This says so much with so little.And...references way too many things in life all at the same time.
Been iPhone since it's original rollout. Jailbroke every version for tweaking the interface, getting to settings quicker, etc. iOS7 killed the interest in iOS for me, and the rumors of the iP6 being more $$$ just isn't worth it anymore.
Bought an LG G2 a couple weeks ago. It turned out to have inferior reception and very lackluster sound, so I traded for an HTC One M8. Truly a well built device, sound is on par (if not better than my iPhones/iPads), it's having respectable battery life, and Android KitKat 4.4.2 is very customizable out of the box. With the option of rooting and all the customizing there....I'm even contemplating a Windoze add on computer in our household as the tools for Windoze are better for rooting (so I've understood so far).
Still won't get rid of 2 other iPhones, and 3 iPads, and several Macs in our household, but my daily driver for a phone is going to be Android for the near future, as I usually keep a phone 2+ years.
There aren't really "windows tools for rooting". All you need is the android SDK and a terminal, both of which are readily available. A lot of current devices even come with one-click software.
Just FYI.