Is this acceptable? Microsoft giftcard issues?

Did you try purchasing the DLC? Despite the part where it says the price plus tax, I heve never actually seen any DLC or pretty much anything except full On Demand games have a tax applied to them. It seems the "plus tax" part is just a generic message that they have on everything so they don't have to code it to only show up in specific situations. So a DLC that says it costs $8.99 plus tax, really only costs the $8.99.

As for the multiple accounts, as long as you are both playing on the registered system, most DLC will allow all accounts on that system to use them. The license transfer tool does nothing to the accounts themselves, it only changes the registration of the downloads to whatever system you use the tool on.

Oh, and just a friendly reminder, please try to remember to choose a best answer for your question if one helps you, since Y!A has done away with voting. You can always choose to wait for more if the ones you have are unsatisfactory.

I agree that tax on digital goods is ridiculous, but the double-gouging is even worse. I didn't think you had to pay taxes on prepaid cards.

I just recently spent the last of my Xbox balance on a couple of games, and found that if I didn't have enough money in my account I couldn't just use a credit card to pay for the difference. It seems they only allow one payment method per transaction.

And I'm sorry to have to break this to you, but digital purchases are tied to the account they are made with. So you can't transfer anything from your brother's account to yours. If it's on the same console, though, you should at least be able to access it.

I'm gonna keep this short and simple. It says tax but I have never actually been taxed and it worked with my $15 card. As far as the second situation idk:/