I'm going to write the Doc vs Jackson 2008 story from a Laker's perspective.
In 2008, the LA Lakers were an underpowered team led by Kobe and Gasol. Bynum was injured, Ariza was recovering from prior injuries, and Odom was somewhat inconsistent.
On the other hand, the much despised Boston Celtics were stacked at just about every position, lead by a Hall of Fame trio of Pierce, Garnett, and Allen.
Despite all their strengths, Kobe, under Phil Jackson's direction, hassled the formidable 66 win squad to a full 6 game series, before collapsing in the game 6 closer against a much more intensive defense squad, trained by Tom Thibodeau, one the league's best defensive coordinator.
In the year which followed, the Lakers eliminated their weaknesses and played a near flawless post-season, getting the most out of Odom and Ariza, winning their first title, after Shaquille O'Neil had left the team. Unfortunately, due to injuries, the Celtics did not meet the Lakers in the finals. That would have been the re-match of the ages.
And although the 2010 finals went to the Lakers, it was a much less satisfying win as it was mainly determined from the free throw line, and not in the heat of game 5, where only Kobe was scoring and no one else. In addition, key Celtics players were injured but least the Lakers did get to see a much less effective Paul Pierce in the fourth quarter of game 7 due to the defenses of a Metta World Peace.