Information Infrastructure Initiative of Kyushu University started serving Office 365 Education for all students and staff members at Kyushu University in November 2016. Since 2007, the university had signed Microsoft EES (Enrollment for Education Solutions) including licenses for the latest Microsoft Windows and Office suite. The EES agreement includes an advantage to provide Office 365 Education to the university members with minimum investments, and there was a demand for Skype for Business which is included in Office 365. To deploy Office 365 for our users, we first needed to configure our on-premises user authentication infrastructure to coordinate with Office 365. During trials, we had a couple of difficulties attributed to some disagreements between Microsoft's and our policy on whether the user identifier, namely the user principal name in Active Directory, was open or private. Additionally, we had to consider which services should be applied to the users, because we have been operating an on-premises email service which is competing with Microsoft Exchange mail service. In this presentation, we share our experiences in Office 365 deployment.