From what I've noticed with the onboard shopping, there needs to be a perfect storm of situations for a purchase to even track.

1. FlyFi has to be connected to the internet (obviously)
2. You have to be able to log in to your TB account with name and email (but no password). This doesn't always work, because sometimes it can't communicate with the TrueBlue servers, and rather than keep you from connecting to the internet, it just lets you on. If the upper right hand arrow displays a tab that shows Notifications and Purchases when clicked on, your login worked. If not, you'll have to click the upper left hand arrow and hope that there's a button that says "Select Plan" or "Select Package" that will bring you back to the login page.
3. FlyFi needs to know your flight info. That means from The Hub, it needs to display your destination and your ETA. From the "Flight Info" tab, there needs to be a destination and an ETA. I've noticed that about 80% of the time, it's either blank or shows N/A.

If I need to order something on Amazon, I still do it while onboard in hopes of getting something, but I have no hopes of anything getting credited given the fragility of the way this works over FlyFi. If I get anything, it would be a pleasant surprise.