New to the Cloud, Having Numerous Unanswered Errors

Hi there, I'm a new user to the cloud, and so far the experience has been much less than stellar. Using Adobe's Application Manager (the most recent version, mind you), I downloaded all of the programs I needed and they ran fine. My first error occurred when I tried to update Photoshop and Illustrator, when I was told the update simply failed.

An even bigger issue however, is that whenever I turn my computer off for the night or it unexpectedly resets on me, all of my Adobe programs lose their paths and simply break. Going into the Adobe folders in my Local Disk drive and starting the programs there results in this error, but for every program, not just Dreamweaver.

C:\Program Files (x86)\Adobe\Adobe Dreamweaver CS6\Dreamweaver.exe
Windows cannot access the specified device, path, or file. You may not have the appropriate permissions to access the item.

Naturally, I contacted Tech Support for some information, and was faced with the worst support I have ever received. Usually, I am straight up told by bad support that there's nothing they can do, but this time I was led along hoping that they could do something. I was even asked to share my screen using some indirect link, which I was just not comfortable doing. In the end, I was basically pushed away and asked to re-contact them on Monday, since a new department would be talking to me by then. I would have appreciated being told that they were clueless on the situation so I could at least move on and try somewhere else, but this following conversation went on for about half an hour, excluding the long wait I experienced.

All representatives are actively assisting other customers. Your estimated wait time is 3 minute(s) and 14 second(s) or longer. Thank you for your patience.

All representatives are actively assisting other customers. Your estimated wait time is 3 minute(s) and 14 second(s) or longer. Thank you for your patience.

All representatives are actively assisting other customers. Your estimated wait time is 3 minute(s) and 14 second(s) or longer. Thank you for your patience.

All representatives are actively assisting other customers. Your estimated wait time is 3 minute(s) and 14 second(s) or longer. Thank you for your patience.

All representatives are actively assisting other customers. Your estimated wait time is 3 minute(s) and 14 second(s) or longer. Thank you for your patience.

All representatives are actively assisting other customers. Your estimated wait time is 3 minute(s) and 14 second(s) or longer. Thank you for your patience.

All representatives are actively assisting other customers. Your estimated wait time is 3 minute(s) and 14 second(s) or longer. Thank you for your patience.

You are now chatting with 'Seetharam'

Seetharam: Hello. Welcome to Adobe Technical Support.

Seetharam: In order to help you better, can you please provide me with your full name, phone number and the mailing address?

Thomas: Hi there:

Thomas: Full name is Thomas Yoon, number is -----------, and the mailing address is -----------------

Seetharam: Thank you for the information.

Seetharam: I understand that you are unable to install the software. Is that correct?

Thomas: To a point, yes. Many programs do download, but it's inconsistent when they choose not to update/download.

Thomas: On top of that, all of my programs lose their paths when I reset, and I have to force uninstall all of them then reinstall each time.

Seetharam: Thank you for the information

Seetharam: Just to confirm you are getting the error while installing the update?

Thomas: Yes, that's one of the errors. I've also seen corrupted download errors.

Seetharam: Thank you for the information.

Seetharam: Sorry to inform you that for the update installation you need to Product Support Specialist.

Seetharam: So please contact us back on Monday.

Thomas: Okay, just contact this same page again?

Seetharam: Yes, we will direct you to Product Support Specialist.

Thomas: Okay, thank you. Anything I can do about the programs becoming useless once I reset? Reinstalling on every reset has been very tedious.

Seetharam: Are you trying to reinstall the software now?

Thomas: I will have to, yes.

Seetharam: You can try uninstall and reinstall the software, if you face any issue please contact us back.

Seetharam: \

Thomas: No, my current issue isn't being unable to reinstall. I'm forced to reinstall them at all every time my computer resets, and that shouldn't be the case.

Seetharam: Thank you for the information.

Seetharam: Would you like to share your computer screen so I can have view access to what you are seeing?

Thomas: Um, I've never had to share screens with tech support before, I'm not sure I'm comfortable doing so with an unknown IP.

Thomas: I can type out the error message I get when the programs are unavailable, if that helps?

Seetharam: I will provide the link to share your screen.

Seetharam: Is that okay?

Thomas: Like I said, I'm not comfortable sharing my screen with an unknown IP. Tech support has never asked me to do this with errors.

Seetharam: Okay.

Seetharam: Could you copy paste the exact error message.

Thomas: C:\Program Files (x86)\Adobe\Adobe Dreamweaver CS6\Dreamweaver.exe Windows cannot access the specified device, path, or file. You may not have the appropriate permissions to access the item.

Thomas: This happens with all of the Adobe programs I downloaded after each reset.

Seetharam: Sorry this is update error so you need to contact the Product Support Specialist.

Thomas: Sorry, but how is that an update error?

Thomas: It happens on every reset where my programs just disappear.

Seetharam: You this error while installing the update.

Seetharam: So please contact us back on Monday we will direct you to Product Support Specialist.

Thomas: I don't think you understand. I'm not trying to install updates. I'm just trying to have my basic programs run and stay on my computer.

Thomas: But I will contact back on Monday, since this isn't really helping.

Seetharam: Okay.

Seetharam: Do you have any further question for me?

Thomas: I do not.

Seetharam: You may choose to print or email a copy of this chat transcript by using the options at the top right corner of this chat window.

Seetharam: Thank you for contacting Adobe. Good Bye.

Thank you for chatting with us. Please click the "Close" button on the top right of the chat window to tell us how we did today.

As you might be able to tell, I started getting upset near the end. In no way did that assist me, and it only ended up wasting my time, leaving me with this big problem still. It might have been one bad contact, but now I have this bitter feeling that my support request on Monday will only be the same thing.  Is anyone here able to assist me with the errors? Being forced to reinstall the Application Manager followed by all of my programs (having to unistall the dead files too) upon every reboot is insanely tedious and annoying, especially if my computer accidentally reboots against my knowledge for updates or something else. I'd very much appreciate some help, thank you!