For some reason, the idlelib/help.txt was reformatted with double indents (not sure I like this) for 3.4 but not 3.3. So parts of the patch against 3.4 would not apply to 3.3, which must be patched first. And the merge to 3.4 likewise failed for two files. We should have the same text for all versions except where is actually matters. Or replace with the doc, as proposed elsewhere. 

The 'new window' issue is "Blank file editor window for a new file" versus "File editor window pre-loaded with existing file". "New file" captures the difference between the two where as "New window" is the same for both. So even native English speaker could be initially confused. When I tested, "New file" looks right. File / New may be standard on Windows, but File / New File looks fine to me.

Toby, thank you for sharing your experience. We need more of such, even if we have been slow to respond.