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I don't know about a time frame, but I think he needs 2 more matches, tbh.
The obvious being Taker/Sting. Just for the spectacle and for honoring 2 of the biggest names over the last 25 years. Let them have their moment. Doesn't matter who wins to me. I honestly wouldn't mind if it ended in a non-finish; Double KO/count-out or something.
Then Taker should have a retirement stipulation match....and it should be against THE DEMON KANE. Seriously. All the history there. It needs to happen. Have Vince be involved in the build up, as well. End a classic storyline with one final match, have Taker go out in a blaze of glory (read: go out in a flaming casket), and give Kane a little nod for all the work he has put in over the last 20 years without ever being given his time in the spot light. Kane deserves that after all he has done, just like he deserves one decent title run that he will never get most likely. Hell, have Kane win the title like 2 months before this match. Then him v Taker, title v retirement. Kane wins, but gets mauled in the process and is left in a weakened state and then loses the title at the next PPV. That would be epic imo.
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