#1 Scottie Pippen
Actually, there's nothing much to prove why Pippen is the greatest supporting player ever in NBA history. Pippen had almost everything that these other great sidekicks have or had to be the second option. Pippen also never emphasized much on his individual merit and never wanted to be in the spotlight. He knew Jordan's greatness and dominance on the court, so he chose to be his sidekick, they won 6 championships together and the title of one of the greatest teams in the NBA history as well.
Pippen knew that his job was more on the defensive side than on the offensive side, he let MJ take charge of the offence and get the team's momentum going. Just like Kobe, Jordan was also a little hard on his teammates, but that's not what he had with Pippen. Michael observed what Pippen was trying to bring to the table and he let him do so.
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We know that without a player like Pippen on the team, Jordan had some trouble taking his team to the finals, but as soon as Pippen arrived, the team's performance boosted and Jordan then had someone to trust and play well with.
Pippen was always loyal and honest to Michael and helped him in every way he could to get the work done. Even now after so many years when TMZ asked Pippen about who's the greatest player ever between LeBron James and Michael Jordan, Pippen without any hesitation chose Jordan over LeBron. This shows how strong Pippen and Jordan's chemistry was on and off the court.
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