@JustinMicheal-7973
First, you need to know that due to this group is created on Exchange on-premises, you can only add Exchange on-premises mailboxes into it, you cannot add Exchange online created mailboxes to it.
If you want to add multiple mailboxes into group in batch. You need to prepare a source file contains mailboxes that you want to add:
Then you will could use script below to add those mailboxes into the group that you wanted:
$users = Import-Csv c:/temp/users.csv
foreach ($user in $users){
Add-DistributionGroupMember -Identity "Group" -Member $user.UserName
}
Here are detailed information about it:
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