I was recently faced with a very frustrating problem in regards to uploading user photos over 10KB into Office 365. Their online documentation states that “The “native” size of user photos is around 100×100 pixels, with a file size of 10 KB”. First of all, that is an extremely small and grainy photo, and shrinking my original 2 MB photo down to 10 KB left the picture very distorted. Regardless, using the Set-UserPhoto cmdlet, I was only able to upload a 4KB photo at about a 60×60 resolution. Anything over that would give me “The remote server returned an error: (413) Request Entity Too Large…” I opened a ticket with their online support and after weeks of back and forth emails and phone calls, their support technician told me that this was an issue and there was nothing to do about it except wait for Microsoft to release a fix.