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The phrase "a possibility with which" is correct and usable in written English.
It can be used when discussing a potential situation or option that is associated with a particular context or subject.
Example: "There is a possibility with which we can explore new markets and expand our business."
Alternatives: "an option that involves" or "a chance associated with".
Exact(1)
If he does fill in at lock with Sam Whitelock and Brodie Retallick injured – a possibility with which he professed himself entirely happy, contrary to the received wisdom of every shove-weary lock who ever yearned for the freedom of the back row – it may be that whoever wears No6 in his place, perhaps Steven Luatua, plays a blinder and causes him a problem.
Similar(59)
In the period between these two generations, however, emigration for Soviet Jews had become a real possibility with which every Soviet Jew was confronted, and therefore the second generation had to come to terms with their Jewishness much more than the previous generation.
98 The risk factors for the transmission of this disease are determined by the increases in the possibility with which humans come into contact with a tsetse fly, and these factors are thus related to the site of contact between the tsetse fly and the human, and the intensity and frequency of this contact.
Later, the astonished sense of possibility with which she embraces New York suggests that despite her predicament, Maria has found her true home.
Recalling your face in front of the cab, I saw now and then the glow of triumph, of the fantasy of me having become reality, the sense of increased possibility with which you viewed the waitress just before your attention turned to me.
It is this possibility with which we are primarily concerned.
Paraphrases of causal counterfactuals 'if A had been then B would have been' convey the two possibilities with which they are consistent, a possibility corresponding to the conjecture (A and B), and a possibility corresponding to the presupposed facts (not-A and not-B).
It's a complicated set of realities and possibilities with which Obama must contend on this trip.
We had an entire world wide web of possibilities with which to explore beyond the confines of our bedroom walls.
"Early life can be gilded not just by overt privilege," wrote Frances in a book review for Vogue in 2008, "But simply by the possibilities with which it burgeons, and which, as we age, slip through our fingers".
Thus the person has 15 5 possibilities with which to reply, and each reply to a question is weighted with a calculation to provide a final score.
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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com