Problem Transferring Purchases to iTunes

I’m having a bit of a problem.  I buy a lot of apps from one computer (a PC) and wanted to sync them to my main computer (a macbook). Easy schmeezy right? Just open up iTunes, go to File >> Transfer Purchaes From “Pegasus” (what my phone is named). Unfortunately, that doesn’t work for me.  It pretends to copy and transfers my apps from my phone, only it never shows up in my iTunes library.

I tried syncing. I tried unplugging. I tried de-authorizing/authorizing my MacBook with the same iTunes account. No luck at all.

Finally I had to just re-download all the apps from iTunes onto my MacBook. Luckily, Apple did a better job in that department than bug-testing the purchase transferring tool because since I already purchased the apps once, it just let me re-download them for free.

But even that has bad UI.  For an app that I already purchased elsewhere, I still have to click the “buy” button and hope that it doesn’t repurchase it because I don’t want to pay for something twice! Luckily, on all the apps I’ve already purchased, a dialog pops up that says, “Just kidding! You already bought this, so you get to d/l it for free!” It would be nice if they told me that before the vague “buy” button.

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