keep in mind that an upsell is just a promotion. However it's a promotion for a product that the average new customer is not likely to make as an impulse buy. That is why we hold it back and present the offer once we have overcome resistance and they are infinitely more likely to buy that same item. But there is nothing that says you can't take that same upsell offer and offer it as a real time promotion to your fans. That's usually where most of my upsells start. I run them as promos to my existing list and then take the same promotion and add it as an upsell. Otherwise yo are wasting a lot of potential profit.

The only thing I'd say though is that you might want to first see if you can get all those FB followers over to your list by targeting them with an ad. Assuming you have already done that, you can absolutely run your existing fan base to a promo for the box set.

I'd probably send an email blast out to your list and then create an ad that essentially conveyes the same thing, and takes people to the sales page. Then target only the people that like your page or are in a custom audience made up of your email list.

You can also ad a pixel to your site and retarget anyone who has landed on the confirmation page after purchasing your album, that way you can be sure to keep nudging those buyers to take the next step, and it will be such a small audience it will just cots pennies.

You definitely could. I don't personally because I'm lazy and hate to have too many moving pparts to anything I'm doing. But you could. 

Another thing you could do is manually watch for those subscribers to come in, seeing as it will all likely happen within a short period of time. And when it's a friend who signs up (you can just search their email on Facebook or in your inbox to see if you know each other) you could go into aweber and manually set things so the last message received is your last one in the series. this means that they won't get any of your promo emails.

But then again, you'd be surprised how many friends haven't bought, and will when they get the emails. It's really your call. In the end, knowing friends are reading your emails might help you to craft emails that come off as really authentic. Ultimately you can do it any number of ways.

PS - I dig the squeeze page. The image is striking and the headline compliments it well.