@Steveocee, in your opinion, what are pros of using Winbox over Webfig/SSL? Other than Winbox/MAC...
Multiple open tabs simultaneously which whilst it sounds unhelpful, it is very useful at times.
MAC (you've mentioned) which is a lifesaver sometimes
Fluidity, http just doesn't feel well polished, Winbox feels native and like it is the primary interface.
Security, most users would default to typing in gateway IP address to access router, if there is no http server then you are that bit more secure
It works, I find http sometimes doesn't apply changes or I'll back out of wireless interface and it'll end up restarting the interface.
Cross platform, it works on WIndows, Linux (I used it on Ubuntu with WINE for a couple of years), and I'm now using it on Mac thanks to Joshaven's package.