Adobe Cloud, Same account, 2 computers, different trial dates?

Hello, I am trying out the new Adobe Premiere 2014 edition. I have two MacBooks, with creative cloud under the same account installed on both of them. I pay for Adobe cloud photography package monthly. However, I am thinking of going for the whole package because I enjoy Adobe Premiere.
But, I wanted to get my 30 day trial before I did that. On one computer, it says I have 30 days remaining in my trial. On the other computer it says I have 2 days remaining on my trial. I have assured they are signed in under the same account. In fact, they have to be, or I couldn't use Photoshop, which I pay for.
Second question, If after the trial is over, I decide to get Premiere Pro CC 2014, which cost 20 dollars, is there anyway to make the bill for it due the same day as the Photoshop package?
When the trial expires and the, 'Buy,' button comes up, there is no need to uninstall but it and then reinstall correct? All I need to do is hit buy, put in the information, and it will unlock it? The reason this question is important, is because I live in a place that has very limited internet. So, I have to go to a distance to download large files or I'll go over my data cap at my house. So, I want to download it at the location I'm at now, and when the trial runs out, I do not want to have to drive far away to re download it.

Hi Justin Curtis,
There could be a possibility that the there is difference in activation date.
If you are not able to use Photoshop CC, try the below mentioned steps and share the results.
Creative Cloud applications ask for serial number
Activation & Deactivation Help
Sign in, activation, or connection errors | CS5.5 and later, Acrobat DC
Answer 2: If you wish to pay for both the subscription on the same day. You would have to make sure that the purchase date of Premier Pro cc has to be same to that of Photoshop CC.
Answer 3: Once your trail is expired and you have  purchase it, there is no need to re-install the app.
Please sign out and sign back in to creative cloud .
Sign in, Sign out | Creative Cloud desktop app
Please revert in case of further query.
Thanks,
Atul Saini

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