Performing Exchange Server patching & service pack for mailbox server without losing some data during the rollback ?

People,
I'd like to know how can I safely apply the Exchange Server service pack or cumulative update to the Mailbox Server role (no DAG) without losing some email during the downtime and rolling back the snapshot ?
Can I do the following:
1. Stop all of the Exchange Server services.
2. Disconnect the vNIC in Mailbox server
3. Take VM snapshot
4. Apply the Exchange Server service Pack / Cumulative Update or Windows Update
5. Reboot
6. Reconnect the vNIC, if the server back online again with no issue, commit / delete the snapshot, if not, then disconnect the vNIC followed by roll back.
would that be make sense or supported from both Vmware and Microsoft http://www.vmware.com/files/pdf/exchange-2010-on-vmware-support-and-licensing-guide.pdf ?
If yu have any other suggestion, please let me know here.
Thanks in advance.

Hey AlbertWT,
I'll start off by saying that I wouldn't do it.  Microsoft is explicit that snapshots are not supported with Exchange when virtualized.  See below (from Exchange 2013 virtualization: Exchange 2013 Help):
Some hypervisors include features for taking snapshots of virtual machines. Virtual machine snapshots capture the state of a virtual machine while it's running. This feature enables you to take multiple snapshots of a virtual machine and then revert the virtual machine to any of the previous states by applying a snapshot to the virtual machine. However, virtual machine snapshots aren't application aware, and using them can have unintended and unexpected consequences for a server application that maintains state data, such as Exchange. As a result, making virtual machine snapshots of an Exchange guest virtual machine isn't supported.
Even if we ignore the support statement on snapshots this is still not a good idea.  Here are some things to consider.
1) Cumulative updates for Exchange make changes to the Active Directory Schema.  Rolling back the snapshot on the Mailbox server will not roll back the changes to AD, which could cause functional and supportability issues.  See this link to give you an idea of how there are AD schema updates in every Exchange CU and service pack: Exchange 2013 Active Directory schema changes: Exchange 2013 Help
2) It is possible for email to come in during the time that you're testing the update, and if you need to roll back you would need a plan to get that email back.  Third party services could work, or you could prevent email from coming into your environment completely during that time, but those are not ideal solutions.
A far better solution would be to create a lab environment that is isolated from production.  You could either take clones of your Exchange and AD VMs and put them into a network fenced environment, or create a lab and import your AD structure so it matches production.  I think this is a far better way to test than trying to rely on snapshots in production.
Hope that helps!
Matt

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