Well firstly, the use of dropbox and skype would be frowned on but for different reasons. However, at the same time we can't tell you what to do or not to do with your computer. I would however consider you to use free alternatives.

1) Skype is non-free software which could be used to [http://news.cnet.com/8301-31001_3-57368523-261/feds-we-obtained-megaupload-conversations-with-search-warrant/ monitor users]. Here is the RMS's [https://www.fsf.org/blogs/rms/microsoft-skype position on it]. 2) Dropbox I would not use because you are entrusting your files to someone else. They can look at them. Sell them to other companies. Give them to governments who want your info. They may promise in the privacy policy not too do that but they can change that on a whim. You should store your files on your own computer. For this situation I would recommend setting up your own fileserver like a FTP and just host your own files. That way you control the computer.

Here is some info on [https://www.fsf.org/campaigns/priority-projects/#skypereplacement skype replacements] and more in the [http://directory.fsf.org/wiki/Category/Business/telephony free software directory]

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