Bret Hart singles push

Do you think the Bret Hart push should have started sooner? They clearly always had plans of pushing him solo, even when he and Anvil were competing for the tag titles. I feel like they should have just had Demolition retain at SummerSlam and built up to them dropping the titles to newly-arrived LOD. Bret could have started his push right after SummerSlam '90. Maybe do Perfect-Bret for the IC title at Mania 7 (with someone else insulting Boss Man's mama and such) AND a re-match at SummerSlam '91.

That was absolutely the original goal. The whole point of the phantom title switch was that they fired Neidhart for cost-cutting reasons and were 100% ready to proceed with the Bret push. But then they changed their mind and un-fired Neidhart. As you note, they probably shouldn't have bothered. Building to Demos v. LOD at WM would have been pretty awesome, whether or not Eadie was involved.