra os Detroit Pistons e contra os Chicago Bulls, respectivamente), e chegou ás finais da Conferencia Oeste en 1991 (onde perderon contra os Los Angeles Lakers).