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As far as I'm aware Marketo can only email the primary, standard Email Address field, which only syncs with the standard Email field in Salesforce. I don't believe it allows you to sync the Email Address field in Marketo to a custom Salesforce field, nor does it allow you to select a custom field in Marketo to send email to rather than the standard field. Sending to two separate email addresses requires having two separate contacts, unless someone out there has thought of a trick I don't know about.
Currently the personal email is the primary email that sync’s with Marketo as the unique identifier.
Not really, Email Address isn't a unique identifier in any real sense. It's merely the default deduplication key for some ways of finding leads in Marketo.
Like Grant says, there's no support for sending standard emails (just jerry-rigged alerts) to other lead fields.
I've seen campaigns two switch emails if you have store two in Marketo. But I had a feeling it would create issues and wouldn't sync two emails.
Thanks Grant and Sanford.