Any nice, stable ways to keep a window 'Always on top' on the Mac?
I'll note that the iOS Simulator has the option Stay On Top (formerly called Stay in Front). Extremely useful functionality, and proves that there are Apple-supported and sanctioned ways to achieve this behavior.
Might be worth opening a radar, especially for adding to Terminal.
You can duplicate my radar:

Bug ID 27430873: Add &quot;Stay in Front&quot; option to Terminal windows.


Apple's Activity Monitor app similarly has the option Keep CPU Windows on Top that floats the small CPU graphs on top of all other apps' windows: