No. The same Account Holder can only have ONE email address on the Enrollsy Account. The Primary Account Holder can have the same email address as the Primary and as the Secondary Account Holder on the same account.
However, if the Primary or Secondary Account Holder has another Account with the same email address, they will NOT be able to log in. Neither will the Secondary Account Holder be able to log in until the Primary Account Holder changes or removes the email address on one of the accounts.
There can be a second email address associated with the Secondary Account Holder. We have a Shared Access feature that allows a Primary Account Holder to add additional people who can independently sign in using their email addresses.