«It depends». That may be the most used sentence when evaluating the correct technology for a generic challenge. Choosing the right technology is not a trivial problem.
What does a children's book Kickstarter have to do with software projects? More than you would think. Proper estimation, user research, and minimum viable products all make an appearance.
Karen Stevenson, who originally authored the CCK and Date modules, weighs in on when to adopt the newest version of Drupal and when not to...especially in times of transition between two versions.