Was listening to the 32 Thoughts podcast and Friedman wondered when the last time two contenders made a significant midseason trade. I immediately thought of the COL/NJD trade of Rolston for Lemieux+ in November 1999.
Interesting deal to look back on. From a Colorado perspective it seemed more straightforward as Lemieux was an impending UFA who they didn't have the budget to sign. Colorado would be sold in April 2000 to an owner with deep pockets.
Devils had an overflow of LW/C types and needed a natural RW to balance out the lineup plus Pepe's grit which was missing. Elias/Morrison held out to start the season but signed around Halloween. Scott Gomez had unexpectedly made the roster in their absence but had earned his roster spot after a big opening month. Of secondary concern was the 2000 Expansion Draft and Lou knew we couldn't protect everybody. Lemieux being an impending UFA freed up a protection spot for somebody else.
Obviously neither Rolston/Lemieux were as good as Rantanen and then neither guy would be involved in the 2001 SCF.