Can I automate this group email process?

I have a workflow question. Every Monday, I have to send about 300 emails out. The body text is the exact same for each message, except for one link that is unique to each email.
For instance, one email might read:
Dear Friends,
Read this month’s newsletter:
www.newsletter/-1.com
While the next would read:
Dear Friends,
Read this month’s newsletter:
www.newsletter/-2.com
Additionally, each of these emails has an entirely different recipient list.
My basic question is: what is the quickest way to do this? Can it be automated?
As of now, I have figured out how to author the emails all at once, using Mac Automator. Which means all that is left is adding the unique links and pressing send. It’s not that bad, but doing it 300 times a week is tedious. Furthermore, accuracy is very important, which is another reason why an automated workflow is attractive (eliminate the component of human error).
Any ideas? I’d be willing to spend a little money to get this thing solved, if necessary. So, if there is a 3rd party program or plugin, please let me know. Even better, if you can think of a way to use the native components within Microsoft Office (Excel, Entourage) or Mac OS (Mail, Address Book, Automator), that would be ideal.
My initial intuition is that there must be a way for a mail program to communicate with a spreadsheet to achieve this. For instance, if I could set Mail to author an individual email for each cell in column A of an Excel or Numbers document, while pulling the link name from the same row in Column B…seems like I should be able to do that, I just don’t know how.

Here is a link to our MailShot Pro app, which leftyapple2 was kind enough to mention (Thanks). MailShot Pro in App Store
MailShot creates a special contact for your group that enables most of the apps on your device to send group email, including the Mail app itself. Just add the contact to the "To" or "Bcc" line of your email using the blue + button
Any questions or problems, please get in touch with our support email on "support at solubleapps.com", we are always happy to help.
Peter
SolubleApps
Disclosure: we are the developers of MailShot Pro and may benefit from its sale.

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Here is a link to our MailShot Pro app, which leftyapple2 was kind enough to mention (Thanks). MailShot Pro in App Store
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