At one org, we went for the highest-tier Google Drive plan (with unlimited storage), because we've had this 1% of our internal users who would really, really benefit from having it. We could only go all or nothing (and the lower tier would meet the needs of the 99%), but the cost-benefit of enabling it for everyone was still pretty good.

I suppose Apple is keeping track of these numbers as well (keep in mind they know exactly how much storage each Mac has - because you can't expand it). I am also hoping it's under intensive internal testing; the quality of their software has been going downhill for a while, no power user would ever care if they shipped another broken product.