You have mentioned this scripture many times.
2 Ti 2:26
And that they may recover themselves out of the snare of the devil, who are taken captive by him at his will.
KJV
The word "taken captive" is NT:2221.
NT:2221
2. universally, to take, catch, capture: ezoogreemenoi hup' autou (i. e. tou diabolou) eis to ekeinou theleema, if they are held captive to do his will, 2 Ti 2:26
(from Thayer's Greek Lexicon, Electronic Database. Copyright © 2000, 2003 by Biblesoft, Inc. All rights reserved.)
Other translations:
2 Ti 2:26
And that they may come to their senses [and] escape out of the snare of the devil, having been held captive by him, [henceforth] to do His [God's] will.
AMP
2 Ti 2:22
that they may return to soberness out of the snare of the devil, having been held captive by him, [returning to soberness so as to serve] the will of that One [God].
(from The New Testament: An Expanded Translation by Kenneth S. Wuest Copyright © 1961 by Wm. B. Eerdmans Publishing Co. All rights reserved.)
2 Ti 2:26
And then they will come to their senses and escape from the trap of the Devil, who had caught them and made them obey his will.
TEV
These are describe in the scripture you quote as being captive, and/or caught, returning to soberness.
The context of this scripture is:
2 Ti 2:24-26
24 And the servant of the Lord must not strive; but be gentle unto all men, apt to teach, patient,
25 In meekness instructing those that oppose themselves; if God peradventure will give them repentance to the acknowledging of the truth;
26 And that they may recover themselves out of the snare of the devil, who are taken captive by him at his will.
KJV
The subject is Christians that enter into strife.
Those that enter into strife oppose themselves.
They are captured by the devil not possessed by the devil.
Notice also that they do not need someone else to deliver them. They must recover themselves by repenting from strife.
I would suggest that until you have sufficient understanding to adequately answer these questions that your arguments in this debate do not have credibility.
Why?
You quote scripture without an understanding of it relationship to the subject.
You admitted that you cannot answer the question.
The questions again.
Go study for yourself until you can see how these things can happen and then you can debate with credibility.