LICENCE TO KILL or DIE ANOTHER DAY?
Both movies you can argue, temporally killed off the Bond franchise. LTK (which is the lowest grossing Bond movie ever when taking inflation into account) marked the unceremonious end to Timothy Dalton's run as 007 and the start of a six year long hiatus (still the longest in Bond movie history because of legal issues that EON and MGM/UA were having at the time). The most common criticism (besides fans of still recent the Roger Moore era having a hard time resonating w/ the darker more gruesomely violent tone in LTK) that I've heard about LTK is that it plays off like a bad Miami Vice wannabe instead of an actual Bond film (the fact that it's I believe the only Bond film that wasn't produced at least partially in England due too it being too expensive to film there at the time doesn't really help).
While Die Another Day was a huge hit at the box office, it got mixed reviews at best and lead to the reboot (from that perspective, cramming in "cute" little homages to the past 19 Bond movies kind of made sense if this was going to be the last official one in the original 1962-2002 timeline/continuity) w/ Daniel Craig four years later. It was another prime example of how the Pierce Brosnan era started off w/ an intriguing premise/concept (here it's Bond being captured and tortured in North Korea for 14 months) and not really following it through in order to not stray too far from the "Bond blueprint". It was also an example of the filmmakers trying so hard to be "hip and with it" (in order to kept up w/ John Woo, Michael Bay, The Matrix, McG, xXx, etc.) that they load it w/ superficial, MTV style filmmaking gimmicks like slow-motion and really cheesy CGI (arguably the series nadir in regards to stunt work). When Roger Moore (the first Bond in space) thinks that your Bond movie went a bit over-the-top, then you went a bit over-the-top.