The automatic updates are problematic because I come to work and find some things different than they were yesterday, which is not a very good idea.
The stability for Office 365 is not very good, as the application sometimes closes without any information; the old version was much more stable.
The scalability can be complicated because it depends on Microsoft's policy for licensing, and it's expandable, but very complicated.
The pricing for Office 365 is higher now because my previous calculation for the box version or standard version with installation and lifetime support was easier and cheaper, and when we use one version for more than three years, it compares unfavorably with Microsoft's license policy.
In general, Office 365 is good, but I feel that it is becoming more of a huge software with many functions that are preferred at this time; after a few years, nobody knows what this technology was.