The pricing on this is interesting.... Not sure Microsoft took the right approach. I can see the argument that $10/user/month is cheap compared to hiring an assistant. That said, I don't think this product does (or will ever) completely replace the need for an assistant. I also understand the value proposition for owning your own data. Even so, I can't see any company willing to pay $10/user/month to license all their users. They are more likely to just license exec/managers/etc... Why is Microsoft taking a scalable technology and targeting such a small niche? Especially a niche that is unlikely to want/need this service.
The true target market for this service should be employees who do not have a personal assistant. They can't purchase the license themselves and there is no way an org would justify licensing all staff. Maybe charge per meeting scheduled or flat fee at the tenant level? Or buddle into E3 or E5 to incentivize upgrading SKU's?
Free alternatives (FindTime/Cortana) > $40,000/year just for 'owning the data'. Hmmmmm