In this final Late Night Brew episode, Robert Buktencia and Josh walk through the realities of cutover in a Google Workspace to Microsoft 365 migration. They unpack what happens behind the scenes when DNS changes take effect, how mail flow transitions, and why preparation across communication, domain management and user readiness is critical. The discussion also highlights common pitfalls such as hidden domain conflicts and the importance of safeguards like break glass accounts to avoid last minute disruptions.
What you will get out of this episode:
- Clear understanding of what happens on cutover night and immediately after
- Insight into common risks like domain conflicts and how to avoid them
- Practical guidance on DNS changes and synchronisation processes
- Tips to prepare users and reduce disruption on day one
- Awareness of post migration challenges and how to manage them effectively
- Do not leave your cutover to chance
- Get expert guidance to avoid delays, minimise disruption and ensure your migration is done right the first time
TIMESTAMPS
00:04 Introduction and episode setup
01:09 Preparing for cutover and communication planning
02:27 Domain challenges and tenant conflicts
04:20 Break glass accounts and administrative safeguards
06:41 DNS changes and cutover process overview
07:23 Full synchronisation and post cutover data updates
08:22 User onboarding and application setup
09:03 First day experience and support considerations
Contact the Insentra team today to take control of your migration and deliver a seamless experience for your users






