The answer to Problem 1 is that Microsoft Word is not a 'WYSIWYG' word processing program. (WYSIWYG = 'What you see is what you get' a computer term meaning you cannot reliably copy Word text into another program's text input box. Word uses all kinds of 'behind the scenes' markers and code that do not always translate correctly when pasting text to another program. Rich Text Format (RTF) uses some of these and ignores others while RM, as noted in Jerry's response, uses only some of the RTF elements.
Usually you can get around this by using an intermediate step of pasting the Word extract into a very basic plain text program. I use Windows computers and there is a text applet included in Windows for decades called 'Notepad'. When I paste Word extracts into Notepad and then copy the resulting Notepad text - sans all of the nuisance behind the scenes Word baggage that Notepad strips off- I have successfully pasted this text into multiple programs including RM4-5-6-7 without additional editing. Obviously this process is more efficient when copying large blocks of text so you may wish to continue editing small snippets of text post-paste.
The caveat for this is that all formatting of the Word text will be removed. Think typewriter text !
If you do not use Word for special publishing or database functionality in your genealogy source documents, you could initially save your document(s) as File Type: *.txt - Word should drop the special markers and code before saving in this format. Then your extracts from these *.txt fields should paste correctly across programs.
Hope this helps.