When will Taker Retire, or you think is the right time for him to retire?
It would be best for 'Taker to end it after WM27. But you, me, and even my grandma know the thought of 20-0 is too
much for Taker, Vince and the E to pass up on.
It'll be WM28 (if he's healthy, if not 29), he goes 20-0, then just goes away. No big post WM hoop-la, he just disappears.
Whom do you think he will retire against?
Honestly, it would have to be Rock or Cena at this point. If they wanted a young gun to take on the streak this year, it'd be Taker-Barrett or Taker-Seamus this year. And let's face it, other than Orton and Edge (who he's already notched on his belt) the only big name guys left who he has never faced at WM are Rock and Cena. Hell, it can even be the blow off to the Cena-Rock feud, kinda like HBK and JBL in '09. Winner gets The Undertaker at WrestleMania. Could be interesting...
If he goes till WM 28 than, and if he chooses to stay till WM 30 than, what and how should he plan his career?
He should only go to 28 if he stays this year, and only come back late this year (Survivor Series) or the first RAW of 2012.
When he comes back he should be eerily looming over random matches, like Sting in the rafters. Have him appear in the crowd, in a skybox, have him watching backstage, even on top of the TitanTron. After RR have him reveal he's "scouting", and eventually reveal it's for his 20th victim. Then have Rock-Cena in a final match at Elimination Chamber after Taker asks then to do it and says "Winner gets me". From there it's a 6 week feud centered on "you've done everything but face me in MY yard", like with HHH, only this time we actually get a match between 2 guys who've never fought at WM before. This would get WWE a guaranteed million buys for 28 in either case (Rock OR Cena).
At any point how would you like the culmination of the character Undertaker?
Like I said above. Have him win at 28, go 20-0, and disappear. Literally, have him walk up the ramp, salute the fans with a fist in the air, then BOOM, lightning and fireballs hit the stage, and he disappears. Like a demon being exercised, he literally disappears in a ball of fire and lighting.
Should he take an apprentice of sorts to pass off the Dark Powers?
No. Stupid idea.
How would you write off the saga of the BROTHERS OF DESTRUCTION seeing as Kane is coming to an end of his career as well...
Considering it could be tied up into my search idea, have Taker take out Kane in the first ever Hell in a Cell Casket Buried Alive Match! Winner puts the loser in a casket, then buries them alive, after a 30 minute cell match!
Or, just have Kane be taken out by Rock/Cena before WM 28, come back the next night and get a vengeance beat down, then say something to the effect of "If my brother's gone, no reason for me to stay.", then disappear the same way as the Undertaker.