In 1999, it seemed like WCW were planting the seeds for a Bret/Hogan showdown all year long. Bret would come out to the ring on some occasions during that year, even after Owen's death, and talked about facing Hogan and said it was one of his goals in WCW. With what happened to Hogan at Halloween Havoc 1999, laying down for Sting and disappearing afterwards, and Bret winning the WCW Title at Mayhem, maybe they could've brought back Hogan for Starrcade and had Bret defend the belt against him in the main event. It would've made sense for the nWo 2000 reunion with Bret, Nash & Hall the next night too. They could've booked Hogan/Bret in a rematch the next night on Nitro, Nash & Hall could've came down to the ring, teasing an nWo reunion with Hogan, making everyone think they were gonna help out Hogan, but instead they shock everyone, attack Hogan and help Bret retain the belt, forming the nWo 2000. And even though the "Montreal Screwjob" ending in Bret/Goldberg's match sucked, it would have made some sense with Hogan instead, as Hogan and Piper were long time rivals. Plus, Bret would have wrestled a much safer opponent in Hogan and his in-ring career could've lasted a bit more longer after Starrcade.
Should it have been Bret vs. Hogan instead at Starrcade 1999?
How was WCW pushing a Hogan-Brett agenda all through 1999 ??
1999 starts with Brett out with injury, MIA since Nov 98 - The NWO reforms, purges all the mid carders, and tries to regain control of WCW from Ric Flair, along the way screwing Goldberg out the WCW Title - This storylines takes us into the Spring, as Hogan-Flair headline 3 PPVs, Hogan loses the WCW Title to Flair, and eventually leaves for several months to have knee surgery.
The NWO disbands shortly after that and Hogan is MIA from April-July.
Hart is in and out that spring that summer not doing much of anything but never associates with Hogan. Randy Savage returns, Kevin Nash is a tweener character, DDP turns heel, and Piper returns to feud with a now heel Flair, all of which takes us into July of 99 (right when Hogan returns).
In Sept Bischoff is fired - Flair (who was MIA the last half of the summer, either due to a falling out with Bischoff or a reocccurrance of his shoulder injury from 96 depending on what you believe) returns and he Hogan, & Hart (who is finally wrestling full time for the first time all year unite as a team to oppose a heel Sting, DDP, and recently returned from injury Lex Luger. As Halloween Havoc comes up Vince Russo Era Part 1 is about to start and Hogan & Flair disappear while Hart is left kind of out there. New storylines emerge but Hart is nowhere near Hogan.
As the year winds down Hogan is MIA - How exactly was WCW "teasing" a Brett-Hogan match in 99.....seems to me that they never did one single thing to make fans think for one minute they might actually wrestle.
Meanwhile the timing for Brett-Hogan was 1998 - Brett should have come in and saved Sting from a "Screwjob" finish at Starracde 97 and immediately started feuding with the various NWO members....there was a fairly good roster at that point to chose from and he could have worked against Henning, Hall, Steiner, and eventually Nash as the year progressed, building towards a Starrcade 98 match with Hogan. The whole ridiculous NWO split was two confusing and never caught on, pretty soon all of WCW was seemingly in the NWO in some form or another, Hart never should have feuded with Flair (the audience was split and leaned towards Flair despite his playing a clear heel vs Hart, not a great way to establish the popularity of your newest good guy), and Hart should have remained a hero all year, he was clearly more comfortable in that role, it was the role during his greatest periods of success in WWE, and "Montreal" gave him sympathy among fans making him instantly likeable.
WCW so thoroughly screwed all of that up so bad it is beyond description - Still, the time for Hart vs Hogan was 98 not 99 and WCW did almost nothing in 99 storyline wise to make you think there was any chance at all in Hart-Hogan happening or make you care that it could.