Is it possible to personalize multiple emails to the same email address with different data from a s

We are trying to set up an email that is similar to a shipping confirmation email.  In this scenario, we may send the same customer (email address) multiple emails on the same day, but each email would need to have a unique tracking number.  Our tracking numbers are stored in a supplemental table.  The data is loaded in one Connect job each morning.  I'm trying to send the emails through Program.

I have been able to send multiple emails to the same email address, but the same tracking number is showing in each email.

Does anyone have experience with this type of situation?  If so, how do you accomplish this?  Is there any documentation specifically related to this type of situation?