Never before had he come across a woman that was so similar to himself, so conniving, and ruthless in the attainment of her goals.
https://www.lexico.com/definition/attainment
[Q1] Does this sentence imply that he himself was conniving and ruthless in the attainment of his goals?
[Q2] Is the obligatory or optional?
Photon [Q1] Does this sentence imply that he himself was conniving and ruthless in the attainment of his goals? Yes. Photon [Q2] Is the obligatory or optional?
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Photon[Q1] Does this sentence imply that he himself was conniving and ruthless in the attainment of his goals?
Yes.
Photon[Q2] Is the obligatory or optional?
I would certainly include it. If for some reason I wanted to avoid using "the", I'd replace "attainment of" with "attaining".