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Let's assume for a moment that it is possible for kson to found a company and poach Holos. These girls are under contracts. They can't just decide "alright well I'm leaving", they usually need some sort of extenuating circumstance or major happening going on to squirm out of a contract before it's up.
So, with that in mind, and judging on the typical hiring requirement of "Must be able to stream at least 3 times a week for one year", and typical renegotiations being done 1~3 months in advance, who's having an anniversary in the next 3 months? Those are your primary targets.