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Killing Scarlet is cakewalk for Strange as well. Keep in mind, Strange is more experienced in combat than Scarlet Witch is. With Strange magic shields, he defends himself against all of Scarlet's attacks, whereas Scarlet's shields won't do much good against some of Dr.Strange's spells. If Strange rushes her down and takes Scarlet by surprise, she gets BFR'ed.
This quote from her page is also important. ' She is also both the youngest and least experienced Avenger and is still in training and hasn't even come close to discovering her true potential. Cannot defend herself against threats she is not aware of. '
Keep in mind, we've seen people and things take her by surprise before, and there's nothing saying Dr.Strange couldn't or wouldn't. Dr.Strange takes this due to superior experience and a much greater arsenal. And even if you argue does don't matter, the most Scarlet could get from this match would be 'Incon', due to them being easily able to take out the other instantly.
Even on Scarlet's own Vsbattles wiki page she's stated to be the most inexperienced member in the team. And Wanda starting to fight before he does doesn't means she is more experienced. In fact, in Civil War, the entirety of the events occur purely because of Wanda's inexperience. It's even a reoccurring plot point. While this might be refutable, it's also easy to argue that Doctor Strange has learnt far more than she has-by Endgame, Wanda is barely learning about her potential, while Dr.Strange is a Sorcerer Supreme. Comparing the two, it's obvious that Dr.Strange has more experience and, on average, combats MUCH bigger threats.
Also, take note that in the time between Infinity War and Civil War, Wanda was not training at all. And between Age of Ultron and Civil War was about the same time length between Civil and Infinity. So while she wouldn't be untrained by Endgame, she is DEFINITELY much less skilled. Meanwhile, Doctor Strange never skipped a beat-we can see in Thor: Ragnarok that he's still perfectly active and has arguably even expanded his repetoire.
Scarlet squeezing to death still needs time to occur, and creating a portal under her will BFR her before she could kill Doctor Strange, easily. And again, we've seen people catch her off guard several times with attacks she cannot see coming-like a portal opening under your feet. I still vote Doctor Strange.
Also keep in mind, Wanda fights almost exclusively with her projectiles and has used her telekinesis to crush people in 2, maybe three occasions, so she definitely wouldn't open with TK.
Emphasis on the Avengers, because literally everyone on that team has ended World ending threats twice before Strange even got injured
Saying that Scarlet is less expirienced then Strange because she's not as experienced as the other Avengers is fallacious.
Plus previous weaknesses of her not controlling her power during Civil War and before just isn't fair, it's like saying Strange is weak because he was inexperienced during his first outing.
Why would Scarlet Witch squeezing Strange take time? Strange is vastly weaker then anyone she's ever squeezed physically. He's 9B to her Low 6B and his magic shields are moot because he's being heals in place.
So no, Scarlet Wotch squeezing Doctor Strange is instant death
Strange doesn't lead with time Stop either, he used it too late against Maw for example.
Went with Shields against Maw then attempted to Reverse but didn't
Thanos may not be the best case cause he looked at many possible futures prior, but during that he lead with using portals to send the Avengers and GoTG after Thanos.
So a bit inconsistent
Scarlet in her case starts almost exclusively with energy blasts then TK Crush when things get serious, granted, she was bloodlusted in her case with Thanos and Ultron, but if she does do it it's an instant GG due to his dura.
Strange could BFR her to any location in the wider galaxy, possibly multiverse. And her levitating is a non-factor since he could create many hundreds of portals at once.
Not to mention, In-character Scarlet Witch never crushes people unless she hates them with a burning passion. She'd reasonably use TK to crush him pretty late into the fight, and by that point Strange would've killed her.
Strange could BFR with his portals or send her to the mirror dimension. And while this wasn't a fight, keep in mind, he did instantly BFR Loki, assumingly to prevent conflict. Also, let's not forget, Strange has a far higher Intelligence stat, and is a better combatant and most likely tactician. Scarlet Witches tactics mostly boil down to brute forcing her opponents with Psionic blasts, while Dr.Strange comes up with arguably much cleverer and less-hard-to-predict techniques. Dr.Strange outsmarts her by a very long margin.
It comes down to 'Does strange BFR/use superior AP to kill her before Scarlet witch uses TK', and the answer to that is an absolute yes. Docotr Strange could vaporize her with AP, or create portals, or send her to the mirror dimension, all of which he does commonly. Any construct kills her pretty quickly. Doctor Strange outsmarts her and could easily come up with a tactic to defeat her. Scarlet Witch has less experience, far lower intelligence, and overall gets outclassed, though not technically a stomp.
Strange has also been seen using his portals against enemies, if you were wondering. Strange has so many ways to kill her in this fight. Nevermind the fact that if she leads with an energy blast-which she will almost definitely do-Strange could: -Duplicate himself and then kill her -Dodge and then BFR her with portals -Dodge and then BFR her with mirror dimension -Launch virtually any construct to kill her immediately
If she somehow dodges one of these options, then she'd just create energy shields and then be BFR'd immediately.
2. Kill her with what? Strange never kills people in character, the one time he did he felt incredible remorse, if you're going to say Scarlet doesn't crush people unless she hates them don't even try saying Strange will kill her.
3. Scarlet is stronger then Strange in terms of Stats, she was crushing Thanos and would have killed him if the Sanctuary 2 didn't Rain Fire, Strange is at least comparable to Thanos.
4. Strange almost never uses the mirror dimension, and it's still a perfectly dodgeable projectile, and again, the portals are going to be hard to land on a levitating opponent