Can the 5560i scan to MS 365?  If it can, can you also browse to a folder in MS365 and scan the documents(s) to any folder you choose?

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Canon has a solution called Authorized Send that allows Scan to OneDrive which I believe is what you mean by MS 365.  You can browse sub-folders and create new ones from the MFP with this. MSRP is $1100 per device.

They also have uniFLOW One (Online) and uniFLOW).  This is basically Canon's PaperCut Solution so it offers a lot more than just advanced scanning/scan to cloud (i.e. cost tracking, authentication, mobile print tracking, follow-me print, etc.).  uniFLOW One is the Microsoft Azure cloud-based version that requires a subscription per device: MSRP is about $370 per device per year. The server-based version for Login + Scanning Bundle is $940 per device + optional $80 per year Software Assurance per device + maybe $1000 for remote installation. Total cost uniFLOW for one device: $1940-$2340.

Out of the box as a standard feature? No it does not.

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