Can my student list contain multiple email addresses for one student?

Include primary and alternate e-mails in your student list.

The student list can include one column for the primary e-mail, and another column for the alternate e-mail. 

When sending an eMarketing campaign, choose which e-mails to send the campaign to in the "detail" portion of creating the campaign. 

Student: This is the primary e-mail column

Alternatives: This is the alternate e-mail 

emarketing details view for alt emails