I think you're underrating Pippen, or underrating MJ. The gap between Jordan and Ray is huge, whereas the gap between Pierce an Pippen, if there's a gap at all, is very close.
Ok lets assume this game between the Celts and Bulls happens in TODAYS NBA(ticky tack fouls etc.) How many players back in that era could have gotten to line as much as Pierce does now? Pippen was a good defender because he didnt allow other SFs to post him, he was too big for that. But to say he had the lateral quickness to stay in front of pierce is nonsense. MJ is MJ. He probably would have guarded Ray Allen, but Jordans style of D, he gambles too much. That would leave Ray with a couple of WIDE open jumpers. Im not comparing our players to their players individually. Im comparing how we matchup.
Overall I still say we are wayyy too athletic and Defensive minded to allow the Bulls to beat us. I would say it would take all 7 games but we would still come out on top in the end.
Sidenote:Pippen is an alltime great, but his reputation is a TEE-BIT inflated because he played with THE ALL TIME GREAT. just my honest opinion.
Read this after posting:
There are no true shutdown defenders anymore, there are guys that are capable but the fact you can't touch a guy added with floor spacing and three point shooting being such a well defined art now (don't forget the 3 pt line was shorter that season) teams like the Bulls who locked down with individual defenders would be exploited, that would apply to Michael as well. Saying he'd shut down Ray makes no sense, they couldn't shut down John Starks or Reggie Miller half the time, you can't just shut down a shooter when you have two other guys on the floor that command a double team, common sense.
NUFF SAID!
Actually I think the fact that Pippen played with Jordan made him pretty freakin underrated.
Nobody likes to talk about this... but remember when Jordan "retired" for the first time?
They won 57 games in 92-93 and wrapped up their 3rd championship. Jordan retired and Pippen was left all alone. Did the Bulls fall apart and go into lotto mode? Nah... Pippen lead them to 55 wins. 2 less. What would happen if Bron left the Cavs?... Has Paul Pierce ever lead a team to 55 wins by himself?... nah... he did win 49 with Walker though... once.
In that 93-94 season, Pippen averaged 22 points, 8.7 rebounds, 5.6 assists and 2.9 steals on 49% shooting. They lost in 7 games to the Knicks in the 2nd round of the playoffs.
Pippen was a superstar. You stick him with Jordan and you get 6 titles and a season where they win 72 games.
Note: I'm certainly not knocking Jordan. Jordan was most definitely the greatest player of all time... and anyone who compares Kobe to him is a FOOL. But... it's just interesting to know that Jordan never had a winning season without Scottie in 5 attempts.
84-85 = 38 wins
85-86 = 30 wins
86-87 = 40 wins
Then Pippen joins the bulls in 87-88 and they win 50.
Jordan post Pippen with the Wizards (I know this is unfair):
01-02: 37 wins
02-03: 37 wins
Pippen without Jordan:
93-94: 55 wins
94-95: 47 wins
Pippen on the Rockets:
98-99 (31 wins and 17 losses)
And his next 4 season with the Blazers:
59 wins, 50 wins, 49 wins, 50 wins
Pippen was a winner, baby!